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The Best Episodes of Caribbean Life

Every episode of Caribbean Life ranked from best to worst. Let's dive into the Best Episodes of Caribbean Life!

The Best Episodes of Caribbean Life

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...
  1. Background image for Unwinding In St. Maarten
    8.0/10(5 votes)

    #1 - Unwinding In St. Maarten

    S5:E10

    Maruf and Sonal's three kids are off to college and they're contemplating a move to St. Maarten. Both have worked very hard and are finally ready to buy a piece of property on the beach with room for their entire extended family to visit and enjoy. Arun Jagtiani of Island Real Estate is there to help them every step of the way as they criss-cross the Dutch side of the island in search of their dream home.

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    Director:Unknown
    Writer:Unknown
  2. Background image for Swapping Florida For Vieques
    7.8/10(5 votes)

    #2 - Swapping Florida For Vieques

    S5:E4

    Neil, Amber, and their son Ian have been living in Siesta Key, Florida and feel it's become too populated and expensive. While traveling, they discovered Vieques, Puerto Rico and fell in love with the unpopulated beaches and the outdoor lifestyle. Neil and Amber are excited to raise their son on a bilingual island and live a more relaxing lifestyle. With the help of real estate agent Gustavo Marin, they hope to find their new Caribbean home.

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    Director:Unknown
    Writer:Unknown
  3. Background image for New Chapter In The DR
    7.8/10(5 votes)

    #3 - New Chapter In The DR

    S5:E13

    Karin is a native New Yorker and a successful writer who can work from anywhere in the world. So when she came to Las Terrenas for a dance festival, she knew she wanted to leave the rat race behind for the most beautiful spot in the Dominican Republic. Her son Dylan has made the trip south to help her choose the perfect condo with open living, a pool, and an extra bedroom for guests. With the help of broker Jesus Iturralde, Karin knows she'll find the perfect place to dance the night away.

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    Director:Unknown
    Writer:Unknown
  4. Background image for A Change of Pace in Placencia
    7.6/10(5 votes)

    #4 - A Change of Pace in Placencia

    S5:E2

    Atlanta-based Nicole and Michael are tired of spending their life sitting in traffic and want more time together in the sun and sand. Luckily, they have the flexibility to move their two home-run businesses to Placencia, Belize and fulfill their dream of a healthier outdoor lifestyle. With real estate broker Charmaine Voss, Michael and Nicole search for a home where they can find the perfect work-life balance.

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    Director:Unknown
    Writer:Unknown
  5. Background image for Starting Over In Vieques
    7.6/10(5 votes)

    #5 - Starting Over In Vieques

    S5:E6

    Jen has spent her life enduring the cold winters of Pittsburgh. Now that her two sons are grown and out of the house, she's ready to uproot her life and move to a warmer climate. After traveling to Vieques with a friend, she fell in love with the friendly people and beautiful scenery. She's decided to start over by finding a new job and a new house in this tropical paradise. With her best friend Jill and broker Lin Wetherby, Jen will have lots of help finding her dream in Puerto Rico.

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    Director:Unknown
    Writer:Unknown
  6. Background image for Branching Out In St. John
    7.6/10(5 votes)

    #6 - Branching Out In St. John

    S5:E11

    Andrew and Kelly are constantly busy making over the homes of clients in their New Jersey-based business. Now, they want to escape to St. John and find their dream home, a fixer-upper they can make their very own. Eric Bauman of USVI Sotheby's International Realty helps the couple search the lush green hillsides of St. John to find a home with enough land to expand, enough room for guests, and beautiful views.

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    Director:Unknown
    Writer:Unknown
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  8. Background image for Family Time On St. Thomas
    7.6/10(5 votes)

    #7 - Family Time On St. Thomas

    S5:E14

    When they first visited St. Thomas on a cruise many years ago, Kenny and Sheila noticed the U.S. courthouse on the island and Kenny, a public defender, realized he could move his family to a tropical paradise and keep his job. With a large blended family of four kids, plus Sheila's parents, the couple needs to find a house big enough for everyone, plus room for a pool and a gorgeous view. St. Thomas native Kerstin McConnell is up to the challenge of finding them the perfect home within their budget.

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    Director:Unknown
    Writer:Unknown
  9. Background image for A New Beginning In Belize
    7.2/10(5 votes)

    #8 - A New Beginning In Belize

    S5:E5

    Brian and Mary have worked their whole lives through the snowy winters in Maryland to save enough to resettle on Ambergris Caye in Belize. Now ready to make the move, they're excited to work with real estate broker Daniel Hartin to find a new home on the ocean--ideally one that comes with a small business that will enable them to share their new island lifestyle with visitors.

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    Director:Unknown
    Writer:Unknown
  10. Background image for Ride Like The Wind On Aruba
    7.2/10(6 votes)

    #9 - Ride Like The Wind On Aruba

    S5:E12

    When Jeff and Stephen met a decade ago they bonded over their hatred of Canadian winters. The couple quickly began researching locations with great weather and no hurricanes and discovered Aruba. They were sold as soon as they stepped off the plane. Real estate agent Brad Croes is on hand to help Stephen and Jeff find the perfect home on Aruba with both room for guests and a pool.

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    Director:Unknown
    Writer:Unknown
  11. Background image for From California to the Caymans
    6.8/10(5 votes)

    #10 - From California to the Caymans

    S3:E4

    A successful Los Angeles television executive, Sean works hard and has very little down time. His father, who recently passed away, grew up in the Cayman Islands. Sean spent his childhood visiting and is missing his island life and family. Taking the plunge, Sean has decided to start his own production company with an office in the islands and is buying a home to go with it!

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    Director:Unknown
    Writer:Unknown
  12. Background image for Brad and Meredith
    6.6/10(5 votes)

    #11 - Brad and Meredith

    S3:E12

    Denver couple Brad and Meredith are about to get married in Playa Del Carmen. The more time they spend in the Yucatan planning their wedding, the more they feel they want to stay forever. First on the to-do list: find a home!

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    Director:Unknown
    Writer:Unknown
  13. Background image for Buying in the Bahamas
    5.8/10(5 votes)

    #12 - Buying in the Bahamas

    S4:E12

    An escape from Michigan winters is sought by a contractor and his wife, who are hoping to find the perfect seafront fixer-upper in the Bahamas. Top on their wish list is awesome water access for a boat and swimming.

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    Director:Unknown
    Writer:Unknown
  14. Background image for St. Louis to St. Maarten
    5.4/10(5 votes)

    #13 - St. Louis to St. Maarten

    S6:E7

    St. Louis natives Beth and Steve have vacationed on St. Maarten for over 20 years, and are finally ready to make the destination their full-time home. Beth wants to learn as much as possible about local cuisine, while Steve is ready to set up his office near the pool where he can take in the beautiful views. They are both looking for an island oasis where they can find new adventures in the sun.

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    Director:Unknown
    Writer:Unknown
  15. Background image for Dave and Julie - St. Croix
    NaN/10(0 votes)

    #14 - Dave and Julie - St. Croix

    S1:E1

    Dave and Julie Sommer have moved from St Louis to St Croix, but their cramped apartment isn't ideal. They're working with a local real estate agent to find a home with a large garden.

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    Director:Unknown
    Writer:Unknown
  16. Background image for Corinne and Patrick -St. Croix
    NaN/10(0 votes)

    #15 - Corinne and Patrick -St. Croix

    S1:E2

    Corinne Farinola and Patrick Kralik found their own separate ways to the Caribbean from Pennsylvania and South Carolina respectively, but they fell in love with St. Croix and fell in love with each other. After renting a tiny apartment, the couple is now ready for the next step in their relationship and in their life together in St. Croix - buying a home together.

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    Director:Unknown
    Writer:Unknown
  17. Background image for Margi and Jessi - Vieques
    NaN/10(0 votes)

    #16 - Margi and Jessi - Vieques

    S1:E3

    Margi and Jessi La Porte have been living off the grid in cold Vermont winters for the majority of their lives. On a recent vacation to Vieques the couple completely fell in love with the island and decided to make their stay permanent. With the flexibility of Margi's work in internet technology and Jessi's work as a writer and artist, the two of them can live anywhere. So, why not live in Vieques? The La Portes turn to Rainbow Realty's Lin Wetherby and Gustavo Marin to help them find their own little piece of paradise on the beautiful island of Vieques, Puerto

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    Director:Unknown
    Writer:Unknown
  18. Background image for Cliff and Janine - Sint Maarten
    NaN/10(0 votes)

    #17 - Cliff and Janine - Sint Maarten

    S1:E4

    Cliff and Janine Peek decided that the New England winters were no longer for them, so they packed up and headed for the Caribbean. The Peeks, who are avid boaters, were drawn to the huge yachting population in Sint Maarten and are hoping to find something on the Dutch side of the island. They particularly like this side of the island because of the blowing trade winds and the lack of property taxes on the Dutch side. They hope to find a place that's close to their boating activities as well as a quick drive to the French side where they like to shop and dine. The Peeks will have the expertise of broker Jonathan Schaede from Sunshine Properties to help them find their new island escape.

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    Director:Unknown
    Writer:Unknown
  19. Background image for Ona and Johnny - Sint Maarten
    NaN/10(0 votes)

    #18 - Ona and Johnny - Sint Maarten

    S1:E5

    Johnny Kelvin and Ona Struwer are world traveling DJs and have been to every corner of the planet entertaining and vacationing. They are ready to find a place to call home base and were drawn to Sint Maarten because of its warm, bright beaches and the overflowing energy from its people and culture. With some of Johnny's family living on the island, they decided that the Dutch Side was the place for them. Now they're searching for a home with enough room to set up a studio so they can continue to create body shaking beats while enjoying the surf and sun of Sint Maarten. So with the help of Island Real Estate Broker, Arun Jagtiani, Johnny and Ona look to find their own place to call home.

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    Director:Unknown
    Writer:Unknown
  20. Background image for From NYC to Puerto Rico
    NaN/10(0 votes)

    #19 - From NYC to Puerto Rico

    S1:E6

    Griselle and Steve Mucccilo have lived in Long Island for the past 17 years. After many years inthe high stress work life, they have decided to get off the rat race treadmill and move to Puerto Rico. They have spent time on all parts of the island and would like to relocate to Rincon to surf, do yoga and run around with their dogs.

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    Director:Unknown
    Writer:Unknown
  21. Background image for David and Laurie - Dominican Republic
    NaN/10(0 votes)

    #20 - David and Laurie - Dominican Republic

    S1:E7

    David and Laurie Hughes live in the hills of West Virginia, and now they have had enough. They long dreamed of making the leap to the topics and now the life they have imagined is coming true in the Dominican Republic.

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    Director:Unknown
    Writer:Unknown
  22. Background image for Caroline and Omar -San Juan, Puerto Rico
    NaN/10(0 votes)

    #21 - Caroline and Omar -San Juan, Puerto Rico

    S1:E8

    Omar Del Rio is from San Juan, Puerto Rico, and Caroline Crouch, his girlfriend, is from Chicago. These two lovebirds are in search of country life on the island paradise of Omar's hometown.

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    Director:Unknown
    Writer:Unknown
  23. Background image for Carl and Janna - Vieques
    NaN/10(0 votes)

    #22 - Carl and Janna - Vieques

    S1:E9

    Carl and Janna Halberg came on vacation to Vieques to escape the cold and snow of their Minnesota home towns. By the time they got back home the couple devised a plan that would allow them to live on the idyllic island all year round ? they bought a hotel, which they would live in and operate, and made the big move. Now that their Bravo Beach Hotel is up and running, they're ready to find a place away from their business that they can call their Caribbean home.

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    Director:Unknown
    Writer:Unknown
  24. Background image for Karrin and John -Punta Cana
    NaN/10(0 votes)

    #23 - Karrin and John -Punta Cana

    S1:E10

    Karrin and John Pecchia and their two little girls are moving to a land of sand, sun and fun to enjoy Punta Cana's sandcastles and palm trees.

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    Director:Unknown
    Writer:Unknown
  25. Background image for Doris  and Don From Alberta to St Lucia
    NaN/10(0 votes)

    #24 - Doris and Don From Alberta to St Lucia

    S1:E11

    Doris Jolicouer and Don Sommers fell in love in the military . They have been together ever since and are leaving the land locked life of Alberta, Canada for sand, sun and water of Island paradise that is St. Lucia.

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    Director:Unknown
    Writer:Unknown
  26. Background image for Neela and Jason -Turks and Caicos
    NaN/10(0 votes)

    #25 - Neela and Jason -Turks and Caicos

    S1:E12

    Jason Hanold and Neela Seenandan and their four sons are leaving behind the cold to start living the island life in Turks and Caicos.

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    Director:Unknown
    Writer:Unknown

Best Episodes Summary

"Unwinding In St. Maarten" is the best rated episode of "Caribbean Life". It scored 8/10 based on 5 votes. Directed by Unknown and written by Unknown, it aired on 3/27/2016. This episode scored 0.2 points higher than the second highest rated, "Swapping Florida For Vieques".