Episode 1
A Florida couple with two young kids decides to move to St. John, U.S. Virgin Islands, to enjoy its acres of protected woods and waters year-round with their family.
Episode 2
After visiting for more than 20 years, a New Jersey couple is ready to put down roots in Aruba; they hope to find a home with plenty of bedrooms, a pool and outdoor space, perfect for hosting family and friends.
Episode 3
A California couple is tired of busy city life and wants a fresh start in the Caribbean with a home on the water; they've spent three years searching for the perfect location and finally discovered Roatan, a small island in Honduras.
Episode 4
A couple is ready to escape their stressful commutes in California and fulfil their dream of moving to St John in the US Virgin Islands. They hope to find a home with the potential to generate a rental income.
Episode 5
After returning to the US for a job offer, a California family realizes Aruba is where they are meant to be; they decide to move back and settle down permanently on the beautiful island.
Episode 6
After meeting in Grand Cayman, a pair of accountants is ready to find a place to settle down together. They both love living in the Caribbean, and a new job has given them the option of moving to St Croix in the US Virgin Islands.
Episode 7
A Minnesota couple is ready for a warmer climate, and after visiting the Caribbean several times, they knew Roatan, Honduras was the right fit. They're eager to find a home with a view of the ocean and sunshine year-round.
Episode 8
A couple of island renters are ready to become island homeowners on St. John, US Virgin Islands; they love boating, scuba diving and snorkeling, so they feel that planting roots on the island will benefit their water sport company.
Episode 9
Two kids with extremely busy parents in Inner Harbor, Baltimore, hope a change of scenery will inspire Mom and Dad to be more adventurous; the family wants to find a house with amazing beach views and rental potential on Vieques in Puerto Rico.
Episode 10
A family is ready to trade in the monotony of their day-to-day life in northern Virginia for the rich Caribbean culture of Aruba; Dad and the kids remain stateside while mom looks for the perfect home for her family to start a new chapter.
Episode 11
A New York City lawyer is ready to move back to the US Virgin Islands to be closer to her family and friends. When presented with a job opportunity on St Thomas, she packs her bags for year-round fun in the sun.
Episode 12
A couple that fell in love with Vieques, Puerto Rico, 30 years ago is ready to buy a home of their own on the island; they hope to find a home with plenty of space to entertain family and friends when they come to visit.
Episode 13
A scuba-loving couple moves from Houston, Texas, to Honduras after falling in love with Utila after their first visit; they're excited to make the island their permanent home and their price range gives them many options.
Episode 14
A couple of born-and-bred New Yorkers fell in love with St. John and its year-round swimming nine years ago; they have sold their bungalow on Long Island and plan to start a bed and breakfast on the tropical island.