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A conservation biologist convinces her husband to buy a home on St. Thomas; they're looking for a place that's private with ocean views, but he wants to consider turnkey condos while she wants a single-family home.

Caribbean Life

Paddling Into a New Life on St. Thomas

A newlywed couple is ready for a new life together in St. Thomas; they're looking for a three-bedroom home with a rental unit and her heart is set on solitude and expansive views, but he knows that will come at a cost.

Letting Loose in St. Thomas

An active family going to Vieques, Puerto Rico wants a home with plenty of room, but he wants to be close to town and she wants something in a rural setting with a big yard.

Family Time in the Sun on Vieques

A couple wants to escape Canadian winters with a move to Utila, Honduras; they both want space for their kids to visit, but while she's looking for a move-in ready home close to town, he's open to remote properties that need work.

A New Life on Utila

Two divorced best friends look to leave Chicago for the beaches of Cabarete, Dominican Republic; they plan to open a fitness retreat together, but have different ideas of what to spend and what amenities matter most.

Working Out on the Beaches of Cabarete

A Florida family is moving to Roatan, Honduras, to return to their roots; they agree the home must have room for their two sons and have stellar water views, but he wants something modern while she's looking for traditional charm.

Bringing the Family Home

A Southern couple trades the country roads of West Virginia for the beautiful beaches of Vieques, Puerto Rico; she's looking for a place close to town that's turnkey, while he wants a fixer-upper that's more remote and private.

Bringing Southern Charm to Vieques, Puerto Rico

After opening two hotels on St. Croix, a couple is seeking a place that's close to the beach and he doesn't mind a fixer-upper, but she wants something move-in ready.

Checking in to a Life on St. Croix

After vacationing on St. Maarten for years, a couple wants to make the island their home, but they both have strong views about what they want and need to choose how much work they're willing to put into a property.

Strong Opinions and Strong Drinks on St. Maarten

A couple is looking for a home with a lot of space for visiting family and he wants to be next to a marina, but she's more interested in panoramic ocean views.

All Aboard for a New Life on St. Maarten

A couple expecting their first baby in just a few months wants to buy a home on St. Thomas and he's looking for a move-in ready condo, while she would like a single family home with island charm.

And Baby Makes Three on St. Thomas

A family looks for a home in St. Croix with a beach view and while he wants a condo with no maintenance, she wants a home with lots of outdoor space for the kids.

Beach Views or Bust on St. Croix

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S19 E13 | Paddling Into a New Life on St. Thomas

E13 | Paddling Into a New Life on St. Thomas

E12 | Letting Loose in St. Thomas

E11 | Family Time in the Sun on Vieques

E10 | A New Life on Utila

E9 | Working Out on the Beaches of Cabarete

E8 | Bringing the Family Home

E7 | Bringing Southern Charm to Vieques, Puerto Rico

E6 | Checking in to a Life on St. Croix

E5 | Strong Opinions and Strong Drinks on St. Maarten

E4 | All Aboard for a New Life on St. Maarten

E3 | And Baby Makes Three on St. Thomas

E2 | Beach Views or Bust on St. Croix