booking tours made easy

Caribbean Tours & Trips

Find the right tour for you going through the Caribbean. With 98 trips visiting places such as Cuba and Dominican Republic, the tours range in length from 3 up to 28 days. The most popular time to visit the Caribbean is March, which has the most number of tour departures.

98 trips through Caribbean with 715 reviews

Sort by
Load more


  • 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.


  • 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

  • "The trip was awesome with best arrangement in accomadation and tour guide..."
    8 Day Original
  • "The 15 day original tour was great! It hits all the main places you want to go to in Cuba. Our guide, Osvaldo, was profe..."
    15 Day Original
  • "Fantastic trip! Spent just the right amount of time in each of the places we visited. Excellent tour leader Natalia, eas..."
    Best of Cuba
  • "The tour was amazing. Our guide Daniel told us everything we wanted to know about politics, historical, architectural si..."
    Cuban Rhythms
  • "The trip was good, but not special. It had some really nice parts, some good activities, but I could not name a real hig..."
    Cuba Colonial
  • "The tour itinerary was fantastic. There was enough time in each place and we really felt like we had a good opportunity..."
    Cubano Jazz