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| Episode | Episode Name | Air Date | | 1 | Raising A Family On St. John | Sun Oct 21, 2018 | | 2 | A Flip Flop Island for Flip Flop People | Sun Oct 21, 2018 | | 3 | Time To Relax On Roatan | Sun Oct 28, 2018 | | 4 | Slowing Down On Aruba | Sun Oct 28, 2018 | | 5 | Island Time, All The Time | Sun Nov 04, 2018 | | 6 | Taking the Family to Turks and Caicos | Sun Nov 04, 2018 | | 7 | Breaking a Sweat in Puerto Rico | Sun Nov 11, 2018 | | 8 | Heading Home To St. Thomas | Sun Nov 11, 2018 | | 9 | Sun and Serenity on Utila | Sun Nov 18, 2018 | | 10 | Rediscovering on Barbados | Sun Nov 25, 2018 | | 11 | Trading Cold for St. John Sun | Sun Nov 25, 2018 | | 12 | Historic Move to San Juan, Puerto Rico | Sun Nov 25, 2018 | | 13 | Building a New Life on St. Thomas | Sun Mar 10, 2019 | | 14 | Back to Barbados | Sun Mar 24, 2019 |
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