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A newly engaged New York couple is looking to put cold winters behind them and discover a new life in St. Croix, U.S. Virgin Islands.

Caribbean Life

A New Life in St. Croix

After a recent health scare, financial analyst Tanya started taking adventurous trips around the world and fell in love with Bonaire.

No Regrets on Bonaire

A Virginia couple with a successful business feels like their quality of life is lacking; after discovering La Parguera, Puerto Rico, they feel like the small fishing village is everything they've been looking for.

Quality of Life in Puerto Rico

While celebrating their wedding anniversary in the Bahamas, a California couple fell in love with the pristine beaches and boating lifestyle.

Boating in Treasure Cay

Ali works a stressful job in cold, snowy Boston and wants to relocate to sunny, tropical Vieques, Puerto Rico so he can reconnect with outdoor activities.

Snowy Boston to Sunny Vieques

A couple is ready to leave their hectic lifestyle in Tampa, Fla. for a new adventure on St. Croix; she's a cancer survivor who wants to lead a healthy lifestyle, so they task their agent with finding a home where they can grow their own food.

Healthy Living on St. Croix

A family of five is ready to leave chilly Rhode Island and move to Bonaire to be closer to world-famous scuba diving sites.

Rhode Island Family Looks to Ditch Winter Jackets for Scuba Gear in Bonaire

A couple is tired of winters in Idaho and wants to surround themselves with sunshine and the ocean.

Trading Winter for Summer

After falling in love with the relaxed, yet active, pace of life in the Dominican Republic, a Florida couple leaves the rat race and searches for a house steps away from the beach.

Looking for Adventure in the Dominican Republic

A Brooklyn DJ gets ready to trade the noise and cold of New York for the nightlife and beaches of San Juan, Puerto Rico.

NYC Days to Puerto Rico Nights

A hardworking Michigan couple fall in love with the Dominican Republic while on their honeymoon, and now they want to relocate to the small town of Cabrera for its laid-back lifestyle, stunning natural attractions and fresh seafood.

Finding a Fixer-Upper in the Dominican Republic

After realizing they spend less and less time together, a busy San Francisco couple decides to make a big change and move to Elbow Cay, Bahamas.

Unwinding in Elbow Cay

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S9 E7 | Trading Winter for Summer