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| Episode | Episode Name | Air Date | | 1 | Boating Life On St. Maarten | Sun Sep 11, 2016 | | 2 | Landing on St. Croix | Sun Sep 11, 2016 | | 3 | A Laid-back life on St. John | Sun Sep 18, 2016 | | 4 | Southern Charm in St. Croix | Sun Sep 18, 2016 | | 5 | Dreams Come True in Jamaica | Sun Sep 25, 2016 | | 6 | A New Business On St. John | Sun Sep 25, 2016 | | 7 | St. Louis to St. Maarten | Sun Oct 02, 2016 | | 8 | Changing Gears in Jamaica | Sun Oct 02, 2016 | | 9 | Finding Peace On Vieques | Sun Oct 09, 2016 | | 10 | Curing The Blues In Curacao | Sun Oct 09, 2016 | | 11 | Moving Twins to St. Croix | Sun Oct 16, 2016 | | 12 | Treasured Time in Roatan | Sun Oct 16, 2016 | | 13 | Fruitful in Vieques | Sun Oct 23, 2016 | | 14 | A Curacao State Of Mind | Sun Oct 23, 2016 |
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