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Season guide

Caribbean Life: season 20

14 episodes Premiered May 3, 2020 Updated Sep 29, 2026
Previously on Caribbean Life

Season 20 Lore Primer

Key plot threads, lore context, and character stakes you need to remember before diving into this season.

  • ⚡ Directly follows the overarching narrative developments of Caribbean Life Season 19.
  • ⚡ Faction dynamics and core character alliances shift under escalating external stakes.
  • ⚡ Crucial mysteries introduced previously reach key turning points and narrative reckonings.
  • ⚡ Sets up serialized story arcs that build directly toward the climactic season finale.
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Season 20 Episodes

Episode Guide

🛡️ SPOILER SHIELD

Season 20 Progress Shield

Future titles & synopses blurred. Tap "Reveal" on any card to peek.
Binge Efficiency Engine

Season 20: Filler vs. Essential Canon

Filter episodes by narrative weight. Focus on essential mytharc and skip standalone side quests.

21%
79%
Mytharc (3): Crucial lore & season climaxes
Core (11): Character development & subplots
Side Quest (0): Standalone / filler
S20·E1 Mytharc

Cooking Up a New Chapter on Anguilla

May 3, 2020

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 po

S20·E2 Core

Trading the Rat Race for the Beaches of St. Croix

Aug 9, 2020

A couple plans to practise law on the island of St. Croix and looks for a home with a yard for their puppies. They also want at least two bedrooms and a private casita to provide r

S20·E4 Core

Debating Home vs Condo on St. John

Aug 16, 2020

A Texas couple wants to live a stress-free life on the quiet island of St. John; he'd prefer a stand-alone home so their dog, Barley, has room to run around, but she loves the idea

S20·E6 Core

Bringing the Family Home to Roatan

Aug 23, 2020

A Wisconsin couple is looking for their forever home down in sunny Roatan. They'd like to find a place with 3 bedrooms for the kids to come visit, and they both agree a scenic view

S20·E8 Core

Becoming a Mermaid on Roatan

Aug 30, 2020

A couple from Arizona is escaping the dry desert to live full-time on the beautiful island of Roatan. He can't wait to work from their new home, while she plans to start a mermaid

S20·E9 Core

Girls Just Want to Have Fun on Aruba

Aug 30, 2020

A young student from California is looking to purchase a home in Aruba that she can also rent out. Her mum is helping her with the purchase, and they're looking for a two bed house

S20·E10 Core

Stepping Out of the Comfort Zone on Vieques

Sep 13, 2020

A couple from Rhode Island are ready to move to Vieques; their kids are grown and they're ready to set sail for adventures as they begin a new chapter; she wants a home with a view

S20·E11 Core

A New Family Venture on St. Thomas

Sep 20, 2020

A father and son look for a condo on St. Thomas with at least two bedrooms and enough space for both of them to unwind; they're willing to compromise for a place that's move-in rea

S20·E12 Core

Mating for Life Like Ostriches on Aruba

Sep 20, 2020

After always focusing on their jobs and children, a couple look to have fun together on Aruba in a home with a pool and a view; as a general contractor, he wants to leave his tools

S20·E13 Mytharc

Cooking Up a Bed and Breakfast on St. Croix

Sep 27, 2020

An adventurous couple relocates to St. Croix to open a small bed and breakfast. Since he's a chef, he wants an updated kitchen, and she is looking for a water view to enjoy a more

S20·E14 Mytharc

Making a Splash on Utila

Sep 27, 2020

A couple from Massachusetts wants to be able to enjoy boating 365 days a year on Utila. She's hoping to find a large home with room for their five kids, while he's focused on findi

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