A busy California couple looks to shake things up in Sosua, Dominican Republic; he wants to save money to put toward a business on the island, but buying a spacious home for their large family is her top priority.

A Toronto couple sell everything to run a bed-and-breakfast in Bocas del Toro, Panama; one has lavish dreams of something move-in-ready, while the other is more concerned with ensuring the adventure doesn't sink their savings.

An adventurous couple is leaving the cold behind for the warm weather in Honduras. They have family that wants to visit, so they need plenty of space.

A couple moves from Georgia to The Bahamas. He wants a property with a large yard for a dog, but she wants a charming island house.

Looking for a break from their demanding jobs, a couple seeks a home with breathtaking views on St. John. He's happy to stretch the budget for a house large enough for extended family, but she's got the balance sheet on her mind.

After years of Bahama vacations, a couple is moving to Exuma with their daughter; Mom wants something upscale and updated, but Dad's keeping a tight grip on his wallet.

A young couple relocate to St. Thomas to enjoy the laid-back lifestyle with their one-year-old; they'd like a home with rental potential, but must decide between move-in ready near the beach and a fixer-upper that's not.

Inspired by a house he saw in a Sean Connery movie, a Florida man tasked his wife with finding a similar retreat. She found Bocas del Toro, Panama. Now they're ready for their own off-grid jungle hideaway with a killer water view.

After vacationing in the Caribbean for years, a family is moving to Roatan, Honduras; they love the perfect weather, amazing beaches and outdoor activities.

A young professional from Florida is trading the city for laid-back vibes in Samana, Dominican Republic. His girlfriend favours a move-in ready house in a community, but he wants a secluded home close to the beach.

A Michigan couple debates buying a condo with an ocean view in St. Croix.

A couple from New York with seven kids want to start a new life in Roatan, Honduras. They need a huge property and a dock for their business.

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.

After lava swallowed their Hawaii home, a couple is ready to live in a tropical paradise on St. Thomas.