A successful Los Angeles television executive, Sean works hard and has very little down time. His father, who recently passed away, grew up in the Cayman Islands. Sean spent his childhood visiting and is missing his island life and family. Taking the plunge, Sean has decided to start his own production company with an office in the islands and is buying a home to go with it!

Denver couple Brad and Meredith are about to get married in Playa Del Carmen. The more time they spend in the Yucatan planning their wedding, the more they feel they want to stay forever. First on the to-do list: find a home!

Originally from Trinidad and Jamaica, Natasha and Collin are missing their Caribbean roots and are tired of Canadian winters. With two kids eager for more outdoor time and a recent opportunity to relocate jobs, they are moving to Barbados! Next up, a home!

The first time Brian and Sarah visited the Cayman Islands was on a cruise. Soon after, they found themselves back for a week-long visit and enjoyed it even more. When a job opportunity came up for Brian at a veterinary school, they realized it was meant to be and they needed to take the plunge. The took all three kids, moved on down, and now all they need is the perfect home!

Dallas couple, Scott and Hope are tired of their hectic lives. Ten years after they visited the island of St. Thomas, they're now moving there to open a vineyard.

Ontario natives Paul and Julie just got engaged in Barbados, and fell so in love with the island that they are moving there and taking their retiring parents with them.

Houston natives Chuck, Alicia and their boys have always had the Dominican Republic in their lives. Alicia's father was stationed there during Vietnam, fell in love with the island, and their lives have been filled with countless stories of the beautiful island and people. The family has decided life is too short not to live their dreams. Dominican Republic here they come!

New Englanders Erik and Samantha honeymooned on St. John in 2005. They kept returning to the island for vacations and always dreaded the last day when they would have to leave. Ready for a warmer chapter in their lives, they are moving to the island to start their own business and find their forever home.

New Mexico entrepreneurs Tim and Lauren were hooked on Cozumel the first time they visited ten years ago. Now with a successful business in the States, they are moving down to their dream island to open a seaside grill and live the Caribbean life.

Originally from St. Maarten, Tiana and her husband Sega live and work in Washington, D.C. In between busy careers, they are missing quality family time with their 2 year-old son. After much thought, they have decided St. Maarten is calling and they are moving there to open an electric car business and raise their son in the beauty that Tiana knew growing up.

Canadians Rob and Melinda have worked as top event photographers for as long as they have been married. They love capturing celebration in people's lives and have always dreamed of living and working in the Dominican Republic where Melinda's sister lived. Because life is short, the couple has decided it's time to take their successful business to their dream island and make it their new home.

New Yorkers Joe and Karena are about to trade their successful 9-5 corporate lives for a dream of running their own restaurant on the island of St. John. Join them as they find their island home and start their Caribbean lives.

Curtis and Eva Wilson have grown tired of the humid days and constant traffic of Texas, and the Dominican Republic has caught their eye. Curtis is an airline pilot with a lot of flexibility in deciding where to live, so they're trading in Texas for a home surrounded by the Caribbean Sea. Dominican Republic here they come!

Bill and Mary's friends have long joked that they've been living in the wrong place. From the walls to the furniture, their home in Houston has always had a very tropical decor. In love with Cozumel since they first set eyes on it, they're now making the move to full-time island living.