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- 1Raising a Family on St. JohnOctober 21, 2018
- 2A Flip Flop Island for Flip Flop PeopleOctober 21, 2018
- 3Time to Relax on RoatanOctober 28, 2018
- 4Slowing Down on ArubaOctober 28, 2018
- 5Island Time, All the TimeNovember 4, 2018
- 6Taking the Family to Turks and CaicosNovember 4, 2018
- 7Breaking a Sweat in Puerto RicoNovember 11, 2018
- 8Heading Home to St. ThomasNovember 11, 2018
- 9Sun and Serenity on UtilaNovember 18, 2018
- 10Rediscovering on BarbadosNovember 18, 2018
- 11Trading New England Cold for St. John SunNovember 25, 2018
- 12Historic Move to San Juan, Puerto RicoNovember 25, 2018