The trip was planned. The Airbnb was booked. The dinner reservations were made. Then a text arrived Monday night: broken clavicle, ravine, emergency room. Five days before departure, everything was off. What followed was two and a half hours of Joe and Cheryl bouncing across the globe on a map, racing a midnight cancellation deadline, […]

Podcast Show Notes

July 7, 2026

Podcast Episode: When Your Trip Falls Apart Five Days Before Departure, What Do You Do?

Karen Cordaway of the Everyday Bucket List booked Amsterdam almost on a whim after watching a Ted Lasso episode. She stayed in the Jordaan neighborhood — one of the swankiest in the city — walked to the Anne Frank House, spent an afternoon at the Van Gogh Museum, took a canal tour in the rain, […]

Podcast Show Notes

June 30, 2026

Podcast Episode: Amsterdam! Anne Frank’s House, Van Gogh, and the Bike That Almost Sent Karen Into a Canal

Thirty-two thousand people. Forty miles. Five boroughs. One bridge that will test everything you have left in your legs. Crystal and Joe did the NYC Five Borough Bike Ride together — Joe with his family, Crystal flying solo from DC with her own bike strapped to the back of her car — and came back […]

Podcast Show Notes

May 20, 2026

The NYC Five Borough Bike Ride: Honest Tips, Hidden Costs, and Why That Last Bridge Almost Broke Us

Prepaying for travel extras feels like smart planning. Until you lose money because your plans change and there are no refunds. Joe Saul-Sehy and Crystal Hammond trade travel updates and money lessons, starting with Crystal’s quick February return to Barbados. She chose an Airbnb near the beach with a pool over an all-inclusive resort, made […]

Podcast Show Notes

March 5, 2026

Travel Lessons from Barbados to Disney World

Are you making the most of your travel points? Whether you’re a seasoned traveler or just dipping your toes into the world of rewards, this episode of Stacking Adventures is a must-listen. We’re joined by Cindy Greenstein, aka The Points Mom, who shares her insider secrets for getting top value from your travel rewards. From […]

Podcast Show Notes

December 10, 2024

Are You Missing Out on Free Travel?

Why does wine taste different when you’re sipping it abroad? And how do you design a wine tour that’s both unforgettable and Instagram-worthy? Today, we pop the cork on all things wine tourism with Kylie Sheriff, an Australian expat who traded her banking career for the lush vineyards of Chile. Crystal shares her globe-trotting wine […]

Podcast Show Notes

December 3, 2024

Uncorked Adventures: The Secrets of Wine Tours (with Chile Wine Trails’ Kyle Sherriff)

This week on Stacking Adventures, Joe and Crystal take us on a journey through Peru with two unique travel stories and a treasure trove of tips for travelers of all styles. First, Carrie and Eric share their unforgettable slow-travel experience, staying in an Airbnb, shopping at vibrant local markets, and immersing their kids in Peruvian […]

Podcast Show Notes

November 26, 2024

From Luxury Tours to Local Markets: YOUR Peru Adventures (SA013)

Adventurer Ann joins us today to share her travels through Ireland. Her road trip avoided the major tourist spots so that they could see the “real” parts of the country. What did they experience? How about soaring cliffs, the Lousitania museum, AirBnBs, wonderful foods, and Irish scones! Ann shares all of her best travel tips, […]

Podcast Show Notes

November 19, 2024

Adventurer Ann Explores Ireland’s Unbeaten Path (SA012)

Today, we’ll take you to BACK to Japan, a place that Crystal visited and shared her experiences from. Now we share YOUR hilarious and insightful adventure stories, including mishaps like throwing up in your boss’s wife’s shoes, avoiding canceled flights due to typhoons, and playing the exchange rate game. We also gather practical travel tips […]

Podcast Show Notes

November 5, 2024

Travel Tales and Tips: YOUR Japan Adventures

On today’s episode we asked YOU for advice on packing for travel, accumulating points, and generally making things easier and more fun. Boy, did you come through! We feature advice from MANY people from our adventure community on this episode. Have you been to Japan? Peru? Chile? Share your advice on our voicemail at http://stackingadventures.com/mystory […]

Podcast Show Notes

October 28, 2024

Your Travel and Packing Hacks (SA007)

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