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Caribbean Tours & Trips

Find the right adventure for you through Caribbean. We've got 25 tours going to Caribbean, starting from just 5 days in length, and the longest tour is 90 days. The most popular month to go is November, which has the highest number of tour departures.

25 Caribbean trips with 27 reviews

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Highlights

  • Put your dancing shoes on and move to the seductive rhythms of salsa, in one of Havana’s many sizzling salsa clubs.
  • Enjoy a sundowner, and listen to the hypnotic Afro-Cuban rhythm of Son music, in the colonial inspired city of Trinidad.
  • Experience spine-tingling excitement, as you listen to the tales of Che Guevara’s bravado at Santa Clara, Cuba.
  • Go swimming with sea turtles, and discover the secrets of pristine coral reefs, while snorkelling in the crystal clear archipelago that surrounds the British Virgin Islands.
  • Enjoy a heart-pounding and vibrant drum lesson by indigenous Rastafarian communities, in the heart of Jamaica’s verdant inland wilderness.
  • Feast your eyes on natural wonders, and listen to the alluring voices of nature as you follow the Waitukubuli National Trail in Dominica.
  • Discover the secrets of Haiti’s indomitable spirit, its vibrant culture and Voodoo folklore in the alleys and streets of Port-au-Prince.
  • Hit the waves at Puerto Rico’s Rincon Island, the Mecca of Caribbean surfing.

Tips

  • Get an intimate introduction to Cuban customs and traditional meals, by spending some time at a Cuban home stay.
  • Go ahead and try some Varadero rum and Havana Club rum, while in Cuba.
  • You can shop for high quality Cuban cigars that come in ornate cigar boxes.
  • Buy decorative pieces and amber jewellery in Dominica.
  • Sample some of Jamaica’s famous and flavoursome jerk chicken.
  • Head to Jamaica’s Kingston Town for the best live reggae music and calypso.
  • Haiti’s Iron Market is an excellent place to shop for paintings and other handicrafts in the local ‘naif’ style.
  • Most of the locals understand Spanish or English (Spanglish) on the islands of Puerto Rico, so you won’t find it difficult to communicate.

Caribbean Tours & Trips Reviews

  • "Yes... we knew we were going to have to buy food for meals but the way in which this..."
    Sailing the British Virgin Islands – Tortola to Tortola
  • "I am pleased with CharlieTheTraveler. The company planned a great trip to the Dominican..."
    Dominican Republic: See & Experience Almost it ALL in 6 Days, 1st Class Traveling

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