| Season 1 |
| 01 January 2014 |
Season 1, Episode 1: From St. Louis to St. Croix
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| 01 January 2014 |
Season 1, Episode 2: Settling Down in St. Croix
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| 30 March 2014 |
Season 1, Episode 3: So Long Vermont, Hola Vieques
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| 30 March 2014 |
Season 1, Episode 4: Connecticut to Sint Maarten
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| 06 April 2014 |
Season 1, Episode 5: From Amsterdam to Sint Maarten
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| 06 April 2014 |
Season 1, Episode 6: From NYC to Puerto Rico
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| 13 April 2014 |
Season 1, Episode 7: From Chicago to Puerto Rico
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| 13 April 2014 |
Season 1, Episode 8: To the Dominican Republic
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| 20 April 2014 |
Season 1, Episode 9: From Minnesota to Vieques
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| 20 April 2014 |
Season 1, Episode 10: From Minnesota to the Dominica
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| 27 April 2014 |
Season 1, Episode 11: From Alberta to St Lucia
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| 04 May 2014 |
Season 1, Episode 12: Turks and Caicos Hurrah
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| 11 May 2014 |
Season 1, Episode 13: Life in Turks and Caicos
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| 11 May 2014 |
Season 1, Episode 14: Canada to Turks and Caicos
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| Season 2 |
| 01 January 2015 |
Season 2, Episode 1: From New York to St. Croix
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| 01 January 2015 |
Season 2, Episode 2: From Texas to Roatan
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| 04 January 2015 |
Season 2, Episode 3: West Virginia to St. Croix
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| 04 January 2015 |
Season 2, Episode 4: From Seattle to Panama
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| 11 January 2015 |
Season 2, Episode 5: From Massachusetts to Vieques
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| 11 January 2015 |
Season 2, Episode 6: From Colorado to Panama
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| 18 January 2015 |
Season 2, Episode 7: Newlyweds Move to Puerto Rico
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| 18 January 2015 |
Season 2, Episode 8: Family of Six to St. Croix
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| 25 January 2015 |
Season 2, Episode 9: From Penn to Puerto Rico
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| 25 January 2015 |
Season 2, Episode 10: From Austin to Roatan
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| 08 February 2015 |
Season 2, Episode 11: A New Life in Puerto Rico
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| 08 February 2015 |
Season 2, Episode 12: From Canada to Roatan
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| 15 February 2015 |
Season 2, Episode 13: Newlyweds Move to St. Croix
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| 15 February 2015 |
Season 2, Episode 14: From California to Panama
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| 18 January 2015 |
Season 2, Episode 15: An engaged couple decide to make a life in St. Croix
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| 25 January 2015 |
Season 2, Episode 16: A Los Angeles family decide to find a home in Bocas Del Toro, Panama
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| 08 March 2015 |
Season 2, Episode 17: A veterinarian and his family get the chance of a lifetime to live and work in
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| 08 March 2015 |
Season 2, Episode 18: A Canadian family, originally from the Caribbean, escapes the snow for life in
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| 15 March 2015 |
Season 2, Episode 19: A Los Angeles TV executive returns to his roots in the Cayman Islands
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| 15 March 2015 |
Season 2, Episode 20: A Dallas couple trade in their hectic Texas lives to move to St. Thomas and st
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| 22 March 2015 |
Season 2, Episode 21: A Texas family moves to the Dominican Republic, lured by a dad's love of the i
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| 22 March 2015 |
Season 2, Episode 22: A Canadian couple moves themselves and their retiring parents to the bliss of
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| 29 March 2015 |
Season 2, Episode 23: Canada to Dominican Republic
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| 29 March 2015 |
Season 2, Episode 24: D.C. couple returns to their roots on St. Maarten to start a bike rental busin
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| 05 April 2015 |
Season 2, Episode 25: A Denver couple are about to get married and move to Playa Del Carmen
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| 05 April 2015 |
Season 2, Episode 26: A couple leaves the hustle of NYC to be their own bosses of a restaurant on St
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| 12 April 2015 |
Season 2, Episode 27: A Texas couple finally moves to Cozumel and fulfills a lifelong dream of Carib
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| 12 April 2015 |
Season 2, Episode 28: A pilot and his wife relocate from the heat of Texas to the warm breezes of th
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| Season 3 |
| 01 March 2015 |
Season 3, Episode 1: From Canada to Barbados
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| 01 March 2015 |
Season 3, Episode 2: From Florida To The Caymans
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| 08 March 2015 |
Season 3, Episode 3: From Texas To St. Thomas
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| 08 March 2015 |
Season 3, Episode 4: From California To The Caymans
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| 15 March 2015 |
Season 3, Episode 5: Bye Ontario, Hello Barbados
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| 15 March 2015 |
Season 3, Episode 6: Hello Dominican Republic
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| 22 March 2015 |
Season 3, Episode 7: From New England To St. John
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| 22 March 2015 |
Season 3, Episode 8: From New Mexico To Cozumel
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| 29 March 2015 |
Season 3, Episode 9: From D.C. To St. Maarten
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| 29 March 2015 |
Season 3, Episode 10: Canada To Dominican Republic
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| 05 April 2015 |
Season 3, Episode 11: Goodbye NYC, Hello St. John
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| 05 April 2015 |
Season 3, Episode 12: Denver to Playa Del Carmen
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| 12 April 2015 |
Season 3, Episode 13: Texas To Dominican Republic
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| 12 April 2015 |
Season 3, Episode 14: See Ya Texas, Hello Cozumel
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| Season 4 |
| 01 January 2016 |
Season 4, Episode 1: Country Roads to Ocean Views
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| 01 January 2016 |
Season 4, Episode 2: Taking The Plunge In Jamaica
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| 03 January 2016 |
Season 4, Episode 3: The Bahamas Beckons
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| 03 January 2016 |
Season 4, Episode 4: Boating Around Bocas
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| 10 January 2016 |
Season 4, Episode 5: Bringing It All Back Home
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| 10 January 2016 |
Season 4, Episode 6: Finding Her Passion In Utila
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| 17 January 2016 |
Season 4, Episode 7: We're Not in Ohio Anymore
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| 17 January 2016 |
Season 4, Episode 8: Starting Over In Utila
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| 24 January 2016 |
Season 4, Episode 9: A Grand Home On Grand Cayman
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| 24 January 2016 |
Season 4, Episode 10: San Fran to Bocas Del Toro
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| 31 January 2016 |
Season 4, Episode 11: Desperately Seeking Sea Views
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| 31 January 2016 |
Season 4, Episode 12: Buying in the Bahamas
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| 14 February 2016 |
Season 4, Episode 13: A New Career On St. Croix
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| 14 February 2016 |
Season 4, Episode 14: A New Life In Negril
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| Season 5 |
| 21 February 2016 |
Season 5, Episode 1: A Change Of Pace In Placencia
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| 21 February 2016 |
Season 5, Episode 2: Soaring Above St. Thomas
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| 06 March 2016 |
Season 5, Episode 3: Setting Sail For St. Thomas
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| 06 March 2016 |
Season 5, Episode 4: Swapping Florida For Vieques
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| 13 March 2016 |
Season 5, Episode 5: A New Beginning In Belize
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| 13 March 2016 |
Season 5, Episode 6: Starting Over In Vieques
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| 20 March 2016 |
Season 5, Episode 7: A Family That Moves Together
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| 20 March 2016 |
Season 5, Episode 8: Back To The Dominican Republic
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| 27 March 2016 |
Season 5, Episode 9: New Adventures In Puerto Rico
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| 27 March 2016 |
Season 5, Episode 10: Unwinding In St. Maarten
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| 03 April 2016 |
Season 5, Episode 11: Ride Like The Wind On Aruba
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| 03 April 2016 |
Season 5, Episode 12: Branching Out In St. John
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| 10 April 2016 |
Season 5, Episode 13: New Chapter In The DR
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| 10 April 2016 |
Season 5, Episode 14: Family Time On St. Thomas
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| Season 6 |
| 11 September 2016 |
Season 6, Episode 1: Boating Life On St. Maarten
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| 11 September 2016 |
Season 6, Episode 2: Landing on St. Croix
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| 18 September 2016 |
Season 6, Episode 3: A Laid-back life on St. John
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| 18 September 2016 |
Season 6, Episode 4: Southern Charm in St. Croix
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| 25 September 2016 |
Season 6, Episode 5: A New Business On St. John
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| 25 September 2016 |
Season 6, Episode 6: Dreams Come True in Jamaica
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| 02 October 2016 |
Season 6, Episode 7: St. Louis to St. Maarten
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| 02 October 2016 |
Season 6, Episode 8: Changing Gears in Jamaica
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| 09 October 2016 |
Season 6, Episode 9: Curing The Blues In Curacao
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| 09 October 2016 |
Season 6, Episode 10: Finding Peace On Vieques
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| 16 October 2016 |
Season 6, Episode 11: Moving Twins to St. Croix
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| 16 October 2016 |
Season 6, Episode 12: Treasured Time in Roatan
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| 23 October 2016 |
Season 6, Episode 13: A Curacao State Of Mind
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| 23 October 2016 |
Season 6, Episode 14: Fruitful in Vieques
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| Season 7 |
| 01 January 2017 |
Season 7, Episode 1: TX BBQ In The Virgin Islands
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| 01 January 2017 |
Season 7, Episode 2: Escaping To The Bahamas
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| 08 January 2017 |
Season 7, Episode 3: Homegrown Living on Utila
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| 08 January 2017 |
Season 7, Episode 4: A Dominican Dream Come True
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| 15 January 2017 |
Season 7, Episode 5: Monkeying Around on Roatan
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| 15 January 2017 |
Season 7, Episode 6: New Beginnings in the Bahamas
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| 22 January 2017 |
Season 7, Episode 7: Beachfront On St. Thomas
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| 22 January 2017 |
Season 7, Episode 8: Slowing Down On Utila
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| 29 January 2017 |
Season 7, Episode 9: Starting Over On St. Thomas
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| 29 January 2017 |
Season 7, Episode 10: Raising A Family On Bonaire
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| 12 February 2017 |
Season 7, Episode 11: New Experiences In The Bahamas
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| 12 February 2017 |
Season 7, Episode 12: New Adventures In The DR
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| 19 February 2017 |
Season 7, Episode 13: Diving Into Bonaire
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| 19 February 2017 |
Season 7, Episode 14: Lessons In Las Terrenas
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| Season 8 |
| 05 March 2017 |
Season 8, Episode 1: Finding Zen in Nevis
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| 05 March 2017 |
Season 8, Episode 2: Dominican Dream Home
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| 12 March 2017 |
Season 8, Episode 3: Harmonizing in Providenciales
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| 12 March 2017 |
Season 8, Episode 4: A New Business on Roatan
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| 19 March 2017 |
Season 8, Episode 5: Paradise in Bocas del Toro
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| 19 March 2017 |
Season 8, Episode 6: Raising a Family on St. Croix
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| 26 March 2017 |
Season 8, Episode 7: From the Farm to Nevis
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| 26 March 2017 |
Season 8, Episode 8: A Simple Life On Roatan
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| 02 April 2017 |
Season 8, Episode 9: Warming Up In Utila
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| 02 April 2017 |
Season 8, Episode 10: All That Jazz on St. Croix
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| 09 April 2017 |
Season 8, Episode 11: Peace in Las Terrenas
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| 09 April 2017 |
Season 8, Episode 12: Relaxing in Turks and Caicos
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| 16 April 2017 |
Season 8, Episode 13: A New Life In Bocas Del Toro
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| 16 April 2017 |
Season 8, Episode 14: Family Time on St. Croix
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| Season 9 |
| 16 July 2017 |
Season 9, Episode 1: Raising Two Boys On St. Croix
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| 16 July 2017 |
Season 9, Episode 2: Cowabunga Bocas
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| 23 July 2017 |
Season 9, Episode 3: Dominican Republic Fixer-Upper
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| 23 July 2017 |
Season 9, Episode 4: Unwinding in Elbow Cay
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| 30 July 2017 |
Season 9, Episode 5: NYC Days to Puerto Rico Nights
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| 30 July 2017 |
Season 9, Episode 6: Looking for Adventure
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| 06 August 2017 |
Season 9, Episode 7: Trading Winter for Summer
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| 06 August 2017 |
Season 9, Episode 8: Rhode Island To Bonaire
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| 13 August 2017 |
Season 9, Episode 9: Snowy Boston to Sunny Vieques
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| 13 August 2017 |
Season 9, Episode 10: Healthy Living on St. Croix
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| 20 August 2017 |
Season 9, Episode 11: Quality of Life in Puerto Rico
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| 20 August 2017 |
Season 9, Episode 12: Boating in Treasure Cay
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| 27 August 2017 |
Season 9, Episode 13: No Regrets on Bonaire
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| 27 August 2017 |
Season 9, Episode 14: A New Life in St. Croix
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| Season 10 |
| 03 September 2017 |
Season 10, Episode 1: New York City to Grand Cayman
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| 03 September 2017 |
Season 10, Episode 2: A New Chapter in Puerto Rico
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| 01 January 2018 |
Season 10, Episode 3: Empty Nesters Go Back Home
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| 01 January 2018 |
Season 10, Episode 4: Diving Into Roatan
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| 25 February 2018 |
Season 10, Episode 5: Grand Cayman Or Bust
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| 25 February 2018 |
Season 10, Episode 6: Seeking Seclusion on Roatan
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| 11 March 2018 |
Season 10, Episode 7: Finding Peace on St. John
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| 11 March 2018 |
Season 10, Episode 8: Fresh Start In The D.R.
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| 18 March 2018 |
Season 10, Episode 9: A New Job on St. Croix
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| 18 March 2018 |
Season 10, Episode 10: Elbow Room in Cabo Rojo
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| 25 March 2018 |
Season 10, Episode 11: Fulfilling a Dream on St. John
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| 25 March 2018 |
Season 10, Episode 12: All About the Kids in the D.R.
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| 01 April 2018 |
Season 10, Episode 13: Returning Home to Puerto Rico
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| 01 April 2018 |
Season 10, Episode 14: Leaving LA For St. Thomas
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| Season 11 |
| 08 April 2018 |
Season 11, Episode 1: St. John Retreat
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| 08 April 2018 |
Season 11, Episode 2: Falling in Love With Aruba
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| 15 April 2018 |
Season 11, Episode 3: Renting St. John
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| 15 April 2018 |
Season 11, Episode 4: Relaxation On Roatan
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| 22 April 2018 |
Season 11, Episode 5: St. Croix is the Bee's Knees
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| 22 April 2018 |
Season 11, Episode 6: Replanting Roots on Aruba
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| 29 April 2018 |
Season 11, Episode 7: Owning the Dream in St. John
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| 29 April 2018 |
Season 11, Episode 8: Warmer Days On Roatan
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| 06 May 2018 |
Season 11, Episode 9: Out of the Comfort Zone
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| 06 May 2018 |
Season 11, Episode 10: Starting Over in Aruba
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| 13 May 2018 |
Season 11, Episode 11: St. Thomas Bound
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| 13 May 2018 |
Season 11, Episode 12: Family Traditions On Vieques
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| 20 May 2018 |
Season 11, Episode 13: Diving into Utila
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| 20 May 2018 |
Season 11, Episode 14: Taking It Easy On St. John
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| Season 12 |
| 15 July 2018 |
Season 12, Episode 1: Adventure on Grand Cayman
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| 15 July 2018 |
Season 12, Episode 2: Adios Miami, Hola Caribbean
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| 22 July 2018 |
Season 12, Episode 3: Finding Roatan by Accident
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| 22 July 2018 |
Season 12, Episode 4: Living the Dream in Bonaire
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| 29 July 2018 |
Season 12, Episode 5: California Flair in Panama
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| 29 July 2018 |
Season 12, Episode 6: Making a Deal in Utila
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| 05 August 2018 |
Season 12, Episode 7: The Cay to Happiness
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| 05 August 2018 |
Season 12, Episode 8: Diving Into Bonaire
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| 12 August 2018 |
Season 12, Episode 9: Soaking in the Dominican Sun
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| 12 August 2018 |
Season 12, Episode 10: Business And Leisure On Utila
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| 19 August 2018 |
Season 12, Episode 11: Going Coco Loco in Bocas
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| 19 August 2018 |
Season 12, Episode 12: A Stylish Life On Grand Cayman
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| 26 August 2018 |
Season 12, Episode 13: A Healthy Plan in Roatan
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| 26 August 2018 |
Season 12, Episode 14: Flying High in Cabarete
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| Season 13 |
| 02 September 2018 |
Season 13, Episode 1: Exploring New Terrain on Aruba
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| 02 September 2018 |
Season 13, Episode 2: Trading Scrubs for Wet Suits
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| 09 September 2018 |
Season 13, Episode 3: A Family Adventure
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| 09 September 2018 |
Season 13, Episode 4: A New Chapter in the Dominican Republic
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| 16 September 2018 |
Season 13, Episode 5: Return To Island Living
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| 16 September 2018 |
Season 13, Episode 6: Island Dream in Bocas Del Toro
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| 23 September 2018 |
Season 13, Episode 7: Tackling A Roatan Fixer-Upper
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| 23 September 2018 |
Season 13, Episode 8: Positive Vibes
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| 30 September 2018 |
Season 13, Episode 9: Bocas Del Toro Or Bust
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| 30 September 2018 |
Season 13, Episode 10: Flipping Over Eleuthera
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| 07 October 2018 |
Season 13, Episode 11: Exploring Reefs On Utila
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| 07 October 2018 |
Season 13, Episode 12: Mother-Dauther Hunt
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| 14 October 2018 |
Season 13, Episode 13: Healthy Life In The Dominican
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| 14 October 2018 |
Season 13, Episode 14: From The Big Apple To Aruba
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| Season 14 |
| 21 October 2018 |
Season 14, Episode 1: Raising A Family On St. John
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| 21 October 2018 |
Season 14, Episode 2: A Flip Flop Island
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| 28 October 2018 |
Season 14, Episode 3: Time To Relax On Roatan
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| 28 October 2018 |
Season 14, Episode 4: Slowing Down On Aruba
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| 04 November 2018 |
Season 14, Episode 5: Island Time, All The Time
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| 04 November 2018 |
Season 14, Episode 6: Turks And Caicos Family Time
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| 11 November 2018 |
Season 14, Episode 7: Breaking a Sweat
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| 11 November 2018 |
Season 14, Episode 8: Heading Home To St. Thomas
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| 18 November 2018 |
Season 14, Episode 9: Sun and Serenity on Utila
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| 18 November 2018 |
Season 14, Episode 10: Rediscovering on Barbados
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| 25 November 2018 |
Season 14, Episode 11: Trading Cold for St. John Sun
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| 25 November 2018 |
Season 14, Episode 12: Historic Move to San Juan
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| 01 January 2019 |
Season 14, Episode 13: New Adventures on Roatan
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| 01 January 2019 |
Season 14, Episode 14: Business Suit to Bathing Suit
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| Season 15 |
| 01 January 2019 |
Season 15, Episode 1: Reeling in the Good Life
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| 27 January 2019 |
Season 15, Episode 2: Kicking Back on St. Thomas
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| 10 February 2019 |
Season 15, Episode 3: From New York to St. Thomas
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| 10 February 2019 |
Season 15, Episode 4: Banana Pudding in Las Terrenas
|
| 17 February 2019 |
Season 15, Episode 5: Working It Out
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| 17 February 2019 |
Season 15, Episode 6: Paradise in Puerto Rico
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| 03 March 2019 |
Season 15, Episode 7: Utila or Bust
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| 03 March 2019 |
Season 15, Episode 8: Jetting All Over Vieques
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| 10 March 2019 |
Season 15, Episode 9: Building a New Life
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| 10 March 2019 |
Season 15, Episode 10: Laid-back life in utila, honduras
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| 10 March 2019 |
Season 15, Episode 11: A place to unwind
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| 17 March 2019 |
Season 15, Episode 12: Big apple to the small island of vieques, puerto rico
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| 17 March 2019 |
Season 15, Episode 13: The couple that bikes together in st. croix
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| 24 March 2019 |
Season 15, Episode 14: Back to Barbados
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| 24 March 2019 |
Season 15, Episode 15: Season 15 Episode 15
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| 24 March 2019 |
Season 15, Episode 16: Season 15 Episode 16
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| 31 March 2019 |
Season 15, Episode 17: Season 15 Episode 17
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| 31 March 2019 |
Season 15, Episode 18: Season 15 Episode 18
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| 07 April 2019 |
Season 15, Episode 19: Season 15 Episode 19
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| 07 April 2019 |
Season 15, Episode 20: Season 15 Episode 20
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| 21 April 2019 |
Season 15, Episode 21: Season 15 Episode 21
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| Season 16 |
| 28 March 2019 |
Season 16, Episode 1: Working to Be With Family in Puerto Rico
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| 28 March 2019 |
Season 16, Episode 2: Slowing Down in Anguilla
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| 31 March 2019 |
Season 16, Episode 3: Slimming Down in the Dominican Republic
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| 31 March 2019 |
Season 16, Episode 4: Beachside With a Cocktail
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| 07 April 2019 |
Season 16, Episode 5: Unplugging in Aruba
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| 07 April 2019 |
Season 16, Episode 6: Discovering a New Rhythm in the Dominican Republic
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| 14 April 2019 |
Season 16, Episode 7: Pulling Teeth for the Dominican Republic
|
| 14 April 2019 |
Season 16, Episode 8: Feeling Salty on St. Thomas
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| 21 April 2019 |
Season 16, Episode 9: Revving Up For a New Life in Aruba
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| 21 April 2019 |
Season 16, Episode 10: Finding Solace on Roatan Honduras
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| 28 April 2019 |
Season 16, Episode 11: Swinging Down to St. Maarten
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| 28 April 2019 |
Season 16, Episode 12: Open to New Adventures on Utila
|
| 02 May 2019 |
Season 16, Episode 13: Family Time in Puerto Rico
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| 02 May 2019 |
Season 16, Episode 14: To Build or Not to Build in Aruba
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| Season 17 |
| 16 May 2019 |
Season 17, Episode 1: On the Hunt For Waterfront on St. Thomas
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| 25 August 2019 |
Season 17, Episode 2: Starting Fresh on Roatan
|
| 25 August 2019 |
Season 17, Episode 3: Looking for the Water Trifecta
|
| 01 September 2019 |
Season 17, Episode 4: From Atlanta to Vieques
|
| 01 September 2019 |
Season 17, Episode 5: From Canada to Roatan
|
| 08 September 2019 |
Season 17, Episode 6: Off the Beaten Path in St. Croix
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| 08 September 2019 |
Season 17, Episode 7: Relocating to Paradise
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| 15 September 2019 |
Season 17, Episode 8: From Maine to Puerto Rico
|
| 15 September 2019 |
Season 17, Episode 9: Falling in Love With St. Croix
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| 22 September 2019 |
Season 17, Episode 10: Newlyweds in St. Croix
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| 22 September 2019 |
Season 17, Episode 11: Father and Son Bonding in Las Terrenas
|
| 29 September 2019 |
Season 17, Episode 12: Blowing out of Chicago
|
| 29 September 2019 |
Season 17, Episode 13: Sunrise and Sunset on St. John
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| Season 18 |
| 06 October 2019 |
Season 18, Episode 1: Cracking a Smile on St. Croix
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| 06 October 2019 |
Season 18, Episode 2: Dreaming Big on St. John
|
| 13 October 2019 |
Season 18, Episode 3: On the Beaches of Roatan
|
| 13 October 2019 |
Season 18, Episode 4: Back Home to The Bahamas
|
| 20 October 2019 |
Season 18, Episode 5: Sosua, Dominican Republic
|
| 20 October 2019 |
Season 18, Episode 6: Bocas del Toro, Panama Flora
|
| 27 October 2019 |
Season 18, Episode 7: Fairyland House on St. Thomas
|
| 27 October 2019 |
Season 18, Episode 8: Room for 9 in Roatan, Honduras
|
| 14 December 2019 |
Season 18, Episode 9: A Rendezvous With a View
|
| 14 December 2019 |
Season 18, Episode 10: Take a Bite out of The Bahamas
|
| 21 December 2019 |
Season 18, Episode 11: A Family on St. Thomas
|
| 21 December 2019 |
Season 18, Episode 12: Bocas del Toro, Panama
|
| Season 19 |
| 12 February 2020 |
Season 19, Episode 1: Embracing the Sunshine in Sosua
|
| 12 February 2020 |
Season 19, Episode 2: Beach Views or Bust on St. Croix
|
| 19 February 2020 |
Season 19, Episode 3: And Baby Makes Three on St. Thomas
|
| 19 February 2020 |
Season 19, Episode 4: All Aboard for a New Life on St. Maarten
|
