167. The Best and Worst Travel Days Ever on Points
Points Talk®: Your Travel Dreams, Made Possible by Points
Alex, Pam and Jess
4.8 • 1K Ratings
🗓️ 10 February 2026
⏱️ 50 minutes
🧾️ Download transcript
Summary
Have you ever had a travel day that felt almost too good to be true or one that completely fell apart before you even left the airport? In this episode, Alex, Jess, and Pam share their best and worst travel days and the moments that made those experiences so memorable for very different reasons.
They reflect on standout travel days that still rank as favorites, including premium cabin flights, last-minute upgrades, and trips where everything came together seamlessly. The conversation also covers the reality of when travel does not go according to plan. Delayed and canceled flights, lost luggage, stressful connections, and the pressure of getting home quickly all come up, offering an honest look at both the highs and lows of travel.
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Transcript
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| 0:00.0 | We've had some pretty incredible travel days thanks to points, but we've also had some pretty |
| 0:04.7 | stressful travel days. Today, we're sharing our best and worst travel days on points, plus what |
| 0:10.4 | to do when things go wrong. Welcome to Points Talk. We are three moms who've discovered how |
| 0:16.0 | to leverage credit card welcome offers to get hundreds of thousands of dollars of travel expenses for nearly |
| 0:21.6 | free. We've used credit card points of miles to take vacations to places like Hawaii, Paris, Greece, |
| 0:27.7 | Maldives, Japan, and so much more. And the best part, we each still have 800 plus credit scores. |
| 0:34.4 | Imagine being able to take the vacation of your dreams for nearly free. It's totally |
| 0:38.6 | possible and we're here to show you how. Hey, I'm Alex. And I'm Pam, Alex's mom. And I'm Jess. Let's Talk |
| 0:48.6 | Points. Today we are each sharing our best and worst travel days on points. Thankfully, we've had way more |
| 0:56.7 | good travel days than bad travel days, but the bad ones are hard to forget. And you're going to |
| 1:02.3 | hear about mine and Alex's worst travel day and both of mine, like the one Alex is going to talk |
| 1:08.4 | about, which is technically also mine and mine. |
| 1:16.0 | Oh, I'm not talking about that one. Okay, then I'll talk about that one. But yeah, both of mine happened like within the last year. And so it's, they're hard to forget. And we are going to share |
| 1:23.0 | some tips for what to do when your travel day takes a turn for the worst. So we're going to start off on |
| 1:30.1 | a good note. We're going to start off with our best travel days. So Pam, why don't you kick it off |
| 1:35.7 | and tell us about your best travel day ever? Okay. So, you know, first of all, let's start with what |
| 1:41.3 | makes a good travel day for me. That is going to be an aspirational flight, flying something that I've just dreamed about for forever. |
| 1:51.6 | Obviously, it's going to be business class or even better first class. |
| 1:55.8 | It's going to involve going to a great airport lounge. It's going to involve everything happening on time, |
| 2:06.3 | no delays. And so my best travel date, day to date, it was when I flew Singapore Suit, JFK to Frankfurt. |
| 2:20.3 | I had seen these huge suites before on Singapore, and basically you're like in a room. |
| 2:30.4 | You're like in a small or a big bathroom size. You know, you're in your own room. You've got a leather |
... |
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