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