Technology
100K Vacay Livestream Kick Off | Frequent Miler on the Air Ep326 | 10-3-25
In this episode of Frequent Miler on the Air, the team kicks off the 100K VK Team Challenge, where contestants aim to create the ultimate vacation using 100,000 transferable points and a budget of $1,...
100K Vacay Livestream Kick Off | Frequent Miler on the Air Ep326 | 10-3-25
Technology •
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Interactive Transcript
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This is a VoyageScape Podcast.
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You can find all of our travel podcasts from around the world at VoyageScape.com.
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The 100K VK Team Challenge begins.
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Frequent Miloer on the air starts now.
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My benchmark trip is done.
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I spent four nights in Malta and in today's episode I'm going to give you a full overview
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about that trip.
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We'll discuss what went well and what didn't.
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And then we interview challengers for each contestant.
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We asked are they confident or quaking?
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Now that they've seen what my benchmark trip looks like, we learned that both Tim and
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Steven are starting in New York City.
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This is kind of ironic because Nick is the only contestant who actually lives within
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an easy driving distance from New York City.
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But we don't know where Nick is starting.
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And we also learned that Tim kicked things off already with a daytime flight and you'll
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learn all about that in today's episode.
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If you're interested in following along and you should, make sure to follow Frequent
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Miloer on Instagram.
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That's where the stories and reels are presented as close to real time as we can and it really
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brings the challenge to life.
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That's where you'll get all the excitement of the challenge as it unfolds.
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Here's the timeline of the challenge as far as you need to know it.
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On Wednesday, October 1st, that's a couple days ago as this is published.
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We did a live stream where Kiran and all three contestants met to kick off the contestant
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part of the challenge.
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And Saturday, October 4th at 6pm, we're going to do a mid-challenge check-in.
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So that'll be another live stream.
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Make sure to follow Frequent Miloer on YouTube if you don't already because that way you'll
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get notified about this live stream and all the others that we do regularly.
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That'll be our chance to see where the contestants are at that moment and to interview them about
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how the trip's going so far and what's next if they're willing to divulge any of that.
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And we'll also, as judges, Kiran and I will give preliminary ratings for how well they've
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done.
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Finally, on October 8th at 9pm, Eastern Time, it will be the final challenge live stream
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and that's where we will crown the challenge winner.
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So be sure to check that out because we will, of course, discuss each contestants' trips
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and find out then what went well, what didn't, and crown a winner.
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So without further ado, for the rest of this episode, what follows is the recording from
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Wednesday Night's live stream.
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All right.
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Welcome everybody to Frequent Miloer's Ask Us Anything, but this is a special episode where
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we're going to be launching our 100K VK challenge.
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Wherever you're watching or listening, don't forget to like.
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Give this a thumbs up.
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Leave us some stars if you're listening in podcasts format, all right?
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We always appreciate that.
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Leave us a comment or review.
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Let us know what you think.
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We're obviously going to be talking and taking questions live on YouTube as we record
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this, but if you're listening to it later on, don't be afraid to comment on the post
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or the podcast or the YouTube video wherever it is you're watching.
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So now I'm going to kick it over to Greg to tell us about the 100K VK.
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All right.
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Great.
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So every year we do a team challenge where we compete to see who can make the most of
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points in miles and each year we make up a different game.
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And this year's game is we each each challenger has 100,000 transferable points and a budget
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of up to a thousand dollars cash that they can use to build the most incredible vacation
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possible.
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And there's some rules involved in that that we'll get into some of that.
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But this time there's something very different going on, which is that I am not a challenger,
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but I did do a 100K VK trip.
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And the purpose of the trip that I just got back from was to set a benchmark of what the
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challenges are going to be trying to beat all the components of what I did.
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And one of the reasons we pulled it out is because we have each, one of the reasons we
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pulled it out is its own separate thing is that each challenger has a certain type of
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transferable points.
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One person has American Express, one person of city, another person is capital one.
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And then there's Chase.
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And the problem with Chase is that it has to do with how we design the rules of the challenge.
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And one of the rules is that you have to spend at least three nights in proper lodging.
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And Chase is only one of these four transferable currencies that transfer to high it.
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Why does that matter?
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Well, if you think about what it means to spend three nights in a hotel,
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what it means with most most point systems, like let's let's take Marriott, for example,
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typically a decent hotel will cost at least 30,000 Marriott points.
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And so if you transfer your your AMX points, for example, to Marriott one to one,
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and you book a 30,000 point hotel for the required three nights,
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then that would take up 90,000 of your points.
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And you'd only have 10,000 left over to actually get to the hotel and get back to where you started.
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High it though, they have an award chart that starts at only 3,500 points off peak.
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And so there are some great value to be had for very few points.
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We felt like Chase has a big advantage.
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So we pulled it out as a separate thing.
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Like the person who uses Chase points will set the bar.
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And then the others will try to meet it.
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Yes. Great.
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And you just finished setting the bar, right?
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I did. I got in this morning at around one.
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Yes, that's right.
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I know that well because I was there and I also got in this morning around one.
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So I want to hear a little bit about what was that trip.
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What did you do and how did it go?
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Oh, come on. You know all about it.
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Well, you got to tell the royal way.
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Where did you go and what did you do?
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Yeah, where did we go and what did we go?
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So I started my trip.
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We were allowed to start our trips from anywhere we wanted.
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And it would have been really convenient for me to start from New York.
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But I wanted to make my trip as applicable to many people as possible.
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So I started my home airport Detroit and paid for a positioning flight to New York City.
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And I counted for that in the budget.
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And again, I did that because like I figured that almost anywhere around the country,
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it's it's possible to get.
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It's often possible to get cheap flights to New York City to position to go onward.
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So I feel like that made it more applicable to to many people.
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So anyway, so I started in Detroit, flew to New York.
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I met up with Julian, who's a founder of Points Path,
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but also a good friend for many years.
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And it's become a tradition for us to meet up on these challenges.
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I first met up with him in New York on 40 K to far away.
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And then again, on the SaaS Million Mile Manus Challenge.
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So this was the third time in a row.
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Also met up with Carrie there because as a surprise to our audience and to the
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competition here, or the the competitors in this challenge, Carrie decided to come with me on this
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trip when I asked her if she'd like to.
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So we actually met up at the TWA Hotel at JFK.
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And I had never been there before.
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Carrie hadn't either.
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It's crazy fun actually to hang out there for a little while.
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There's like ridiculous stuff like an old hair salon from 1962 that's all set up.
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And you can go in and sit under the dryers and chat about points and miles like Julian and I did.
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You can play a giant game of twister like Carrie did.
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You can do a photo booth.
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So we were playing around actually having a lot of fun.
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And ironically, the TWA experience became like sort of a mini highlight of the trip in a way.
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Then we said goodbye to Julian and flew off in business class to Malta.
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I'm sorry, flew Air Serbia business class.
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Let's see.
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Yeah, we flew from JFK to Belgrade and then onward to Malta from there.
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In Malta, we checked into the Hyatt centric for four nights.
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So that the Hyatt centric there was available for only 6,500 Hyatt points per night.
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So that didn't put a big dent in my budget.
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And then we went off to...
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So this was the same night.
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The Friday night we went off to a particularly scenic
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Kova Beach area on the island to watch the sunset.
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And there, Chef Björna, who I had met originally in the 40K to far away challenge
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in Johannesburg, he I had flown him in to join us in Malta.
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And so he had prepared a picnic with all kinds of local
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specialties. And these weren't like fancy food.
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These were like finger food type of things, the type of stuff you'd get at a street vendor and so on.
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And a huge array of that kind of stuff.
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Did any of your finger food type actual fingers in them?
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Not too knowledge.
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We didn't...
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Yeah, if they did, they were really tiny fingers.
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So rabbit is a specialty, is a food that's eaten often in Malta.
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And so there could have been rabbit fingers that we didn't notice some, not sure.
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Is that across as lucky?
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Because like rabbit food is, but like rabbit to use a finger, I don't know.
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Lucky, yeah.
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Rabbit paw, yeah.
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Sounds like that would be lucky.
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And so that was, I guess, a really fun to see people's reactions when we surprised
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feel, but it was also just a great experience.
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I mean, to on day one, get to try like this huge assortment of local foods from the area
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that you're going to, what worked out great.
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And Björn is a lot of fun as well.
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So it was fun hanging out with him.
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And the sunset cooperated.
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It was beautiful weather, beautiful sunset.
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So that was all fantastic.
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We were staying in the hotel is in a town called St. Julien's,
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which is not where I would choose to stay if I was going back to Malta.
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It is, it's in the sort of party area of Malta.
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And so, you know, if you want to go out and party each evening,
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it would be a great location.
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It's just not how I want a vacation.
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So, you know, that was, that was not ideal.
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But it wasn't bad.
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Like in the hotel, it didn't bother me.
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It's just that we had to get to the places we wanted to go, to Valetta,
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and Dina, to the coastal things that we did.
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We always had to take a bus or a ride share.
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Bolt instead of Uber is the most common one there.
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Or a ferry one time.
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We took a ferry.
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But we had to walk to Slamat to catch the ferry.
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And okay, so then over the next few days we did,
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we did two walking tours, two historic walking tours.
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We visited the St. John's coca-theodrol.
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And we learned why it's a coca-theodrol,
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which I won't give that away right now.
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The coca-theodrol had a really well done art exhibit there
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that Kerry was particularly excited about.
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Yeah.
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You want to explain that briefly, Kerry?
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Yeah. For years, my favorite artist has been Caravaggio.
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And when we went into the church, I saw they were labeling some of the paintings.
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And it just had a thought like, oh, what if,
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what if one of these is a Caravaggio?
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That would be cool.
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And then like two minutes later, there's this huge sign that says Caravaggio this way.
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And they don't have just like tiny little labeled Caravaggio paintings.
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They have a room-sized Caravaggio painting.
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It's the largest one of his career.
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And then they had another one in the basement and they had this whole exhibit around it.
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And that's just like a bizarre thing to not know ahead of time.
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And just stumble upon your favorite artist's largest work of their career.
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That was just super cool.
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Yeah. So, you know, my planning Malta was all because this was Kerry's favorite artist.
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And of course, I somehow knew that in advance.
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I somehow knew that.
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Gosh, you're so good. The surprise is great.
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It's the great.
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It's the great.
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Is it great?
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Can you name your favorite Caravaggio painting, Greg?
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It's a really big one in the room.
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That's a good whole room.
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Did you put the tickets ahead of time?
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And we almost skipped it.
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That's right.
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That was all a fake it out.
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Anyway, that exhibit was so well done.
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I don't know anything about art really.
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But I really enjoyed that art exhibit more than just seeing the cathedral itself much more.
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Did I mention we did?
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So, we did that. We did explored catacombs.
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We sampled like the best.
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Pizzi.
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In Malta, or at least that's what we were told that this place was best.
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It was excellent.
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I believe it.
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Or like these like, they're sort of like hot pockets, but much better.
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Right.
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So you got the bread on the outside.
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I'm going to let me say that Pizzi people would not appreciate that comparison.
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It didn't take much better.
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I broke.
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Of course.
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And different places have different kinds of fillings in them.
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But the two main fillings, one is a cheese filling.
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The other is like a smash pea filling, which doesn't sound that great, but I actually thought
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that was my favorite of the two.
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Yeah, I think like curry,
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curryed peas that makes it better.
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Yeah, yeah, that's a better way to think about it.
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So would it have been like chick peas or what they love?
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No, it was like green peas, yeah.
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Okay, well.
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But it was really good that way.
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That was pretty close to my only vegetables for the whole trip.
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Yeah.
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The, so we did two days of that kind of sort of like historic type exploring.
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Going around,
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Emdena was fascinating.
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That's a medieval walled city that's really well kept up.
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And it's just so cool.
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I don't know.
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Anytime I've gotten to see a walled city, you know, that's in pretty good shape.
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I love that.
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And Valetta, which is the capital,
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I thought that was gorgeous.
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You look down at the water from different parts.
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They have a lot of, it's not as nearly as old as Emdena,
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but they have a lot of like old architecture that makes it very pretty.
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And the history there was just so interesting.
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I don't want to give stuff away for anyone who's going.
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Because I think it'd be, I think that was part of the experience.
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Was learning about it while we were there.
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Made it like really super cool.
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I didn't know how much I was interested in history.
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I was learning about this stuff being like, wait, wait, what happened with the night's?
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Is that true?
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You know, it was, it was crazy.
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But one little thing as Carvaggio was fleeing from Italy.
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He like killed someone, right?
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Yeah, he murdered someone.
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And the nights of Malta took him in and as a thank you, he painted that gigantic
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painting that Kerry mentioned.
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Yeah.
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It might have been a required thank you.
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He was talking about his blackmail, really.
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He was talking about his provocative character.
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Yeah.
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So, okay, so we did those things then.
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We had to do water activity.
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What the main touristy water activities is to do these tourist boat trips that go to different
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Malta has a few islands and they usually stop at set places.
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There's one place called the Blue Lagoon.
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There's another something grotto.
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And I was really mixed about whether we should do that or not.
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I hated the idea of being like with mobs of tourists.
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And that's what all the, everything I read said, you know, you can't avoid that.
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So, I found another option that was a local, like hidden gem spot, which was a
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a cove with caves like right there.
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You walk right up and into these caves that are along this cove.
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And there's enough like rocks in a semi-circle around the cove to shelter this
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cove from any waves or anything.
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So, you have nice still water for swimming,
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scuba divers, which we didn't do, but scuba divers go in right where like people
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or swimming go in. But then they can swim through tunnels in the rocks that are right there,
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20 feet from where you get in the water.
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As we were swimming around, put your face in the water, not only do you see fish,
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but you see scuba divers too that you didn't know were there, which was a kind of a neat experience.
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And we hiked a little bit from there up on the cliffs above this area.
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That was spectacular.
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All this, like we didn't see any tourists. There were locals there.
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When we're hiking, there's nobody. It was just us.
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It was so perfect. It was exactly how I wanted vacation, that kind of thing, rather than the
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tourist mob. So, that was really perfect.
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Then we met up with the next surprise. The final surprise of the trip was Mazee, the culinary
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concierge who accompanied me in the three cards three continents trip.
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I had invited her to come. It turned out she wasn't able to arrive on Friday like the rest of
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us did because she was in Los Angeles for a relative's par mitzvah. Obviously she had to do that.
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I thought we'd, okay, we're going to have to call it off because she wouldn't be able to get
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there till Monday, which was the day before curing I would be leaving. But then I learned that
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she was pregnant. I thought, what an awesome baby moon gift I could give her is use my points
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to give her this vacation. She was super excited about it because she and her partner were able to
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fly out Sunday night, arrive on Monday. We then used my suite at the hotel to do some sort of
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interviews to talk to both Mazee and Björn about what it's like traveling with Greg and what they
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thought when they got these invitations and everything like that. So, that was fun. Then went to
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the tallest tower. One nice thing about St. Julian's, where the hotel was, is the tallest tower in
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all of Malta is there. It has this two story rooftop bar. If you go, especially, well, actually either
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level has just stunning, stunning views. The top level also has a walk out area that's glass bottomed.
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Some of us were happy to walk out there. Some of us not so much. But I loved it.
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That was free. They let us come up and look around even though we weren't buying drinks or anything
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because we had a reservation to get to, which was at a restaurant in Valetta, which was a restaurant
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that does all Maltese dishes and the Seven Course tasting menu of all Maltese dishes all locally
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sourced. It's only 48 euros per person for the Seven Course elaborate dinner. So, that's very
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reasonable for that level of cuisine. It was fantastic. I don't know about you, Kerry, but I made
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the mistake of eating too much of the yummy stuff early on. By the time I got to my favorite dish,
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I could barely eat any of it. It was really disappointing because everything had been so good. But
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then I got to that one. It's like, oh, this is great. I just couldn't do it.
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I was super impressed with how seamlessly they modified for the varying dietary restrictions at
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the table because we kind of had a lot of maizey's pregnant, so she has to eat certain things, not
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eat certain things. Her partner can't eat dairy. I'm technically pascatarian. I felt so guilty
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when he's like, any dietary restrictions, sorry. But then it was really neat. They brought out all these,
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so not only are they doing this tasting menu that changes every day based on what ingredients
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they have. They're also modifying it for us. I don't know. I thought they did a great job.
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Luckily, I was still hungry when they served the fish because I've never done a tasting menu before,
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so I didn't know it follows a certain flow. The fish comes at a certain time, which is earlier
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than the meat, so I got that. I was still hungry enough by the time the fish came.
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What was your favorite? The fish, the tuna. They did the tuna. That was really good.
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The octopus was fantastic, too. Although I don't like eating octopus like when I think about it,
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especially after seeing that movie about them. But it was so yummy. Anyway, for those
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wondering, the dish that I love so much was rabbit, and I was surprised at how incredibly good that
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I've had rabbit before, but I've never had it as good as this one was. It was really terrific.
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That was it for really Malta. We got back to our rooms very late, and we're up probably,
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I was up to three, I'm doing things like writing my journal entry and then had to get up at,
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I don't know, 430 or something to go to the airport. I think Kerry was up even longer than that,
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doing her work. We flew back. We had a positioning flight. We flew economy to Amsterdam.
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Then flew economy from Amsterdam to London. Then premium economy on Virgin Atlantic from London to
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JFK. I think that, so premium economy is somewhere between economy and business class. It's not like
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just economy with a little more leg room. I think Kerry didn't really understand that before.
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No. We got on the plane, right? I was really impressed. I was expecting exit row economy.
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I thought premium economy is when they just stick you in the nicest economy seat they have or
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whatever. I was really blown away, not knowing that it was going to be that nice made it
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almost more exciting to me than the business class flight.
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Yeah, it was funny because we get on and Kerry's like, this is like business class to me. Of course,
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she's tiny. She can almost lie flat on it. But they did a great job. I've done a few other premium
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economies before, but this was way better than Delta's and both were way better than Laftanza's
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premium economy. Virgin Atlantic had great service and the food was all served on
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proper plates and glassware and things like that. The food was very good. I didn't see what they
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were serving a business class, but it all seemed like what I would expect in business class,
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not what I would expect in economy. For a daytime flight, I thought that was really fantastic.
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It was awesome. The whole meal was very comparable to the Air Serbia business class.
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Meal that we'd had. Yeah. Anyway, to some things up, we were able to fly the longest flights
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from the US to Europe and then back. The overseas portions were all in premium cabins.
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So, again, lifeline business class on the way out and then premium economy on the way back.
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The vacation involved a lot of interesting stuff that we did, a lot of interesting stuff we learned
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about, a lot of sunshine, a little bit of rain and fun snorkeling and hiking at that curve.
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A little bit of meeting locals, not a lot of that.
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Well, I think it's worth repeating for anybody who kind of just stumbled into this,
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that Greg's trip, all of that, flights, the hotels, the stuff he did, everything for Greg was
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just 100,000 points and less than a thousand dollars. You should come in like $970, is that right?
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$168, and $168, and 100,000 points. We've seen a few cards that have offered that 100,000
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points with a single card bonus. That's not an out-of-reach number of points and probably not an
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out-of-reach amount of cash compared to what most people spend on vacation. Yeah. No, that's a good
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point. It has a very high spend requirement, but the business Sapphire Reserve Card, it has that
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200,000 point offer, which if you wanted to cash in half of that for $1,000, then you would have
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the equivalent of my budget for this trip right there. That's of course at the time that we're
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recording this. At the time we're saying this. The requirement again was at least three nights at
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bed, $1,000 budget and 100,000 point budget. Greg spent 97,000 points, so he came in under budget,
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spent $968, so came in under budget there too. Then he spent four nights, which was one additional
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than the required three. But given all the things he talked about here, he gave himself a rating of,
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did you say B plus, I think, or was it B plus? B plus. Yeah. So you rated yourself B plus,
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so real briefly, summarize why B plus, although we kind of got a little idea from that summary.
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Yeah. Okay. So we are going to be scoring the challengers on a whole lot of that.
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Huge number of factors, but we grouped them into five buckets. One is we called wow,
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and that's basically like things about the destination, about what you did on your vacation,
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did that wow us. Applicability is another one. How widely applicable is what you did to other people?
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Would people would others be able to do what you did or something close enough to it so that it
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makes sense for others? And that's why like I talked about like why I didn't start it in New York
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on my trip because I wanted to be more applicable. The value for your points was another one.
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And extra bonuses is like kind of a combination of things, but the primary ones are like,
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did you do this frugally? Did you meet the requirements of staying three nights or did you go above that
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and you get extra points for going above three nights? And then you have style, and that's more about
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the travel, did you travel in style? And so I graded myself an A minus for destination. I thought
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multi turned out to be a great pick. And so I gave myself an A for the location,
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but there were some other components that we look at in that category like adventure. Did
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I did you include any activity that was exciting or pushed yourself out of your comfort zone? And
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we did stuff that I thought was really fun, but I don't there wasn't really anything outside my
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comfort zone that I did. Relaxation is another one where we did bacon time to relax, but we didn't
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do anything special to relax. There wasn't like extended hanging out on the beach just for the
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purpose of relaxing or going to a spa or anything like that. Food I gave myself an A plus for all the
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reasons we talked about. Anyway, so all these different things I graded myself and there were a few
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things I gave myself as and some things B's for the destination, but that brought me down to an A
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minus because of the couple B's applicability. I gave myself an A. That's something I worked really
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hard on to try to make this a trip that someone could could use their points and book something
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like this. I don't think there was anything I did that would be hard to replicate as far as the
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outline of the trip. Now there were details that you might not be able to replicate. For example,
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we got into certain airport lounges because of my Delta Elite status, so you might not be able to
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get into those specific lounges, but actually flying the flights we flew and staying in the hotel
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we stayed at, you could certainly replicate if you had the points. I gave myself a B for value, so
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even though I came in within budget and everything, I was a little disappointed when I looked at the
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sum of all the cash. If I had paid cash for everything, what would it come to? I thought it would be,
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I don't know, at least $7,000, but it was more like, I can't remember exactly, but...
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4,000... 4,000, something.
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4,000, yeah. So anyway, so it wasn't as high as I thought it would be. Same thing with frugality,
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I thought I would spend a lot less than $1,000, not $32 less than $1,000.
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I didn't rate myself highly on those things. Let's see. So I'm just going to briefly look at my
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other ones, see if there's any worth talking about before we go in, but the point is...
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Well Greg, looks at those. I want to mention, you mentioned, because you're talking about applicability
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and the Air Serbia Business Class came to mind because a reader emailed earlier today that was
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looking for a specific trip for next summer and said they couldn't find any business class
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availability. And I used a word tool to do a search for the month they were looking at next summer,
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and I found two seats or more on Air Serbia and business class, almost daily out of Chicago,
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not quite daily, but a lot of days out of Chicago and New York. So if that's something that you saw
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and Greg's trip and appealed to you, there seems to be quite a bit of availability on the Air Serbia.
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That's a great point. So Air Serbia is not like, it's not the swankiest business class you could do,
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but it was good. I mean, it was like on par with what a regular average business class is,
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you do have the lifelad seats. If you do some studying up about their seat configuration,
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you can sit in a nice seat with plenty of room. And I say that that way because there are seats
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with very little room and they're very weirdly laid out. And I would not hesitate to fly them again
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if they're going to where I want to go. And it also points out why I chose why I thought using
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Air Canada Aeroplane miles to book that flight was a good thing for applicability because even
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if you're not flying Air Serbia, I think that Air Canada Air Plan has so many partners, including
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all of Star Alliance, but also lots of other partners that I think they are the probably
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single best program to find a word availability across the Atlantic. That's my search anyway.
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And Air Serbia is a good example because you couldn't book this with United Miles or any other
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like major miles because Air Serbia is not part of Star Alliance. They're an individual partner
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with Air Canada and that's why I was able to book it with Aeroplane points. So that was good.
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I gave myself just a B plus for style. So this is like, did you travel in style? Did you stay in luxury?
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I thought everything we did was good, but nothing was like over the top luxury. You know, we weren't
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flying Q-sweets. We weren't staying in a park high at, but it was all very nice and comfortable.
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Yeah. Yeah. But now I want to know how the contestants feel. So now that this trip is done,
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are you shaking in your boots? Are you feeling pretty confident? Which parts are you confident about?
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Which parts are you not confident about? And I want to know where you are because I'm pretty sure
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Nick you've got a fake background going on. And Tim does not have a fake background, but has
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are those palm trees? There's that's not your living room. And Stephen, we never know where you are.
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So, okay, we're going to start with Nick. First tell me how you're what you're confident about
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than what you're shaking in your boots about and then where you're at.
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Okay. What I'm confident about, I'm confident that I've planned a trip that's going to showcase
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some enjoyment of fun stuff. And I think that there will be a sense of adventures.
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So I think you'll get some of the adventure category from my trip.
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And I'm just excited. I'm just downright excited about the trip. I think when you plan a really
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good vacation, you know that excited feeling you get. It's like the anticipation builds up. And I'm
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actually just excited to do this trip. So that's I think where my excitement level is that I think
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it's going to be a lot of fun. And hopefully readers will find some inspiration. And I think there'll
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be some fun surprises along the way through some hints in a post that I wrote today. And some people
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throwing some guesses already about things. So I think there'll be some fun twists. Hopefully,
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anyway, we'll see. What am I? What was I was shaking my boots on day one because number one,
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I didn't expect I mean, I didn't expect Julian on day one and Greg met up with Julian,
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kill the founder points path. I thought that was cool, but I wasn't yet shaking in my boots.
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Sorry, Julian until I saw Kerry there too. And then I was like, oh, oh, this is going to be good.
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And then when they boarded a business class flight to Europe to start out, I thought, uh-oh,
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it is it's going to be trouble from here because if they managed to do that, I figured at that
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point, Greg would probably be flying premium economy home. And so I didn't know where they were
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going to go or what they were going to do. But that was already quite a bit of luxury on just
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100,000 points. I mean, most people would probably anticipate that would only cover the business
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class flight or not much more than that. So to cover a business class flight there,
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premium economy back and a few nights and hotels, that did make me a little bit nervous. But,
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but you know, we'll see. And then what was the last part I was supposed to shake it? You have to
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you have to spill the beans. Where are you? Ah, yes. Well, I will spill the beans and say,
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I'm at home. This is not your right. It's a fake background, but I'm at home just not in this
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particular room. But, but this room is more attractive looking than the white wall behind me if
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I didn't have the fake background. So did you travel to that room in luxury? I, uh, I walked.
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Yes, all the way here. And speaking of walking, I will say that I have been, I've been working out
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these last couple of weeks because I'm going to need a little bit of core strength and endurance.
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And, uh, yeah, I've been on the bike every day just about, got myself up to about nine miles a
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day. So there will be no fairies pulling away from me this time. No surprise, 32 mile bike ride for
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Nick. Right. Are you doing a triathlon while you're away? I'll see. So, yes, I'm still at home.
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My trip will start. That's as much as I'm going to say. We'll have to keep an eye on the blog. And
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on Instagram, of course, we haven't mentioned this and we should have by now that I think the best
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place to watch these things is on Instagram. Of course, we're going to have all the updates on the
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blog. Also will each be publishing daily journal updates as to where we are and what we're doing
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and how what we think of it and all the rest of that. So for folks who prefer to read, you're not
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going to be left out. Don't worry. But if you want to kind of feel like you're on the trip and
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following along with it, Instagram is really the best way to do that because you can check the
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stories and see things kind of chronologically and look at the reals. So please check that out and
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follow Frequent My Learn and Instagram if you're not already. Yeah. Thank you for that.
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Okay, Steven, you're next up. So again, what are you feeling confident about now that you've
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seen Greg's benchmark trip? What are you not feeling confident about? And where are you?
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Okay, so I'm thinking like that's your any of that. You're not sure where you are.
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It's hard to like disclose stuff without disclosing stuff. So I guess I'm excited about
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my destination and activity or well, activities actually that I have planned. I think that that's
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going to be something that even if it wouldn't necessarily be people's first choice for their own
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vacation, it might well be something that they would actually be interested in doing nonetheless.
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And so I'm hoping that that gives some applicability. My trip is going to be incredibly
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replicable, replicable, I think. So I'm hoping that that ends up showing through just because I feel
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like it's something that pretty much even a novice would be able to book themselves if they wanted
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to just because I wanted to make it so that people of any level would be able to do that.
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And let's see, I guess my biggest concern at the moment is actually budget cash-wise.
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Because a couple of my activities are overly cheap and so I do need to be careful, especially
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with things like food and drink. I definitely don't want to be cheaping out on stuff, but I do need
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to watch my budget just to make sure that I don't end up going over, which I imagine next,
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like I can see next little grin there, because I'm the most few one and I'm normally the one
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who stays well under budget and has like a whole ton of money left. At the moment I'm like, well,
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if I can stay below rigs, 968 dollars, I'll be doing well. So I'm confident I won't go over $1,000,
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but I would like to stay under 968 if I can just to be able to spend less than Greg. But
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it could be touch-and-go. If I have to go over 968 up all the way up to like $9999.99
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then so be it. I'll make you feel better, Stephen. I'm going to push the pedal to the metal. I'm
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going to leave no dollar left behind. That's good to me. So I might be able to turn to learning some
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bonus points for spending the least out of every one potentially, but I'm not overly confident
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about that. In terms of where I am at the moment, I am in New York City. So I actually flew back
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over here several days ago with my wife. We met up with her parents up here in New York. So we
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spent a few days with them. And I'm happy enough to disclose that I'm going to be leaving tomorrow.
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Okay. And you partially picked New York to make it more applicable to our readers, right?
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Yes. So yeah. You don't live in the States anymore.
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Yes. So I'm based in the UK now. And so that didn't seem like it was going to be
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like fair comparison eighter neck and Tim, but also for readers like because maybe if you
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if we've got minor readers are going to be starting a 100k vacation from the UK. So I figured,
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okay, I'll come back to the US, start from there, and then go off on my trips. So
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say yes, I'm in New York City. All right. Cool. All right, Tim. So what are you confident about?
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Which category are you confident about? Which one has you shaking in your boots? And what do we
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see behind you? Where are you? And so in terms of which category has me shaking in my boots, it's
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the flying guests into sharing my vacation with me category.
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Garnish is available. You should know. No, yarn is not available because he is like, no, I need a
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vacation after my vacation. Like I can't do that stuff back to back. But yeah, I mean, you know,
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Greg did a great job of just having all these fun surprise guests. It felt like an episode of
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like a late night variety show. Here's the next guest. We're going to do a bunch of fun games with
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the guest, right? And spoiler alert. Oh, well, we'll see. I still I'm going to I'm trying to get
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Bono, but isn't responded yet. But I don't want to raise expectations. He never responds to my
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message is either. Oh, really? Geez, I was hoping I was hoping maybe he just was busy. Gosh,
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even it's hard to say even confident and not I mean, like I said, I like I I Bono is not going to
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show up on my trip. But I had a fairly with these challenges, I always tend to get kind of I'm
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like, what is kind of the essence of this challenge? And how do I do a trip that to me feels like
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the essence of this challenge? And and full disclosure, I read your grading post today. Me too.
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So like I don't and it's like and I because I almost I don't want to even let that affect me.
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And so I purposely put it off because I just want to create a trip that I think kind of shows
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what I think the like the heart of the challenges. And so I kind of gave myself some different
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parameters. And I don't think they're they're necessarily like exclusive parameters. They're within
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what what you guys set up, but but just different parameters where I wanted it to feel like somebody
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has a week off. What's a vacation look like for that person? And then when my trip's done, I want
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to feel like this looks like a vacation and somebody might have taken. I wanted to as opposed to
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hunting a place that is offers good value. I wanted to show good value at an expensive and
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popular place that people would go. So I limited myself to the 15 most expensive countries that
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Americans go to. And I wanted in terms of the applicability and I can actually kind of
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misunderstood it a little bit, but that's that's beside the point. The applicability thing like
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I thought that was a great idea. And so for this trip, like I set myself a goal of not using any
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elite status, no hotel instruments, no card link benefits, nothing. There's nothing about my trip
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that a person who has read frequent Myler of the last year couldn't I replicate?
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And so those were kind of my big three in terms of what I was doing. I feel pretty confident about
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that. Now do I feel pretty confident that that's going to like beat, you know, Stephen,
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writing sharks off the coast of Madagascar or Nick Skydiving from wherever he's going to Skydive
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from. I have no idea. I have zero confidence that I'm going to win, but I have confidence,
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but I feel really good about what's here in terms of like the parameters that I was looking for.
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Do you know that you just revealed? I didn't actually answer the question.
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Yeah, but Tim, do you know that do you know that you just revealed that you're not going to be
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writing sharks or Skydiving? And let's you're being very cheeky. Yeah, maybe that's exactly what
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he is doing. Oh, that would be tricky. Well, now Nick's going to change his trip and go do that.
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I know. I'm going to throw a bono out there so that when Ozzy Osborne shows up from the dead,
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it's going to be so much more exciting. But yeah, so anyway, I'll have to say, I don't even know
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what confidence feels like outside of that. So I guess that those are the parameters that I would
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use for it. I have zero confidence that I am going to be chosen as the winner over Nick and Stephen.
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Zero. Okay. I do think I'm going to have a pretty cool trip. So I think that and to me,
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that's more the fun part of it. All right. And where are you? Well, I'm in what's commonly known
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as pepper land. The pizza place in Malta. The old folks call it the United Kingdom.
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Tell us about that. When did you actually depart? Are you a cop or something? No, no, no, I'm actually
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in the United Kingdom and a little place they call Marlabone. Is it a day to that right Stephen?
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Marlabone. Marlabone. Marlabone. Almost like Maui bone, but marlabone.
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Like that. Is there no? Or kind of like the Ellen the E sort of silence. I guess you say
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it ends, but Marlabone. Marlabone. Marlabone. Marlabone. This is like a tar all over again.
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This is what I'm going to get my local interaction going around asking people to pronounce
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Marlabone for me. Marlabone. Okay. So you're already overseas. Tell us about that. When did you
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start? So I started like Stephen. And again, I sort of had a different take on applicability. I
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looked for the area that the that has the highest volume of North American travelers leaving from
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and decided to part from that area, which was the New York metro area. More passengers depart
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through that area than they do through any other area in the United States. And I really wanted to,
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like I said, maximize this whole time. And so and I don't want to get into a full trip report now.
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We can do that later. But and I have always I got to say and this is, but I don't I don't know
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nothing. No offense East coasters. I hate East Coast Europe flights. I hate them. I hate them.
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I hate them. I hate them. I hate them. I hate them. Sure. Yes. Exactly. They're too fricking
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and short. They're like, it's it's the exact same reason why I don't fly red eyes from the
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West Coast to East Coast because they're five and a half hours long. By the time you have dinner,
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there's three hours left. I can't say for the crap anyway. I agree. It's a waste to fly business class,
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isn't it? Right. Right. It's like it's useless. It's so useless. Like you can't and then like you
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go overnight, you get there at seven o'clock in the morning. And I'm blurry. I'd I'm jet lagged
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all these sort of things. And so I'd always said I'd always thought what would what would it be
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like to like I don't fly red eyes from the East Coast or from the West Coast to East Coast.
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What about taking a daytime flight to Europe? There's only a handful of them. And so right at the
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beginning of this challenge, I was like on October 1st, I want to take a daytime flight to Europe.
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That's what I did. And I got to say it's freaking awesome.
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And you built it. I left New York at eight o'clock. I got into London at seven thirty.
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We've very early on. I don't. I don't feel there. I think even my beyond that same flight tomorrow.
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Actually, I'm curious. I'll be. I'll find out. But yeah, like it's just it really is. It's
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awesome. I would if I if I was flying from the East Coast and this is going to be controversial
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to a lot of East Coasters. I would take a daytime flight over business class any day of the week.
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I just think it's a way nicer way to show up in Europe for me. And now that said, I can't sleep
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with a crap like in anything but a prone position like a flat position and even then it's tough.
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So you know, take care of the grain salt. But it's so good.
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Quick question for you, Tim. Answer just as yes or no. Are you on the terrace? I think you're on.
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Oh, yeah, yeah, yeah. So we have a few more details about this terrace that Tim is on. He's
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been secretly sending me footage all day, but we didn't want people to know where Tim was until
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after this live. So make sure to watch Instagram to see more about this terrace that Tim is on.
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Cool. That's exciting. Yeah. So I won't, yeah. And I don't want to give away.
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Like I said, I don't want to make a full trip to Port or give it away.
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Like everything about what's been going on. We need to create a healthy degree of mystery.
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But yes, all that to say, the cathedral, I don't know if you can see the cathedral spire in the back.
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Yeah. It might fade in and out. But yeah, that's in Pepperland and the posh neighborhood of
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Meribon. Meribon. Meribon. Meribon. Meribon. That's a white Elvita. Oh, man. So anyone else
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feeling nervous? And Nick and Stephen, how do you feel about the fact that Tim's already hit the
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ground running, making nervous at all? It makes me a little nervous in that. It means that he could
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potentially fit in like seven nights of accommodation into this challenge if he has enough points for
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that. And so that would be pretty impressive if he manages to do that. So it makes me a little bit
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nervous that he's going to do that because that would obviously be more than either Nick or I
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will have been able to achieve just because we have to be done in the October wave. So
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but you're in a, you're in a lodging tonight. Stephen. I am in New York, but it's not part of the
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challenge. Oh, okay. Sorry. Separate. Yeah. Now I feel I think it's pretty funny that I had a
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very similar perspective to Tim, I think, on different in many ways. But similar in that, you know,
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I wrote a post that I published today where I said I decided that for a while I was focusing on
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how can I get like a wow factor in terms of value for how much I got how many flights or,
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you know, the expensive hotels I booked. And like there's going to be some wow factor,
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but I realized I was focusing so much on that and less on the vacation that I was building a trip
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instead of a vacation. That's what I said. And so then I pulled back and I said, okay, well,
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you know, how, what would I do if I could spend a week doing whatever I want to do? And you know,
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Greg's trip was I think a really great example of a lot of us really enjoy that group environment
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family trip hanging out with friends and and that is great. But there's also sometimes compromises
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when you do that. I don't mean I travel with kids all the time. We got to make compromises about
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where we can go and what we can do and whatever else. So I said, you know what, if I got a solo
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vacation, what would I want to what would that trip look like? What would I want to do? And so I
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think it's cool that like Tim and I both had at least Tim and I maybe Steven too had that perspective
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of, okay, well, what would a really fun trip look like to me? I'm a little nervous that my
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applicability won't be as good as as Tim's. And I don't know as good as Steven's or not because
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I don't feel like I have as much of a handle on what Steven's doing yet from what you said there. But
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I hope anyway that what I do, it looks like a vacation that you could say, okay, well, that was a
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vacation. You definitely had a vacation, whether or not that's going to be what everybody else wants to
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do. And I think that that's kind of cool that we share that that perspective on it. So hopefully,
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hopefully we're going to get that. I'm a little nervous though. Like Steven said that he did get
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the head start today. I did for a while when I was looking at some of the other channel. As I had
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talked about potentially booking and I was looking to position to London to start. I had that exact
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flight on my radar for quite a while. And then it went up in price and I said somebody booked it.
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It was you Tim. Thank you. Because I'm pretty excited about the trip that I ended up with. So
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maybe thank you for yeah. I'm just seeing what you do. Although it would have been pretty fun. I
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got to say I was half expecting either you or Steven. And once I knew that Stephen was attending a
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daily show taping today, I knew Stephen wasn't going to be there. But I was half expecting to see one
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of you guys at the gate. That would have been like the Millie Mile man of stuff where we kept
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showing up the same place. Right. I had actually considered like trying to leave today before and
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I'd looked into my options for that. And I do have it in my points budget to book another hotel
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somewhere if I wanted. Only thing is that with like two sets of activities that I'm doing,
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there I need to do them on specific days. And so I couldn't I just couldn't make it work based
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on when those are going to work. And so it was just like okay, I'll stick with the number of days
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that I've got. So it would have been nice to have gotten an extra one, but yeah, I had to make
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do with what I had. Yeah. So question for Tim. So first a statement, which is you know, when I've
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done daytime flights, when I when I recently did a daytime flight to London, the great thing about
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it is you have to get up really early East Coast time. So you know, then you fly during the day. And
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and by the time you get to London, you're you're you're going to be tired at sort of a normal time.
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You could go to bed at 11 and actually fall asleep even though East Coast time. It's only like
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6 p.m. and and West Coast time never, you know, it's even earlier now. But you had to stay up. You
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would stay up. Now it's what I'm for you. Is there it? It's 3 a.m. Did you get a good nap in or
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anything? Oh no. Oh no. No, no, no. I I spent some time exploring the town. Did you know, and
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and honestly it was yeah, but but I but I will say and I don't want it to your point. I completely
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agree with it. And I was just talking to my wife before this and I said, you know, this it would
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it would be awesome because I'm ready to go to sleep. You know, right? I'm ready to go to sleep at
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like 11 12 o'clock. Yeah. Right. And it's like it's such a perfect way to bad jet lag because you
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don't you don't have it. You just go to bed at normal local time when you're right. Yeah. Man,
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I love it. I'm right. Democrats fight down. They're going to start increasing the price on those
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awards. Well, there's not what I think is really interesting and not to go on a tangent, but just
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a small tangent. What I think is really bizarre is it's such a great experience. Like it would be like
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if 90% of the flights from the west coast to the east coast of the United States were at night.
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And that's how they run transatlantic. And it's like there's there they mean you really have to
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search. There's only a handful of these daytime routes. And it's like, why don't
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well, and they're all heavily booked because everybody wants to use them, you know.
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Yeah. I think the reason is that, um, and you know, the other thing is almost all of them
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fly to London, almost all of the daytime flights. And I think the reason is that most other
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European airports, they they want to have the flights arrive at a time where they can have a
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connection where people can connect to another flight to get to their ultimate destination. And
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morning flights just won't work for that because they arrive at night in their destination.
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And I think London is often enough the final destination for people that that's why it works for
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flights to London is what I suspect. Yeah. Yeah. I'm sure I'll see some of that to Paris though.
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And you know, yeah, like Barcelona Madrid, like, and be nice.
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Other Western. It would be nice. If you're listening airlines, it would be nice.
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I think part of it as well is that a lot of cities, they don't allow flights to land after
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a certain time as well. And so they're kind of limited as to how late in the morning,
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the flights can depart from the US in order to make it to those airports on time. Just in case
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there's like a delay of an hour or two or something. Because if it's due to, I feel like London
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might have a kind of like 10 pm or something like that. I might be wrong on that. But it means that if
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you're due to arrive at 730, if your flights three hours late, it's just not going to be allowed to land
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there. So I think there's that risk element involved for airlines with deciding to do those kind of
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flights too. That would make for some good content though for Instagram if one of you guys is on a
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flight that's not allowed to land. As long as you have good internet on your flight. Nick.
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I think it's tempted. I think we'll take just a few questions. We don't have a lot of
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challenge related questions. So we'll start with this one for Greg. Redemption on VS, which
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is virgin for some reason, right? Yes. Why? Good job. Redemption on virgin in Europe is
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distance-based, not considering layovers, something you advocated. Is it worth the extra time to
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save some miles due to layovers in Amsterdam or Charles de Gaulle? Would you do it? Is it worth it?
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Would you do that if it weren't for the challenge, for instance? Well, I think what they're referring
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to is a different trick. So you can fly with virgin Atlantic. You could fly, for example,
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air France from... I'm going to make up an example. I don't know if this is exactly right from like
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Venice to Rome for as low as few as 4,000 points, but it's flying through Paris to do that.
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Because virgin only calculates the distance from your starting point and your ending point when
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you're flying air France or KLM within or near Europe. So it includes northern Africa too,
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that you could do this. And so if the distance is below, I can't remember if it's something like
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600 miles somewhere in that range anyway, then it can be as cheap as 4,000 or 4,500 points,
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something to do that. So the question is, is it worth going way out of your way? Well,
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depending on what two cities you're doing, you could be going way out of your way to get the
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Paris and then to go back to very close to where you started. I would say, I don't know, I wouldn't
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do that except for as one of these challenges. Or if I could find... If I wanted to do something in
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Paris, or you could also do this with Amsterdam if you could get the KLM flights to line up.
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If I wanted to do something in Paris or Amsterdam, and I could range it so that the flight
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arrives in Paris or Amsterdam like one afternoon and that the next flight back is in the morning,
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then you could have like a night in one of those towns or sometimes you might be able to do a day,
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like maybe you arrive early in the morning and you can spend the day there and then
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do the next flight in the evening. All right. How did you end up in business class in Air Serbia?
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I never heard of it before. Never even heard of it before. Yeah, it was simple as I used a
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ward tool to search for flights and that option came up right away as something bookable with
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Air Canada Aeroplane. So I went to Air Canada and verified that it was able to book that.
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I looked at a few reviews of their business class to make sure it wasn't horrible and their
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views were good enough. It was pretty easy actually. All right. Show us right up on aircanada.com
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also. So it's an easy to book partners. There's no, you don't have to call anybody or anything.
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It's just right there on the aircanada website. And you heard us talk about Greg doing all this
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for under 100k. I don't know if he mentioned 20 recaptus trip that it was a 20% transfer bonus
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from Chase to Air Canada aeroplane that made that doable because it was it's 70,000 miles for what
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or 70,000 aeroplane points, I guess it is for the flight he took, but it only cost him 59,000
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Chase ultimate rewards points. Also keep in mind that if you've got an ultimate rewards card and
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the Chase aeroplane card, you always get a 10% bonus and that can stack on top of the 20% bonus
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to get you even a little bit more value for your points. Right. Yeah. That's good. No. This person
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asks quite relevant. Did any of your vacations take advantage of mile transfer bonuses? So without
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sharing too much too many specifics, did anyone else take advantage of mileage bonuses?
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To do a show of hands. Show of hands. Yep. That's everybody's. Everybody did.
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Did anyone do more than one program? So I did both Virgin Atlantic transfer bonus and
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Air Canada aeroplane. So two people did more than one. Did anyone do more than two
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transfer, two different programs? Yes. So more than three of having multiple
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transfer bonuses. Transfer bonuses are like a superpower because it helps you expand your budget
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and get more points out of your points. Tim had a whole bunch of transfer bonuses.
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So yeah. It was actually easy with them the last six months.
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I actually only did two. I didn't do that. I kept raising my hand. I only got it.
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Another question for Greg. Greg and I, I guess. How was the breakfast at the Hyatt-Centric
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Malta? Did they have local food? Yeah. I thought it was good. They did have local food.
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There wasn't or at least we didn't see a menu you can order from. But there was like a
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an omelet bar, an omelet station where you could get things made to it or there.
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What did you think, Carrie? Yeah. I thought it was really good and I did really like the local
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the local food. Most of it was stuff that we recognized by the time we had done all these kind of
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things. Yeah. But yeah, we'd be like, oh yeah, this is the thing. Berenna talked about where
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this is the one thing he didn't bring us and we'd see it on the thing and be able to try it.
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They actually had a pretty good selection of both local foods and kind of standard Western foods.
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Yeah. And then we'll make this the last question. For you, Greg, somebody says,
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was there anything you would do differently? I mean, they have a longer question, but that's
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that's the piece that we'll take time to answer right now. Is there anything I'd do differently?
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You know what? I mean, there's nothing really that stands out as something that like,
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oh, I wish I had done this other thing. It all worked really well. Let me modify it then.
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If you were to go back to Malta, what are the things that you would do differently?
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Like, you know, if you weren't constrained by this artificial budget, yeah.
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You'd do differently. Yeah, thank you. That's right. I would absolutely stay in
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Malta instead of St. Jolans as the main thing that I would do differently. I probably,
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even though it was really fun, if it was just my own vacation, I probably wouldn't fly out random
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friends. Random. Let's take a guess. As you should, Gary. As you should. And I would do, I probably
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would do some of those things that tourists do, but I would look for a, like a boat tour, either a
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private boat tour or one that's a very small group tour to go to the different islands and do,
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there's like kayaking trips you could do on the islands. So there's a bunch of,
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there's actually a lot still to do in Malta that I didn't get to, which is always true of every
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vacation I've ever taken. So there's nothing special about that. But so I guess you could say,
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you know, if I do anything differently, I would stay longer and do more of the things before I left.
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Yeah. All right. I think we'll let him go to bed. Oh, no, come on.
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Maybe we should go late. Maybe we should do another few hours.
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Yeah, for sure. We miss this next week.
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Make sure he doesn't miss breakfast. Let's keep him up.
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Make sure to check out the Instagram for the most immediate updates on what these guys are doing.
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I think one of you, yes, Steven already revealed that he'll be leaving tomorrow. And Tim's already
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gone. So you know that there will be content. So make sure to check that out. We'll also upload it
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to YouTube as we're able. And thanks for joining us. Everyone, our next live check-in is,
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can you remember Saturday 6 p.m. Eastern time Saturday, October 4th, 6 p.m. Eastern time. Come
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back for the mid stream check-in where we'll find out where everyone is. We'll do a little
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tallying of how their budgets are doing so far. Yeah, so make sure to check that out.
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Thanks for coming, everyone. And we'll see you on Saturday. I hope.
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Hi, I'm David Brody, co-host of the Travel and Ten podcast. Together, myself, my co-host,
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Tim Johnson, have traveled over 150 countries around the world and all seven continents.
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Now we're sharing our favorite places, some of our best tips and experiences from all around the
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world in just 10 minutes on Travel and Ten. Join us at voicecape.com.
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I'm Pauline Fromer. I've spent most of my life writing, talking, and thinking about travel.
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Not just where to go, but how to go in a way that's meaningful. On the Fromer's Travel Show,
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a week's tour, the trends, people, and ideas shaping how we see the world. If you care about
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the why, as much as the where, I hope you'll join me. You can find new episodes weekly at voicecape.com.
Topics Covered
VoyageScape Podcast
100K VK Team Challenge
Malta travel overview
Frequent Miloer
travel podcast
Challenger interviews
New York City travel
Hyatt Centric Malta
Air Serbia business class
local food specialties
Caravaggio art exhibit
historic walking tours
travel budgeting tips
live stream travel updates
travel challenge winner