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- Season 1 2014-01-01
- Season 2 2015-01-01
- Season 3 2015-03-01
- Season 4 2016-01-01
- Season 5 2016-02-21
- Season 6 2016-09-11
- Season 7 2017-01-01
- Season 8 2017-03-05
- Season 9 2017-07-16
- Season 10 2017-09-03
- Season 11 2018-04-08
- Season 12 2018-07-15
- Season 13 2018-09-02
- Season 14 2018-10-21
- Season 15 2019-01-01
- Season 16 2019-03-24
- Season 17 2019-05-19
- Season 18 2019-10-20
- Season 19 2020-02-12
- Season 20 2020-05-03
Season 20 Episode
- Season 20 Cooking Up a New Chapter on Anguilla
- Season 20 Trading the Rat Race for the Beaches of St. Croix
- Season 20 Searching for the Perfect Bachelor Pad on St. Maarten
- Season 20 Debating Home vs Condo on St. John
- Season 20 Pulling the Trigger and Ending a Three-Year Search on Roatan
- Season 20 Bringing the Family Home to Roatan
- Season 20 Walking Down the Aisle and Into a New Home on St. Croix
- Season 20 Becoming a Mermaid on Roatan
- Season 20 Girls Just Want to Have Fun on Aruba
- Season 20 Stepping Out of the Comfort Zone on Vieques
- Season 20 A New Family Venture on St. Thomas
- Season 20 Mating for Life Like Ostriches on Aruba
- Season 20 Cooking Up a Bed and Breakfast on St. Croix
- Season 20 Making a Splash on Utila
Caribbean Life - Season 20 Episode 1 Cooking Up a New Chapter on Anguilla
8.00 21 minutes A newlywed couple are on the hunt for a different home on Anguilla; they love the view from their current house, but they want something more updated that offers privacy and the potential to expand their family.
