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| Episode | Episode Name | Air Date | | 1 | Soaring Above St. Thomas | Sun Feb 21, 2016 | | 2 | A Change Of Pace In Placencia | Sun Feb 21, 2016 | | 3 | Setting Sail For St. Thomas | Sun Mar 06, 2016 | | 4 | Swapping Florida For Vieques | Sun Mar 06, 2016 | | 5 | A New Beginning In Belize | Sun Mar 13, 2016 | | 6 | Starting Over In Vieques | Sun Mar 13, 2016 | | 7 | Back To The Dominican Republic | Sun Mar 20, 2016 | | 8 | A Family That Moves Together | Sun Mar 20, 2016 | | 9 | New Adventures In Puerto Rico | Sun Mar 27, 2016 | | 10 | Unwinding In St. Maarten | Sun Mar 27, 2016 | | 11 | Branching Out In St. John | Sun Apr 03, 2016 | | 12 | Ride Like The Wind On Aruba | Sun Apr 03, 2016 | | 13 | New Chapter In The DR | Sun Apr 10, 2016 | | 14 | Family Time On St. Thomas | Sun Apr 10, 2016 |
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