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Quality of Life in Puerto Rico 02:58
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Raising Two Boys on St. Croix 03:06
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NYC to Puerto Rico 03:01
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A New Life in St. Croix 05:02
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Family's Winter Blues Banished 03:45
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About the Show
Episodes
See Episode GuideNo Regrets on Bonaire
After a recent health scare, financial analyst Tanya started taking adventurous trips around the world and fell in love with Bonaire. She quit her hectic job in Washington DC and moved to the beautiful Dutch island to become a dive instructor, but can she find a home with rental potential?
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.
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 so they can live and work surrounded by the beauty of the Caribbean Sea.
Reeling in the Good Life
A Tennessee couple with eight kids wants a slower pace of life in the Dominican Republic. They frequently visit the island for work and are looking for a large home that comes with a pool and soaking tub in the sleepy beach town of Juan Dolio.
Trading New England Cold for St. John Sun
A Rhode Island couple is anxious to escape the New England cold and soak up the sun on St. John. After raising their four children and working long hours, they're ready to focus on themselves in a waterfront home of their own.
New York City to Grand Cayman
A couple lives a busy lifestyle in New York, but they're tired of the winters and the subway rides. He can work from anywhere in the world, so they've decided to settle permanently on Grand Cayman and raise their 7-month-old daughter.
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. They are looking for a move-in ready home on the water. However, she wants a classic Caribbean-style home, while he prefers a modern property with a pool.
From Pittsburgh to Paradise in Puerto Rico
Tired of Pittsburgh winters, a young couple plots their move to sunny Vieques, Puerto Rico. Their shared love of small towns and empty beaches makes this island the ideal home. Their wish list includes a yard for their large dogs and a water view, and their experience fixing up old homes will come in handy as they look for a steal.
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. They are looking for a move-in ready home on the water. However, she wants a classic Caribbean-style home, while he prefers a modern property with a pool.
From Pittsburgh to Paradise in Puerto Rico
Tired of Pittsburgh winters, a young couple plots their move to sunny Vieques, Puerto Rico. Their shared love of small towns and empty beaches makes this island the ideal home. Their wish list includes a yard for their large dogs and a water view, and their experience fixing up old homes will come in handy as they look for a steal.
Trading New England Cold for St. John Sun
A Rhode Island couple is anxious to escape the New England cold and soak up the sun on St. John. After raising their four children and working long hours, they're ready to focus on themselves in a waterfront home of their own.
New York City to Grand Cayman
A couple lives a busy lifestyle in New York, but they're tired of the winters and the subway rides. He can work from anywhere in the world, so they've decided to settle permanently on Grand Cayman and raise their 7-month-old daughter.
Ready to Entertain on Aruba
When Jeff and Stephen met a decade ago they bonded over their hatred of Canadian winters. The couple quickly began researching locations with great weather and no hurricanes and discovered Aruba. They were sold as soon as they stepped off the plane. Real estate agent Brad Croes is on hand to help Stephen and Jeff find the perfect home on Aruba with both room for guests and a pool.
New Adventures in the DR
Greg and Halyna love the outdoors, but living in Toronto, Canada means cold weather most of the year. Their jobs allow them to work internationally, so Greg wants to return to the endless summer of the Dominican Republic, a country he fell in love with on an excursion 34 years ago. He and Halyna are in search of a home that suits their adventurous lifestyle.
Boating in Treasure Cay
While celebrating their 20th wedding anniversary in the Bahamas, a California couple fell in love with the pristine beaches and boating lifestyle. Now they must decide between a condo and a stand-alone home in Treasure Cay.
Homegrown Living on Utila
Brad and Kristen are raising their kids in Katy, Texas, where they're surrounded by traffic, roads and chain superstores. They're ready to leave it all behind and enjoy a quiet, simpler life. When friends told them about Utila, Honduras, Kristen sent Brad there on a mission to learn more, and it proved to be a success. Now they're ready to find their dream beachfront home with plenty of room to garden and pursue a homegrown lifestyle.
Desperately Seeking Sea Views in St. Croix
Lovers of all things ocean, Georgiann and Steph are excited to leave the mainland for a new life on St. Croix. But these ladies don't want to break the bank. They want a furnished, Caribbean-style condo for under $250,000, close enough to the sea to be lulled to sleep by the sound of waves. Since the couple is only making one visit to the island before their big move, their all-star broker has his work cut out for him.
Southern Charm on St. Croix
Moving to the Caribbean has been Bob and Dru's plan for over 20 years. After traveling all over the world, they're finally ready to take the plunge and relocate their family from Charlotte, South Carolina, to St. Croix in the US Virgin Islands. The family is looking for a waterfront property with diving access on the north shore of the island.
Setting Sail for St. Thomas
Jerry and Michael have spent the majority of their lives in the Midwest and have had it with the brutal winters. The distance to the ocean and limited months of warm weather have been a struggle since they love to sail. They've dreamed of pursuing this passion on St. Thomas by opening up a charter sailing business. Now ready to start a new life in the Caribbean, they're working with real estate agent Kerstin McConnell to find their oceanfront condo.
A Dream Come True in the Dominican Republic
Dale and Connie have dreamed of living in the Caribbean since their first trip there 30 years ago. Instead, they're living in Texas where the closest ocean is hundreds of miles away. They've finally saved enough to make their dream a reality, and they're in search of the perfect beachside home in the Dominican Republic.
Find Paradise on St. Maarten
Maruf and Sonal's three kids are off to college and they're contemplating a move to St. Maarten. Both have worked very hard and are finally ready to buy a piece of property on the beach with room for their entire extended family to visit and enjoy. Arun Jagtiani of Island Real Estate is there to help them every step of the way as they criss-cross the Dutch side of the island in search of their dream home.
A New Business on Roatan
After spending childhood summers at his grandparents' resort in Wisconsin, hospitality is in Brian's blood. Now he and his wife Jessica are leaving Colorado to open a water skiing business on the island of Roatan in Honduras. The couple has entrusted an agent to find them a rustic home on the beach with enough buildable land to create their own resort in paradise.
Diving Into a Simple Life on Roatan
Russ and Michelle have traveled around the Caribbean searching for the best dive sites. On a recent trip to the island of Roatan, Honduras, they knew the search was over. With a large barrier reef surrounding the island, the diving opportunities are endless. They are leaving their California home in hopes to find a no-frills house near the beach with the help of a local real estate agent.
Working Less and Living More on St. John
A couple of born-and-bred New Yorkers fell in love with St. John and its year-round swimming nine years ago. Now they've sold their bungalow on Long Island and plan to start a bed and breakfast on the tropical island.
Stepping Out of the Comfort Zone on Vieques
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.
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