

Saving Thousands on a Trip to Cancun with Joanna from @pointstowonderland | Ep 253
Sep 9, 2025
Joanna Gammon, co-host of the Wonderland on Points podcast, shares her passion for budget-friendly family travel. She dives into her transformative travel hacking journey while planning an anniversary trip to Cancun. Joanna offers practical tips on maximizing points for flight and lodging, discusses her stay at Hyatt Vivid Grand Island, and illuminates the importance of strategic travel planning. She also touches on the challenges of transportation and shares insider dining recommendations while navigating Cancun's unique seasonal factors.
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Massive Out-Of-Pocket Savings
- Joanna reports she paid only $725 cash for flights, tips, transport and tours on her Cancun trip.
- She estimates nearly $3,000 saved versus full cash prices for flights and hotel.
Booked Flights First To Lock Trip
- Joanna booked flights first using Southwest points because she held a companion pass and wanted her husband committed to flying.
- She then paired those flights with a Hyatt hotel booked with points for the stay in Cancun.
Use Flights To Secure Travel Plans
- Book flights first if you need a partner to commit and you can move hotel dates later using points.
- Use companion pass redemptions to lock low-cost flights quickly.