New Yorkers Bill and Ali met on the beach as lifeguards, and they bonded over a passion for boating and the ocean. With their four children out of the house and Bill able to work remotely, they are ready to make the move to a warmer climate where they can sail year-round. The couple is looking for the perfect home that can accommodate many visitors, while hopefully leaving enough room in the budget for a boat.

Tired of the oppressive heat in Arizona, Ken and Jen are ready to find a more temperate climate on St. Croix. As a helicopter pilot, Ken dreams of having enough space to build his own hangar. The couple is looking for the perfect open-concept, move-in ready house with enough yard space for their dogs and a chopper.

A Florida couple who fell in love with the national parks and pristine beaches of St. John are hoping to find the Caribbean home of their dreams so that they can sit back and enjoy the simple island life.

A South Carolina family brings southern charm to St. Croix.

A Minnesota couple buys a business and searches for a home on St. John.

St. Louis natives Beth and Steve have vacationed on St. Maarten for over 20 years, and are finally ready to make the destination their full-time home. Beth wants to learn as much as possible about local cuisine, while Steve is ready to set up his office near the pool where he can take in the beautiful views. They are both looking for an island oasis where they can find new adventures in the sun.

Patty and Steve live life in the fast lane as a drag-racing team with four auto shops. But managing the stores has kept them from enjoying life, so they're making the move to Jamaica. They've decided to open a bed and breakfast and are hunting for the perfect home to meet their needs.

Susan has spent her entire life working at the Environmental Protection Agency, but long days and hours of traffic have kept her from experiencing the nature she's worked to protect. When Susan discovered the untouched beauty and small-town feel in Vieques, Puerto Rico, she knew she had found home. She is looking for a place with plenty of outdoor living space that's within biking distance to town.

Todd and Crystal despise the volatile north Texas winters and are seeking sunnier shores in Curacao. The couple loves exploring the island's beaches and finding new adventures, so they're looking for a home close to the beach with a gorgeous view and amenities to enjoy all year round.

Robin and Brett have always dreamed of moving to a warmer climate, away from the stress of Brett's job as a firefighter in California, and they can finally afford their dream home on St. Croix. They're on the hunt for a large home with room for their 8-year-old twins as well as an ocean view, garage and pool.

Teri and Jon love the mountains of North Carolina, but want to enjoy sun and snorkeling all year round. Jon's military job is in the dry heat of Afghanistan, so when they discovered the lesser-known paradise of Roatan, Honduras, they knew this oasis was no desert mirage. They're searching for a place to enjoy family time, and also keeping an eye out for Roatan's pirate treasure.

A florist and her husband trade cold winters in Ontario for a fruitful life on Vieques, Puerto Rico, which seems like the perfect place to satisfy her green thumb.

Sick of the crowded streets of New York City, Ron and Sharon are ready for a slower pace of life in the Caribbean. The couple and their son Aaron are passionate about SCUBA diving, and love the crystal clear water surrounding the island of Curacao. They hope to find a home by the water, so they can dive during the day and fall asleep to the sound of waves at night.