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• S14.E1 ∙ Slowing Down on Aruba
• S14.E2 ∙ Trading New England Cold for St. John Sun
• S14.E3 ∙ Island Time, All the Time
• S14.E4 ∙ Heading Home to St. Thomas
• S14.E5 ∙ Back to Barbados
• S14.E6 ∙ Rediscovering on Barbados
• S14.E7 ∙ Historic Move to San Juan, Puerto Rico
• S14.E8 ∙ Breaking a Sweat in Puerto Rico
• S14.E9 ∙ Building a New Life on St. Thomas
• S14.E10 ∙ Raising a Family on St. John
• S14.E11 ∙ Time to Relax on Roatan
• S14.E12 ∙ A Flip Flop Island
• S14.E13 ∙ Sun and Serenity on Utila
• S14.E14 ∙ Taking the Family to Turks and Caicos