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Caribbean Tours & Trips

Find the right tour for you going through the Caribbean. With 104 trips visiting places such as Cuba and Montserrat, the tours range in length from 3 up to 28 days. The most popular time to visit the Caribbean is November, which has the most number of tour departures.

104 trips through Caribbean with 690 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

  • "My husband and I joined Cuban Adventures for the Original Cuba Tour in June/July"
    8 Day Original
  • "Guide: David I really liked my trip to Cuba, and I can say the guide makes the difference!"
    15 Day Original
  • "Our guide, Roger (? sp.), was knowledgeable, had a lovely sense of humour, and was"
    Best of Cuba
  • "By far the best holidays I've ever had. Cuba is beautiful, musical, and addictive!"
    Cuban Rhythms
  • "Awesome tour!! We had the best CEO, Nadya, such a sweet girl and always willing to"
    Cuba Colonial
  • "My trip to Cuba with Jakera turned out to be a life changing experience! I went with"
    Learn Spanish, Dance & Culture - 14 days