Oct. 21, 2018, midnight 0.0
S14E1 - Raising a Family on St. John
A couple relocates to the beautiful island of St. John with their two young daughters; they're looking forward to slowing down and spending more time together as a family in a property with views of the ocean and plenty of outdoor play space.
Oct. 21, 2018, midnight 0.0
S14E2 - A Flip Flop Island for Flip Flop People
A couple from Toronto is trading in city life for beach life in beautiful Honduras; they're looking for a home with a strong internet connection to support their web-based business and ocean views of the Caribbean Sea.
Oct. 28, 2018, midnight 0.0
S14E3 - Time to Relax on Roatan
After making their careers a priority for years, an active couple is leaving snowy Fargo, North Dakota, to spend time together down on Roatan's sandy beaches.
Oct. 28, 2018, midnight 0.0
S14E4 - Slowing Down on Aruba
A busy Wisconsin couple is looking for a change in lifestyle that allows for more quality time together basking in the Caribbean sun.
Nov. 4, 2018, midnight 0.0
S14E5 - Island Time, All the Time
A stressed-out couple from St. Petersburg, Florida, are ready to find a property with rental potential in St. John.
Nov. 4, 2018, midnight 0.0
S14E6 - Taking the Family to Turks and Caicos
A Texas family is ready to upend their hectic lives, pack their bags and move to the Caribbean; they'll require something with outdoor space, a water view and proximity to the beach in order to call Turks and Caicos home.
Nov. 11, 2018, midnight 0.0
S14E7 - Breaking a Sweat in Puerto Rico
A young couple moves to the beach town of Humacao, Puerto Rico, to start a beach exercise business and escape the California desert heat; they hope to find a home with great ocean views, outdoor space to soak up the sun and room to entertain friends.
Nov. 11, 2018, midnight 0.0
S14E8 - Heading Home to St. Thomas
A couple and their two young daughters are returning to St. Thomas after spending years in unforgiving Minnesota winters; they want to find a house or condo with tons of outdoor living space to take full advantage of the Caribbean paradise.
Nov. 18, 2018, midnight 0.0
S14E9 - Sun and Serenity on Utila
Two Canadians long for a change in lifestyle and are drawn to Utila, Honduras; they hope to make the island their home so they can be surrounded by its strong sense of community, beautiful weather, and serene atmosphere.
Nov. 25, 2018, midnight 0.0
S14E10 - Rediscovering on Barbados
A couple from the United Kingdom is trading in the rain and cold for constant sunshine on Barbados; they hope to find a single-family home with enough room for family visits and plenty of outdoor space for yoga and a garden.
Nov. 25, 2018, midnight 0.0
S14E11 - Trading Cold For St. John Sun
A Rhode Island couple, after raising four children, decide it's high time to escape the New England cold in favour of St. John's Caribbean sun.
Nov. 25, 2018, midnight 0.0
S14E12 - Historic Move to San Juan, Puerto Rico
A couple living in a sleepy town moves to lively San Juan, Puerto Rico, to enjoy the nightlife, historic attractions and gorgeous beaches.
March 10, 2019, midnight 0.0
S14E13 - Building a New Life on St. Thomas
A young family relocates from Tarpon Springs, Florida, to St. Thomas to work on an infrastructure project that will expand a major highway on the island; they search for a property near the beach that has an open concept.
March 24, 2019, midnight 0.0
S14E14 - Back to Barbados
A busy lawyer from Toronto is moving back to her home country of Barbados to be closer to her family, spend more time on the beach and create a slower pace of life; she looks for a home with an open concept, outdoor space and a pool for entertaining.