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15 Signs You're Meant to Live in the Caribbean 15 Photos
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Episodes
See Episode GuideStepping Out of The Comfort Zone on Vieques
A couple from Rhode Island is ready to move to Vieques after only one visit. 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 top concern is finding something that has rental potential as well.
Cooking Up a New Chapter on Anguilla
A newlywed couple is on the hunt for a different home on Anguilla. They love the view from their current house, but they want something more updated that offers privacy and the potential to expand their family. They own and operate a local Italian restaurant, so they're always busy and would prefer something move-in ready.
Mating for Life Like Ostriches on Aruba
After always focusing on their jobs and children, a couple looks to reconnect and 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.
Debating Home vs Condo on St. John
A couple from Texas 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. No matter where they end up, they both agree that having an amazing view is a must.
Making a Splash on Utila
A couple from Massachusetts wants 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, but they may struggle to find a large enough home on the water that doesn't come with a high price tag.
Pulling the Trigger and Ending a Three-Year Search on Roatan
A real estate agent from California is fulfilling her dream and moving to Roatan with her yorkie, Tino. She's been searching for the perfect home for three years and needs her best friend to help her pull the trigger on the right property. Finding a home on beautiful West Bay Beach is her top priority but she knows the market in that area is very competitive.
Classic Cocktails and New Adventures on the Beaches of Roatan
An adventurous couple is leaving the cold behind for the warm weather on Roatan, Honduras. They have family that wants to visit, so they need plenty of space and potential for rental income. He's open to building, but she wants something move-in ready.
New Adventures and Coco Locos in Samana, Dominican Republic
A young professional from Florida is trading the city for laid-back vibes in Samana, Dominican Republic, where he's vacationed for years. His girlfriend favors a move-in ready house in a community, but he wants a secluded home close to the beach.
Strong Opinions and Strong Drinks on St. Maarten
After vacationing on the Dutch side of St. Maarten for years, a couple from Cape Cod is ready to make the island their home. They both have strong opinions about what they want in their home and need to decide how much work they're willing to put into a property.
Beach Views or Bust on St. Croix
A family from North Carolina already have jobs and are renting in St. Croix, but now they want to own a home of their own. They're looking for a beach view and he wants a condo with no maintenance, while she wants a house with plenty of outdoor space for their kids.
Finding a New Rhythm in Punta Cana, Dominican Republic
An airline worker is ready to get back to her Caribbean roots in Punta Cana, Dominican Republic. She's hoping for a two bedroom condo with a pool for her daughter and room for the whole family. A view would be nice, but a gas stove is a dealbreaker.
Trading Moguls for Water Skis
A professional extreme skier and his wife are ditching the ski slopes of Colorado for beachfront living in Roatan, Honduras. They hope to find a waterfront home with space for their dog so they can enjoy the island's laid-back atmosphere and abundant activities.
Working Out on the Beaches of Cabarete
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.
And Baby Makes Three on St. Thomas
A couple expecting their first child looks to purchase a home on St. Thomas. With their new addition arriving in just a few months, he's looking for a move-in ready condo while she wants a single family house with island charm.
Searching for the Perfect Bachelor Pad on St. Maarten
A father and son duo who are looking forward to spending more quality time together, are leaving the snow in Canada behind for the sunny island of St. Maarten. They're looking for a studio or one bedroom condo that offers scenic views, a swimming pool and is located near the action close to town.
Bringing the Family Home to Roatan
A Wisconsin couple is giving up the cold winters to move down to sunny Roatan. They've been visiting the area for years while they were dating and now they're ready to search for their forever home. They'd like to find a place with 3 bedrooms for the kids to come visit, and they both agree a scenic view is non-negotiable.
A New Family Venture on St. Thomas
A father and son duo are leaving Texas and looking 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 and comes furnished but would like to find a water view and pool to enjoy those rare days off.
Cooking Up a Bed and Breakfast on St. Croix
An adventurous couple relocates 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.
