Feb 12, 2020
A New York real estate agent wants to ditch the constant grind of the Big Apple for sunshine in Sosua, Dominican Republic; although she can't swim, she hopes to find a home close to the beach with a pool and a mango tree.


We follow families as they leave the mainland behind and head to the Caribbean to live on island time. Join their search for an affordable slice of heaven, touring gorgeous homes on white sandy beaches. You don't have be rich to live in paradise!
Browse every episode and jump into details.
Feb 12, 2020
A New York real estate agent wants to ditch the constant grind of the Big Apple for sunshine in Sosua, Dominican Republic; although she can't swim, she hopes to find a home close to the beach with a pool and a mango tree.
Feb 12, 2020
A family looks for a home in St. Croix with a beach view and while he wants a condo with no maintenance, she wants a home with lots of outdoor space for the kids.
Feb 18, 2020
A couple expecting their first baby in just a few months wants to buy a home on St. Thomas and he's looking for a move-in ready condo, while she would like a single family home with island charm.
Feb 18, 2020
A couple is looking for a home with a lot of space for visiting family and he wants to be next to a marina, but she's more interested in panoramic ocean views.
Mar 29, 2020
After vacationing on St. Maarten for years, a couple wants to make the island their home, but they both have strong views about what they want and need to choose how much work they're willing to put into a property.
Mar 29, 2020
After opening two hotels on St. Croix, a couple is seeking a place that's close to the beach and he doesn't mind a fixer-upper, but she wants something move-in ready.
Apr 19, 2020
A Southern couple trades the country roads of West Virginia for the beautiful beaches of Vieques, Puerto Rico; she's looking for a place close to town that's turnkey, while he wants a fixer-upper that's more remote and private..
Apr 19, 2020
A Florida family is moving to Roatan, Honduras, to return to their roots; they agree the home must have room for their two sons and have stellar water views, but he wants something modern while she's looking for traditional charm.
Apr 26, 2020
Two divorced best friends look to leave Chicago for the beaches of Cabarete, Dominican Republic; they plan to open a fitness retreat together, but have different ideas of what to spend and what amenities matter most.
Apr 26, 2020
A couple wants to escape Canadian winters with a move to Utila, Honduras; they both want space for their kids to visit, but while she's looking for a move-in ready home close to town, he's open to remote properties that need work.
May 3, 2020
An active family going to Vieques, Puerto Rico wants a home with plenty of room, but he wants to be close to town and she wants something in a rural setting with a big yard.
May 17, 2020
A newlywed couple is ready for a new life together in St. Thomas; they're looking for a three-bedroom home with a rental unit and her heart is set on solitude and expansive views, but he knows that will come at a cost.
May 24, 2020
A conservation biologist convinces her husband to buy a home on St. Thomas; they're looking for a place that's private with ocean views, but he wants to consider turnkey condos while she wants a single-family home.
May 24, 2020
Quick answers about this season's release timeline and episode lineup.
Caribbean Life Season 19 premiered on February 12, 2020.
Caribbean Life Season 19 has 14 episodes.
The season opens with Season 19 Episode 1, "Embracing the Sunshine in Sosua". It aired on February 12, 2020.
Go to Season 19 Episode 1