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Tours to the Caribbean

An Explore trip to the Caribbean gives an authentic view of life on these laid-back idyllic islands. Choose a Caribbean adventure vacation for walking, birdlife, watersports and culture.


Ways to explore Caribbean

Discovery

Cycling

Family

Discover our Caribbean tours

The Caribbean way of life is laid-back and easygoing. Take some time out and switch off with a small group tour to the Caribbean. 

Relax on pristine white-sand beaches and dance the night way in the streets of Havana on our Cuba small group tours. Renowned for its colonial grandeur, retro Cadillac cars, lively salsa music and spicy rum cocktails, a trip to Cuba will transport you into a bygone era full of zest and laid-back charm. Head out into the lush plains of Topes de Collantes Nature Reserve Park to camp in the wilderness under the stars, and pedal into the Viñales Valley to visit vast coffee and banana plantations. 

The Caribbean island of Jamaica may be well known for its beach resorts, but our small group Jamaica discovery tours take you away from the tourist hot-spots to show you a more authentic side of this tropical paradise. Explore the lush forests of the Blue Mountains National Park, swim in the secluded turquoise waters of Frenchman’s Cove and savor locally-cooked jerk chicken washed down with a bottle of Jamaican Red Stripe beer. 

Our most popular Caribbean tours

Cuba Discovery Trip code CL
Best seller
Discounted
Best Seller
Refreshed itinerary
15 Days
Was From US$2770
Now from
US$2300
Flights not included
Cuba Cycling Trip code CCC
Discounted
15 Days
Was From US$2910
Now from
US$2300
Flights not included
Cuba Family Trip code FCLT
Best seller
Child Ages: 7+
15 Days
Price from
US$2240
Flights not included
Jamaica Discovery Trip code JAM
10 Days
Price from
US$3370
Flights not included
Best seller
Discounted
10 Days
Was From US$2540
Now from
US$1540
Flights not included

An adventure travel company you can trust

There's a reason why 98% of customers say they'd book an adventure with us again.

Unforgettable experiences

From big wows to hidden gems, our tours leave you feeling that you've really explored.

Expert tour leaders

Chosen for their great knowledge of your destination and a passion to make your trip extraordinary.

Small group tours

Average groups of 11; solos, couples and friends, united by a desire for authentic experiences.

Responsible at heart

How we operate sets us apart; our flexible booking policy, our loyalty scheme & sustainable approach.

See All destinations in Caribbean

The best time to visit the Caribbean is during November and March. The hurricane season falls loosely between August and early November. Earlier than this, from April to August, it is intensely hot and humid with temperatures reaching the early 100 Farenheight. While it is possible to visit the islands during this time, the most pleasant season to visit the Caribbean is November to March, when temperatures are cooler and there is less chance of rain. 

It can rain in the Caribbean at any time of year, so its best to be prepared for all weathers - but usually downpours are brief, and a welcome hit of cool in the heat.