In this episode, we’re joined by Allison from @PointstoBoardingPass to break down one of the most powerful but underrated perks in the award travel world — Air Canada’s Aeroplan stopover program. Allison shares how travelers can add a stopover of up to 45 days for just 5,000 extra points and walks us through exactly how to find and book these deals using tools like Seats.aero and Air Canada’s multi-city search.

We talk about how to maximize this feature for business class OR economy redemptions, why it’s a great option for honeymooners or anyone wanting to hit multiple destinations on one trip, and how it can unlock extra award space on tough routes. The conversation also covers the pros and cons of Aeroplan’s family pooling, the hidden risks that come with it, and which airlines to avoid for smoother bookings.

Allison shares her own experiences using Aeroplan, including how she saved 30,000 points by adding a stopover, and what she’s planning next with points — from Scandinavia to the France. It’s a fun, practical deep dive full of tips, laughs, and strategies that will have you rethinking what’s possible with your points.

Find Us On Online

Mary Ellen | Jo

Facebook Group

Wonderland On Points Blog

Affiliate Links

Comfrt Hoodie 15% OFF!

Chase/Capital One/Amex Card Links

30% off the CardPointers subscription!

FlyKitt- the BEST Jet Lag Solution!

Tripiamo Driving Tutorials

Our Favorite Travel Necessities

We receive a small commission when you choose to use any of our links to purchase your products or apply for your cards! We SO appreciate when you choose to give back to the podcast in this way!