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- S20.E1 ∙ Stepping Out of the Comfort Zone on Vieques
- S20.E2 ∙ Cooking Up a New Chapter on Anguilla
- S20.E3 ∙ Searching for the Perfect Bachelor Pad on St. Maarten
- S20.E4 ∙ Girls Just Want to Have Fun on Aruba
- S20.E5 ∙ Mating for Life Like Ostriches on Aruba
- S20.E6 ∙ Becoming a Mermaid on Roatan
- S20.E7 ∙ Bringing the Family Home to Roatan
- S20.E8 ∙ Trading the Rat Race for the Beaches of St. Croix
- S20.E9 ∙ Walking Down the Aisle and into a New Home on St. Croix
- S20.E10 ∙ Debating Home vs Condo on St. John
- S20.E11 ∙ A New Family Venture on St. Thomas
- S20.E12 ∙ Cooking Up a Bed and Breakfast on St. Croix
- S20.E13 ∙ Making a Splash on Utila
- S20.E14 ∙ Pulling the Trigger and Ending a Three Year Search on Roatan