In this episode, the Travel Mom Squad is heading south! Jess shares her birthday trip to San Miguel de Allende, Mexico, and Pam and Alex walk us through their tropical getaway to Roatán, Honduras. From charming colonial cities to vibrant beachside resorts, both of these escapes were powered by points and miles—and they’re breaking down exactly how you can do it, too.

Jess’s San Miguel de Allende Birthday Getaway

For her birthday, Jess wanted a trip that was cute, walkable, and filled with culture—and San Miguel de Allende checked all the boxes. She used points to book her flights and free nights at a boutique hotel that had cash rates of $800/night—a steal! 

Jess shared how San Miguel felt totally different from places like Cancun—more Spanish-speaking, with rooftop restaurants, cobblestone streets, and an artsy vibe. She loved practicing her Spanish and appreciated how kid-friendly the town was (though leave the stroller at home). Highlights included a rooftop pool, the hotel’s mascot dog Pancho (who even has his own Instagram), and a standout breakfast. Pro tip: order the San Miguel–style eggs!

Roatán with Pam & Alex: Direct Flights & Island Vibes

Pam and Alex flew to Roatán using United miles and IHG points. They started their stay in a bungalow—secluded, rustic, and quiet—then upgraded mid-trip to a Premium Ocean View room in the newer building. 

Beach Time, Dining, and That Sweet Island Energy

Roatán was a totally different vibe—bustling but beautiful. From colorful buildings to locals selling snacks on the beach, Pam and Alex loved the laid-back charm. Highlights included hotel spa visits, hospitality hours, and free snorkel gear and kayaks, plus great dining spots in town. Even when the resort was at maximum capacity, it still felt relaxing and fun. Alex and Pam both liked this resort even better than the Kimpton Grand Cayman, which is high praise!

If you’re dreaming of warm weather and want a new destination to add to your points wish list, this episode is packed with inspiration, strategy, and a few laughs. Tune in and start planning your own tropical escape! ☀️🌴

 

Links:

• Links For All Things Travel Mom Squad: stan.store/travelmomsquad
• Webinar: https://travelmomsquad.lpages.co/freevacation/
• Numu Hotel: https://www.hyatt.com/en-US/hotel/mexico/numu/bjxub
• Kimpton Grand Roatán: https://www.grandroatanresortandspa.com/us/en

 

Episode Minute By Minute:

• 00:30 – Intro: Why we love heading south in the winter with points
• 01:00 – Jess’s birthday trip to San Miguel de Allende
• 04:00 – Booking with Aeroplan and staying at Numu Boutique Hotel
• 07:00 – Tips for families, babywearing, and rooftop culture
• 13:00 – Room service prices, local food, and practicing Spanish
• 15:00 – Pam & Alex’s flight and IHG hotel booking for Roatán
• 21:00 – Room types: bungalow vs. ocean view
• 27:00 – Resort highlights, spa, and food options
• 34:00 – Beach-chair drama and family-friendly vibes
• 42:00 – Comparing Kimptons
• 46:30 – Why we’d go back—and why you should go!