Caribbean Life Season 17, Episode 13: Blowing out of Chicago

On the Hunt for Waterfront on St. Thomas

A Texas couple is ready to move to St. Thomas with a handsome budget of $2,000,000 and looks for a move-in-ready home on the water; while she wants a classic Caribbean-style home, he prefers a modern property with a pool.

Off the Beaten Path in St. Croix

An outdoor-loving Ohio couple is relocating to St. Croix to avoid snow and spend more time off-roading and finding new trails; while he wants space to tinker with his cars, she's focused on sticking to their budget.

Relocating to Paradise

A woman from Pennsylvania is ready to make Las Terrenas her forever home. She is looking for a property with at least two bedrooms, a large kitchen, a space big enough for her jewellery-making hobby and is feline-friendly.

30 min

Newlyweds in St. Croix

A Michigan couple heads to St. Croix to find an island home. She'll be working for the National Guard and hopes to find a home close to the armoury, while he wants to live far from neighbours.

30 min

Father and Son Bonding in Las Terrenas

A Michigan man met a travelling physician and instantly bonded over their love of travel and adventure. After visiting friends in Las Terrenas, they have decided to relocate and find their forever home.

30 min

Dreaming Big on St. John

A couple are burned out due to their busy lives in Maryland. Looking for a change, they are searching for the perfect home in St. John.

Starting Fresh on Roatan

A couple who own a restaurant in North Carolina are eager to change their daily routine and relocate to Roatan. While one has his heart set on a beachfront property, the other knows that paradise comes with a hefty price tag.

From Maine to Puerto Rico

After visiting Vieques for nearly twenty years, a man from Maine has convinced his wife to make the island their home. Although she is onboard, she is concerned about finding something suitable for their large blended family.

Falling in Love With St. Croix

A Michigan woman is ready to embrace island life after visiting St. Croix; she is looking for a home with a great view, high ceilings and a dedicated office space that allows her to work remotely.

Blowing Out of Chicago; Sunrise and Sunset on St. John

A Texas couple is looking to move to St. John to enjoy all that the island has to offer; he wants a pool with a sunset view, while she desires a sunrise-facing deck to enjoy her early morning coffee.

Looking for the Water Trifecta

A Texas power-couple hope to make a big purchase on the island of St. John. With a budget of one million, their wish list of amenities is a true water trifecta. He wouldn't mind spending more but she wants to stay within range.

From Atlanta to Vieques

A fun-loving couple moves from the busy city of Atlanta to Vieques, Puerto Rico; they would like a beachfront property where he can snorkel and she can lay by the pool.

From Canada to Roatan

A family leave their hobby farm in snowy Canada for the warm white beaches of Roatan; Dad wants to remodel, while mom wants something move-in-ready.