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- S2.E1 ∙ A Pennsylvania Family Moves to Puerto Rico for Culture, Sun and Local Cuisine
- S2.E2 ∙ A New Job and a New Life in Puerto Rico
- S2.E3 ∙ A couple moves from cold New England to the island tropics of Vieques, Puerto Rico
- S2.E4 ∙ From the Desert of Flagstaff, Arizona to the Tropics of Isabella, Puerto Rico
- S2.E5 ∙ A Couple Leaves West Virginia to Open a Restaurant and Start a New Life in St. Croix
- S2.E6 ∙ Busy New Yorkers Move to St. Croix to Open an Events and Catering Business
- S2.E7 ∙ Newlyweds Leave Their Ohio Home to Move to a Place They Have Only Seen in Photos, St. Croix
- S2.E8 ∙ A Mom, Dad and Their Four Kids Move from Michigan to St. Croix to Live the Caribbean Life
- S2.E9 ∙ A Los Angeles family of four trades in their cars for boats and move to Bocas Del Toro, Panama
- S2.E10 ∙ A couple trades in their Seattle lives and careers to start their own business in Bocas Del Toro
- S2.E11 ∙ A Colorado family leaves snowy Fort Collins for the Caribbean life in Bocas Del Toro, Panama
- S2.E12 ∙ A couple leaves landlocked Austin, Texas for a dream life in Roatan, Honduras
- S2.E13 ∙ Goodbye Canada Hello Honduras
- S2.E14 ∙ A couple leaves landlocked Austin, Texas for a dream life in Roatan, Honduras