Season
- Season 20 2020-05-03
- Season 19 2020-02-12
- Season 18 2019-10-20
- Season 17 2019-05-19
- Season 16 2019-03-24
- Season 15 2019-01-01
- Season 14 2018-10-21
- Season 13 2018-09-02
- Season 12 2018-07-15
- Season 11 2018-04-08
- Season 10 2017-09-03
- Season 9 2017-07-16
- Season 8 2017-03-05
- Season 7 2017-01-01
- Season 6 2016-09-11
- Season 5 2016-02-21
- Season 4 2016-01-01
- Season 3 2015-03-01
- Season 2 2015-01-01
- Season 1 2014-01-01
Episode
- Episode 1: Soaring Above St. Thomas
- Episode 2: A Change of Pace in Placencia
- Episode 3: Setting Sail for St. Thomas
- Episode 4: Swapping Florida For Vieques
- Episode 5: A New Beginning In Belize
- Episode 6: Starting Over In Vieques
- Episode 7: Back to the Dominican Republic
- Episode 8: A Family That Moves Together
- Episode 9: New Adventures In Puerto Rico
- Episode 10: Unwinding In St. Maarten
- Episode 11: Branching Out In St. John
- Episode 12: Ride Like The Wind On Aruba
- Episode 13: New Chapter In The DR
- Episode 14: Family Time On St. Thomas
Caribbean Life Season 5
8/10 users 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!
