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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 14 Raising a Family on St. John
- Season 14 A Flip Flop Island for Flip Flop People
- Season 14 Time to Relax on Roatan
- Season 14 Slowing Down on Aruba
- Season 14 Island Time, All the Time
- Season 14 Taking the Family to Turks and Caicos
- Season 14 Breaking a Sweat in Puerto Rico
- Season 14 Heading Home to St. Thomas
- Season 14 Sun and Serenity on Utila
- Season 14 Rediscovering on Barbados
- Season 14 Trading Cold For St. John Sun
- Season 14 Historic Move to San Juan, Puerto Rico
- Season 14 Building a New Life on St. Thomas
- Season 14 Back to Barbados
Caribbean Life - Season 14
6.50 21 minutes We follow families as they leave the mainland behind and head to the Caribbean to live on island time. Join their search for an affordable slice of heaven, touring gorgeous homes on white sandy beaches. You don't have be rich to live in paradise!
