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| Episode | Episode Name | Air Date | | 1 | Raising Two Boys On St. Croix | Sun Jul 16, 2017 | | 2 | Cowabunga Bocas | Sun Jul 16, 2017 | | 3 | Unwinding in Elbow Cay | Sun Jul 23, 2017 | | 4 | Finding a Fixer-Upper in the Dominican Republic | Sun Jul 23, 2017 | | 5 | NYC Days to Puerto Rico Nights | Sun Jul 30, 2017 | | 6 | Looking for Adventure in the Dominican Republic | Sun Jul 30, 2017 | | 7 | Trading Winter for Summer | Sun Aug 06, 2017 | | 8 | Rhode Island Family Looks to Ditch Winter Jackets | Sun Aug 06, 2017 | | 9 | Healthy Living on St. Croix | Sun Aug 13, 2017 | | 10 | Snowy Boston to Sunny Vieques | Sun Aug 13, 2017 | | 11 | Boating in Treasure Cay | Sun Aug 20, 2017 | | 12 | Quality of Life in Puerto Rico | Sun Aug 20, 2017 | | 13 | No Regrets on Bonaire | Sun Aug 27, 2017 | | 14 | A New Life in St. Croix | Sun Aug 27, 2017 |
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