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A couple from Massachusetts want to be able to enjoy boating 365 days a year on Utila; she's hoping to find a large home with room for their five kids, while he's focused on finding a waterfront property.

Caribbean Life

Making a Splash on Utila

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An adventurous couple relocate to St. Croix to open a small bed and breakfast; since he's a chef, he wants an updated kitchen, and she is looking for a water view to enjoy a more relaxed lifestyle.

Cooking Up a Bed and Breakfast on St. Croix

After always focusing on their jobs and children, a couple look to have fun together on Aruba in a home with a pool and a view; as a general contractor, he wants to leave his tools behind, but she finds a project to be done in every property.

Mating for Life Like Ostriches on Aruba

A father and son look for a condo on St. Thomas with at least two bedrooms and enough space for both of them to unwind; they're willing to compromise for a place that's move-in ready but would like to find a water view and pool.

A New Family Venture on St. Thomas

A couple from Rhode Island are ready to move to Vieques; their kids are grown and they're ready to set sail for adventures as they begin a new chapter; she wants a home with a view, but his concern is finding something that also has rental potential.

Stepping Out of the Comfort Zone on Vieques

A professional extreme skier and his wife ditch the slopes of Colorado for beachfront living in Roatan, Honduras; they want a waterfront home with space for their dog so they can enjoy the laid-back atmosphere and activities.

Trading Moguls for Water Skis

A young student from California is looking to purchase a home in Aruba that she can also rent out. Her mom is helping her with the purchase, and they're looking for a two bed house, close to town and beaches, ideally with a pool.

Girls Just Want to Have Fun on Aruba

An Arizona couple is looking live full-time on the island of Roatan; he can't wait to work from their new home, while she plans to start a mermaid school on the island.

Becoming a Mermaid on Roatan

After getting engaged on St. Croix, a Texas couple are making the island their new home; they would love the unit to be move-in ready, but with a wedding to pay for, they don't want to spend over $250,000 and would like a condo with ocean views.

Walking Down the Aisle and Into a New Home on St. Croix

A Wisconsin couple is looking for its forever home in sunny Roatan, wanting a place with three bedrooms and a scenic view.

Bringing the Family Home to Roatan

A real estate agent from California is fulfilling her dream by moving to Honduras; finding a home on beautiful West Bay Beach is her top priority, but she knows the market in that area is very competitive.

Pulling the Trigger and Ending a Three-Year Search on Roatan

A Texas couple wants to live a stress-free life on the quiet island of St. John; he'd prefer a stand-alone home so their dog, Barley, has room to run around, but she loves the idea of a condo where the maintenance is taken care of.

Debating Home vs Condo on St. John

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S20 E10 | Trading Moguls for Water Skis