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Beach Day

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Although their friends have known they were living in the wrong place, a couple searches for a home in Cozumel, Mexico.

Caribbean Life

A Texas Couple Finally Moves to Cozumel and Fulfills a Lifelong Dream of Caribbean Living

Tired of the humidity and traffic in Texas, an airline pilot and his wife search for a home in the Dominican Republic.

Curtis and Eva

As a Denver couple plans their wedding in Playa Del Carmen in the Yucatan, they grow convinced they want to live there permanently.

Staying Put in Playa Del Carmen

New Yorkers with a dream of running a restaurant on St. John and are eager to find a home on the island.

A Couple Leaves the Hustle of NYC to Be Their Own Bosses of a Restaurant on St. John

Top event photographers seek to realize their dream of moving their lives and their work to the Dominican Republic.

Canada to Dominican Republic

Tiana and her husband, Sega, decide to move to St. Maarten and open a bike rental business.

From D.C. to St. Maarten

Entrepreneurs who found success in the U.S., want to open a seaside grill and live the Caribbean life in Cozumel.

Tim and Lauren

After visiting for their honeymoon in 2005, a couple continues to visit St. John until finally deciding to relocate to the island.

Erik and Samantha

When a family from Houston decides that life is too short to ignore your dreams, they move to the Dominican Republic.

A Texas Family Moves to the Dominican Republic, Lured by a Dad's Love of the Island from Years Ago

After getting engaged in Barbados, Ontario natives decide to move there, and bring their retiring parents with them.

Finding My Bliss on Barbados

A television executive decides to start a production company with an office in the Cayman Islands, where his father grew up.

A Los Angeles TV Executive Returns to His Roots in the Cayman Islands

Tired of hectic lives in Dallas, a couple decides to jump head first into a move to St. Thomas and open a vineyard.

Trading Texas for St. Thomas

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S3 E10 | Canada to Dominican Republic