4.9 • 734 Ratings
🗓️ 15 July 2025
⏱️ 49 minutes
🧾️ Download transcript
Planning a bucket-list trip to Iceland and Ireland might seem out of reach for a family of five, but what if you could score flights and hotels using mostly points and miles? Jess recently returned from this exact adventure, navigating the tricky world of Iceland flight bookings and European hotel room occupancy limits with strategic planning and some insider knowledge.
Jess takes us through her 10-day journey, breaking down exactly how she used points and miles for flights from Chicago to Reykjavik with a stopover, then onward to Dublin. She shares the specific redemption strategies for Hilton points at the Canopy Reykjavik and how she creatively solved the challenge of fitting five people into European hotels that typically accommodate only two per room. From working with local trip planners to maximize their limited time in each country to discovering hidden gems like private cliff tours in Ireland, this episode provides the roadmap for making it all happen without breaking the bank.
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| 0:00.0 | Want to hear all about Jess's recent trip to Iceland and Ireland? |
| 0:04.5 | She scored flights for her family of five and seven hotel nights, all with points of miles. |
| 0:09.4 | Listen up as she shares exactly how she did it and how you can do it too. |
| 0:13.6 | Welcome to Points Talk with the Travel Mom Squad. |
| 0:16.2 | We are three moms who've discovered how to leverage credit card welcome offers to get hundreds of thousands of dollars of travel expenses for nearly free. |
| 0:25.2 | We've used credit card points of miles to take vacations to places like Hawaii, Paris, Greece, Maldives, Japan, and so much more. |
| 0:33.1 | And the best part? We each still have 800 plus credit scores. |
| 0:37.3 | Imagine being able to take the vacation |
| 0:38.9 | of your dreams for nearly free. It's totally possible and we're here to show you how. |
| 0:44.8 | Hey, I'm Alex. And I'm Pam, Alex's mom. And I'm Jess. Let's talk points. |
| 0:50.9 | So Jess just returned from a summer trip to Iceland in Ireland with her family. So |
| 0:56.6 | Jess, we want to hear all about it, how you got there, where you stayed, what you did, all the |
| 1:02.6 | details. So first, tell us about the flights. Okay. So I want to preface this by saying that |
| 1:07.4 | Iceland is kind of tricky when it comes to booking flights on points. |
| 1:12.0 | I'm going to share what I did, but the trick that I used isn't currently available anymore. |
| 1:17.9 | I don't know if it's the Alaska website is broken or this deal is dead. I don't, I went, you know, |
| 1:26.3 | crime dog went on a sleuthing tour of flyer talk. And there are |
| 1:30.6 | other people who are having the same issue with Alaska's website. And it was basically like, |
| 1:34.5 | we don't know if there's any way to fix. Like, we don't know what to do until Alaska fixes it |
| 1:38.9 | on their side. So I will say, though, that you can oftentimes find a really good deal, cash deals on Icelandair to go to Iceland. |
| 1:47.6 | And so this may be a time where you're using the flights as a points earning opportunity or you're booking. |
| 1:53.4 | This could be a time where it makes sense to book through the portal. |
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