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Monday, July 15, 2024
HomeWorld MapArubaVisiting Every Island in the Caribbean: TPOL's Latest Trip Report

Visiting Every Island in the Caribbean: TPOL’s Latest Trip Report

Islands in Caribbean is part of the Rum Rum Caribbean Castaway Trip Report.

Are you tired of Trip Reports (see Writing Trip Reports: How Old Is Too Old?)? Here’s another one for you that started today after seeing my friend post a video of him in Rio for Carnaval (see Guns & Butter: Rio de Janeiro Travel Guide). Realizing that this Tuesday is Fat Tuesday and that I live in the Caribbean where so many amazing celebrations occur (see Despacito! TPOL Is Moving to Puerto Rico! Effective Inmediatamente), I decided that this was the perfect time to resume my exploration of neighboring islands (see Round the Atlantic Tour).

My first stop is a return to Trinidad (not Tobago) for what’s going to be three straight days of drinking, dancing, and eating (see Where to Eat And Drink in Trinidad). After that, I literally have no idea where I will go next because points flights from Port of Spain are either sold out on Ash Wednesday or ridiculously expensive. Courtesy of, here are the choices. It’s an interesting list because it denotes the islands’ sovereignty, and it provides me a new goal besides padding my country count list (see Where I’ve been).

  1. Anguilla: (Anguilla is a British overseas territory since 1980)
  2. Antigua and Barbuda
  3. Aruba (Aruba is a constituent country of the Kingdom of the Netherlands)
  4. Bahamas
  5. Barbados
  6. British Virgin Islands (BVI is a British overseas territory)
    • Tortola
    • Virgin Gorda
    • Anegada
    • Jost Van Dyke
  7. Caribbean Netherlands (also known as the BES islands are the three special municipalities of the Netherlands)
    • Bonaire
    • Sint Eustatius
    • Saba
  8. Cayman Islands (Cayman Islands is a British Overseas Territory since 1962)
  9. Cuba
  10. Curaçao (Curaçao is a constituent country of the Kingdom of the Netherlands)
  11. Dominica
  12. Dominican Republic
  13. Grenada
  14. Guadeloupe (France overseas territory since 1946)
  15. Haiti
  16. Jamaica
  17. Martinique (France overseas territory since 1946)
  18. Montserrat (Montserrat is a British Overseas Territory established since 1632)
  19. Puerto Rico (Puerto Rico is a territory of the United States since 1898)
  20. Saint Barthélemy (Saint Barthélemy is an overseas collectivity of France since 2007, having been previously a french colony since 1648, exchanged with Sweden in 1784 and sold back to France in 1878)
  21. Saint Kitts and Nevis
  22. Saint Lucia
  23. Saint Martin (France overseas territory)
  24. Saint Vincent and the Grenadines
  25. Sint Maarten (Sint Maarten is a constituent country of the Kingdom of the Netherlands)
  26. Trinidad and Tobago
  27. Turks and Caicos Islands (TCI are a British Overseas Territory)
  28. United States Virgin Islands: (USVI is a territory of the United States)
    • Croix
    • Saint John
    • Saint Thomas

The good news is that I haven’t been anywhere. The bad news is that I still need a yacht to get there in style.

a view of a body of water and islands from a hill
See you soon Trinidad


  1. I’m pretty sure that Haiti is not an island, so you can cover all of Hispaniola just by visiting the Dominican Republic.
    Also, you left out that cute little island with the Thai restaurant that’s just offshore at Sandals Royal Caribbean in MoBay. Of course the food is just okay at the restaurant, so it may not be worth a visit anyway.

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