S20 Episode 1

Cooking Up a New Chapter on Anguilla

A newlywed couple are on the hunt for a different home on Anguilla; they love the view from their current house, but they want something more updated that offers privacy and the potential to expand their family.

Sun, 3 May 2020

S20 Episode 2

Trading the Rat Race for the Beaches of St. Croix

A couple plans to practise law on the island of St. Croix and looks for a home with a yard for their puppies. They also want at least two bedrooms and a private casita to provide rental income, along with a beautiful scenic view.

Sun, 9 Aug 2020

S20 Episode 3

Searching for the Perfect Bachelor Pad on St. Maarten

A father and son are leaving the snow in Canada behind for the sunny island of St. Maarten; they're looking for a studio or one-bedroom condo that offers scenic views, a swimming pool and is located near the action close to town.

Sun, 9 Aug 2020

S20 Episode 4

Debating Home vs Condo on St. John

A Texas couple wants to live a stress-free life on the quiet island of St. John; he'd prefer a stand-alone home so their dog, Barley, has room to run around, but she loves the idea of a condo where the maintenance is taken care of.

Sun, 16 Aug 2020

S20 Episode 5

Pulling the Trigger and Ending a Three-Year Search on Roatan

A real estate agent from California is fulfilling her dream by moving to Honduras; finding a home on beautiful West Bay Beach is her top priority, but she knows the market in that area is very competitive.

Sun, 16 Aug 2020

S20 Episode 6

Bringing the Family Home to Roatan

A Wisconsin couple is looking for their forever home down in sunny Roatan. They'd like to find a place with 3 bedrooms for the kids to come visit, and they both agree a scenic view is non-negotiable.

Sun, 23 Aug 2020

S20 Episode 7

Walking Down the Aisle and Into a New Home on St. Croix

After getting engaged on St. Croix, a Texas couple are making the island their new home; they would love the unit to be move-in ready, but with a wedding to pay for, they don't want to spend over $250,000 and would like a condo with ocean views.

Sun, 23 Aug 2020

S20 Episode 8

Becoming a Mermaid on Roatan

A couple from Arizona is escaping the dry desert to live full-time on the beautiful island of Roatan. He can't wait to work from their new home, while she plans to start a mermaid school on the island.

Sun, 30 Aug 2020

S20 Episode 9

Girls Just Want to Have Fun on Aruba

A young student from California is looking to purchase a home in Aruba that she can also rent out. Her mum is helping her with the purchase, and they're looking for a two bed house, close to town and beaches, ideally with a pool.

Sun, 30 Aug 2020

S20 Episode 10

Stepping Out of the Comfort Zone on Vieques

A couple from Rhode Island are ready to move to Vieques; their kids are grown and they're ready to set sail for adventures as they begin a new chapter; she wants a home with a view, but his concern is finding something that also has rental potential.

Sun, 13 Sep 2020

S20 Episode 11

A New Family Venture on St. Thomas

A father and son look for a condo on St. Thomas with at least two bedrooms and enough space for both of them to unwind; they're willing to compromise for a place that's move-in ready but would like to find a water view and pool.

Sun, 20 Sep 2020

S20 Episode 12

Mating for Life Like Ostriches on Aruba

After always focusing on their jobs and children, a couple look to have fun together on Aruba in a home with a pool and a view; as a general contractor, he wants to leave his tools behind, but she finds a project to be done in every property.

Sun, 20 Sep 2020

S20 Episode 13

Cooking Up a Bed and Breakfast on St. Croix

An adventurous couple relocates to St. Croix to open a small bed and breakfast. Since he's a chef, he wants an updated kitchen, and she is looking for a water view to enjoy a more relaxed lifestyle.

Sun, 27 Sep 2020

S20 Episode 14

Making a Splash on Utila

A couple from Massachusetts wants to be able to enjoy boating 365 days a year on Utila. She's hoping to find a large home with room for their five kids, while he's focused on finding a waterfront property.

Sun, 27 Sep 2020

Season 20

Caribbean Life

Season 20 Episodes

More Seasons of Caribbean Life