Ashley takes the stage in this episode, sharing the story of her unforgettable birthday trip. What began as a plan to celebrate in Bora Bora quickly changed when business class flights proved impossible to book. With a flight credit in hand, she pivoted to Cancun — a destination she knows and loves.

The first half of her stay at the Grand Hyatt Playa del Carmen brought a few bumps, but things truly unraveled when she moved to a second hotel. After a series of bizarre, frustrating, and downright unbelievable experiences, Ashley found herself repeating one mantra: “We should have stayed at the JW.”

Listen in as Ashley walks us through the wild twists and turns of her birthday getaway — and stick around for a sneak peek at what’s coming next on Travel Chat with Ashley and Emily.

Mark your calendars because the 2025 TravelMore Conference will October 3-5, 2025! Tickets are LIVE! Get them here

Ticket prices go UP on September 4th!

Do you want to fly in business class for the cost of economy? Join Ashley's free email list

If you want to learn more about getting paid to travel the world, grab Emily's FREE Travel Creator Handbook

Follow Them On Instagram:
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Click here to send Ashley and Emily a message

Click here to send Ashley and Emily a message

Click here to send Ashley and Emily a message

What happens when your “maybe elopement in Italy” turns into a totally unique wedding at UMASS? In this episode, Emily takes listeners behind the scenes of her two-year wedding planning saga—from the initial dream of escaping to Italy, to pivoting into a heartfelt ceremony at her alma mater.

Emily opens up about how she chose to keep things real and meaningful, skipping traditional florals and embracing nonconformity in her wedding style. Meanwhile, Ashley gets candid (and comedic) about her hotel hijinks—yes, there was a run-in with security—and shares the emotional joy of witnessing the beautiful celebration from her best-friend seat.

Grab your favorite drink and press play—it’s like listening to your travel-loving besties spill the wedding tea.

Mark your calendars because the 2025 TravelMore Conference will October 3-5, 2025! Tickets are LIVE! Get them here

Ticket prices go UP on September 4th!

Do you want to fly in business class for the cost of economy? Join Ashley's free email list

If you want to learn more about getting paid to travel the world, grab Emily's FREE Travel Creator Handbook

Follow Them On Instagram:
Ashley
Emily

Click here to send Ashley and Emily a message

Click here to send Ashley and Emily a message

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Today on Travel Chat: Ashley and Emily are finally making a dream come true—their ultimate bestie trip to the European Christmas Markets! 🎄✨ After years of dreaming and scheming, it’s really happening, and they couldn’t be more excited.

In this episode, they dive into their wishlist itinerary, chat about the charming cities they hope to visit, and even throw around ideas for a few spontaneous stops along the way. Whether you're a holiday market lover or just here for the fun of the planning process, this episode is full of laughs, cozy vibes, and plenty of travel inspo.

Grab a cup of hot cocoa and tune in—because even the planning phase is a blast with these two!

Mark your calendars because the 2025 TravelMore Conference will October 3-5, 2025! Tickets are LIVE! Get them here

Do you want to fly in business class for the cost of economy? Join Ashley's free email list

If you want to learn more about getting paid to travel the world, grab Emily's FREE Travel Creator Handbook

Follow Them On Instagram:
Ashley
Emily