Caribbean Tours & Trips
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The best Caribbean tour packages
Compiled by
MelissaCaribbean travel expert at TourRadar
Sailing through the marvellous Caribbean
2 Reviews by TourRadar travelers“It's the best way to see the remote islands of St Lucia/St Vincent and learn the basics of sailing.”
Jessie, traveled in March 2024
The intimate yacht cruise sails from Martinique to Grenada's Carriacou, featuring Tobago Cays' protected reefs, Mustique's celebrity haunts, and St. Vincent's rainforests. Total costs around $1,800 includes 13 nights sailing with professional skipper guidance.
Duration 15 days Destinations Martinique, Saint Lucia, Saint Vincent and the Grenadines, Grenada Age Range 20 to 40 year olds Operated in English, German Operator sailwithus From
- US$1,886+$509 local payments
A 15-day voyage aboard Emerald Azzurra encompasses 8 diverse islands. French, British, and Dutch influences blend while guests enjoy premium amenities, included excursions, and personalized service from 72 crew members.
Duration 15 days Destinations Antigua and Barbuda, Guadeloupe, Virgin Island, British, Virgin Islands, U.S., Puerto Rico Age Range up to 90 year olds Operated in English Operator Emerald Cruises From $16,780
28% Off- US$12,110You save $4,670
The luxurious Emerald Azzurra visits seven distinct Caribbean harbors. French culture flourishes in Saint Barthélemy, volcanic Montserrat beckons explorers, and Culebra's crystal waters provide perfect conditions for water activities, all while savoring gourmet cuisine.
Duration 8 days Destinations Virgin Islands, U.S., Puerto Rico, Virgin Island, British, Antigua and Barbuda Age Range up to 90 year olds Operated in English Operator Emerald Cruises From $8,390
51% Off- US$4,115You save $4,275
Norwegian Dawn takes you through 7 iconic Southern Caribbean islands over 13 days. Included excursions feature Stingray City in Grand Cayman, Tortola's rum distillery, and Curacao's Hato Caves. Total costs around $3,000 with all activities and port tours included.
Duration 13 days Destinations USA, Dominican Republic, Virgin Island, British, Aruba, Jamaica, Cayman Islands Age Range 35 to 70 year olds Operated in English Operator Best Single Travel From
51% Off- US$2,989
Jamaica's Caribbean charm unfolds on this private 6-day tour costing around $4,000. Visitors climb Dunn's River Falls, venture into hidden caves, and ride horses along Negril Beach while staying at comfortable coastal hotels with daily breakfast included.
Duration 6 days Destinations Montego Bay, Ocho Rios, Negril Age Range 1 to 99 year olds Operated in English Operator Agate Travel From
51% Off- US$4,029
What people love about Caribbean Tours
- Sailing through the marvellous Caribbean
I loved this tour. It’s not a luxury cruise, you live aboard the boat and cook together. It’s managed by a German company, being non-German speaking I had no issues, the skipper and other crew members could speak English well. This is the best way to see the remote islands of St Lucia/St Vincent and learn the basics of sailing.
- Jamaica Highlights 7Days/ 6 Nights
I had the immense pleasure of embarking on a 7-day journey to the Bahamas, courtesy of Across Caribbean Excursions. From the moment our adventure began, I was captivated by the sheer beauty and vibrant atmosphere of the islands. The planning and organization were impeccable. Every detail, from the accommodations to the daily itineraries, was thoughtfully curated to ensure a seamless and enjoyable experience. The staff's professionalism and warmth added a personal touch that made the trip even more special. One of the highlights was the diverse range of activities. Whether it was exploring the lush landscapes, engaging in water sports, or simply relaxing on the pristine beaches, there was something for everyone. The excursions were well-organized, providing a perfect blend of adventure and relaxation. The cultural experiences were particularly enriching. We got to immerse ourselves in the local Bahamian culture, from the delicious cuisine to the lively music and dance. It was a delight to interact with the friendly locals and learn about their way of life. Above all, the stunning natural beauty of the Bahamas was breathtaking. The crystal-clear waters, exotic marine life, and picturesque sunsets were like scenes from a postcard.
- 7 Days/6 Nights Barbados Family Adventure
Take me back! ?. warm people, great food and beautiful beaches.. and ultimately, good customer service, ? keep up!
Travel Caribbean your way
Get ready to hoist the sails on a Caribbean sailing adventure. Whether you are island hopping or gliding along the coast, with 34 sailing vacation packages lasting from 3 days up to 22 days, we have made finding the right sailboat tour a breeze! Click here to see all sailing vacations.
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Top operators in Caribbean
- 4.5 (7 Caribbean reviews)
"Everything went very smoothly. Questions were answered quickly in advance. The sailing trip was fantastically beautiful and exactly what I had imagined. The route was determined by the crew and everyone was able to contribute their wishes. For me, it was a successful trip that was a lot of fun and relaxing. All in all, a clear recommendation!
- Tours
- 1 Caribbean tours
- Age range
- 20 to 40 years old
- Adventure type
- Sailing
- Response time
- 11h
- Response rate
- 83%
- Average price
- $189
- 4.5 (26 Caribbean reviews)
- Tours
- 26 Caribbean tours
- Age range
- 12 to 90 years old
- Adventure type
- Sailing
- Response time
- 26h
- Response rate
- 80%
- Average price
- $2770
- 5.0 (306 Caribbean reviews)
- Tours
- 6 Caribbean tours
- Age range
- 1 to 99 years old
- Adventure type
- Explorer
- Response time
- 1h
- Response rate
- 96%
- Average price
- $1153
Caribbean tours for every type of group
Who are you traveling with?
Group
83 tours in CaribbeanExplore Caribbean on a pre-planned itinerary and meet like-minded travelersSmall Group
23 tours in CaribbeanVisit Caribbean with fewer travelers, ensuring more immersive activities
- Itineraries between 4 days and 16 days
- Starting from $126 per day
Personalized
29 tours in CaribbeanCustomize your Caribbean itinerary to match your interests and pace.Private
24 tours in CaribbeanEnjoy the exclusivity of our private Caribbean tours, tailored to your own group, preferences and pace
Top Caribbean travel itineraries to fit your plans
Demographics
Discover unforgettable adventures designed for all ages! Whether you're young or young at heart, our adventures offer excitement and wonder for everyone.
- Solo Travelers77 tours All tours for Solo Travelers
- Couples47 tours All tours for Couples
- Seniors (50+)39 tours All tours for Seniors
Best time to visit Caribbean
- Spring 2025Spring brings perfect beach weather, fewer tourists, and colorful carnivals. Check out Sailing Week in Antigua and the Oistins Fish Festival in Barbados.
- March 2025 48 tours
- April 2025 popular 49 tours
- May 2025 43 tours
- Summer 2025Summertime is peak season for tourists and temperatures. Snorkel in the US Virgin Islands and attend Crop Over in Barbados, a huge celebration filled with music and dance.
- June 2025 43 tours
- July 2025 popular 44 tours
- August 2025 40 tours
- Fall / Autumn 2025Watch out for hurricanes, but enjoy lower prices and fewer tourists. See Santo Domingo and explore its rich history and relax on stunning beaches.
- September 2025 39 tours
- October 2025 popular 43 tours
- November 2025 35 tours
- Winter 2025 / 2026The mild winter offers vibrant festivals like Junkanoo, a parade celebrating Bahamian culture. Dive in clear waters off the Bahamas or go hiking in Puerto Rico’s El Yunque Rainforest.
- January 2025 45 tours
- February 2025 popular 47 tours
- December 2025 36 tours
Contact our Caribbean travel experts
Aaron
Expert in Caribbean at TourRadar
Aaron is one of our seasoned Caribbean Travel Experts. Reach out to us to get all your questions about Caribbean tours answered!
- Choose from 112+ Caribbean tours
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