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All listings in Caribbean

Awesome tours in the Caribbean.

4.9
(5,221 Reviews)

Page 30 of 30720 listings

Explore Underwater World in Providencia, Colombia
Tours in San Andrés and Providencia · 6 guests

Explore Underwater World in Providencia, Colombia

New
$80/hour
Enjoy The Thrills Of Kitesurfing In Virgin Gorda, British Virgin Islands
Adventures in Virgin Gorda · 3 guests

Enjoy The Thrills Of Kitesurfing In Virgin Gorda, British Virgin Islands

New
$150/hour
Enjoy your trip in Danaya! Amazing Snorkeling Trip Adventure
Powerboats in El Cortecito · 18 guests

Enjoy your trip in Danaya! Amazing Snorkeling Trip Adventure

New
$200/hour
Instant Book
Private Tour Boat for 6 people in Fajardo
Powerboats in Fajardo · 6 guests

Private Tour Boat for 6 people in Fajardo

New
$175/hour
Instant Book
A Five-Stars Escape to Paradise
Events in Fajardo · 6 guests

A Five-Stars Escape to Paradise

New
$250/hour
Instant Book
Canal Partial Transit Tour in Panama
Events in Panama City · 200 guests

Canal Partial Transit Tour in Panama

New
$1,800/day
Excursions Sea Kayaking In Sainte Rose, Guadeloupe
Adventures in Sainte Rose · 1 guest

Excursions Sea Kayaking In Sainte Rose, Guadeloupe

New
$163/hour
Best Deal: Boston Whaler Experience
Powerboats in Deerfield Beach · 8 guests

Best Deal: Boston Whaler Experience

New
$100+/hour
Speedboat Charter and Snorkeling in Western Tobago
Tours in Buccoo · 4 guests

Speedboat Charter and Snorkeling in Western Tobago

New
$65/hour
' Center Console in Frigate Bay
Basseterre · 6 guests

' Center Console in Frigate Bay

New
$113/hour
Diving Boat Rental In Rodadero, Colombia
Powerboats in Gaira · 10 guests

Diving Boat Rental In Rodadero, Colombia

New
$180/day
Bird Watching Tour by Boat in Panama
Tours in Panamá Oeste · 8 guests

Bird Watching Tour by Boat in Panama

New
$97/hour
26ft Sea Ray Sundeck for Incredible Miami Experience!
Powerboats in Miami · 11 guests

26ft Sea Ray Sundeck for Incredible Miami Experience!

New
$135/hour
Instant Book
Scuba Lessons In Diego Martin Regional Corporation, Trinidad and Tobago
Tours in La Retraite · 5 guests

Scuba Lessons In Diego Martin Regional Corporation, Trinidad and Tobago

New
$156/hour
"Taonaba" Eco Tours on Houseboat in Deshaies, Guadeloupe
Tours in Deshaies · 20 guests

"Taonaba" Eco Tours on Houseboat in Deshaies, Guadeloupe

New
$232/hour
Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise
Sailing in West Bay · 12 guests

Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

5.0
Snoozed - Active 10 Aug 2026
Private Tours~ Snorkeling at Palomino & Icacos Islands- Grady White 27'
Powerboats in Fajardo · 6 guests

Private Tours~ Snorkeling at Palomino & Icacos Islands- Grady White 27'

5.0
Superowner
Best of 2025
Snoozed - Active 02 Sep 2025
Grady White 33' - Palomino/Icacos - Culebra Vieques (Up to 10 people)
Powerboats in Fajardo · 10 guests

Grady White 33' - Palomino/Icacos - Culebra Vieques (Up to 10 people)

4.7
Snoozed - Active 02 Jan 2026
41ft Metta Sailing Catamaran in Turks and Caicos Islands
Sailing in Leeward Settlement · 12 guests

41ft Metta Sailing Catamaran in Turks and Caicos Islands

5.0
Snoozed - Active 08 Oct 2025
When Only the Best Will Do!
Powerboats in Key Largo · 6 guests

When Only the Best Will Do!

5.0
Snoozed - Active 02 Oct 2025
Experience Luxury on a 2023 35' Sportsman in Pompano Beach
Powerboats in Pompano Beach · 11 guests

Experience Luxury on a 2023 35' Sportsman in Pompano Beach

New
Snoozed - Active 02 Oct 2025
Private 65ft Catamaran for Charter Trips in Montego Bay
Sailing in Montego Bay · 40 guests

Private 65ft Catamaran for Charter Trips in Montego Bay

New
Snoozed - Active 02 Nov 2025
Private Yachting & Adventure Tours in Paradise
Events in West Bay · 25 guests

Private Yachting & Adventure Tours in Paradise

New
Snoozed - Active 17 Oct 2025
Lagoon 420 Hybrid Eco Friendly Electric Catamaran
Sailing in Guna Yala Comarca · 4 guests

Lagoon 420 Hybrid Eco Friendly Electric Catamaran

New
Snoozed - Active 31 Mar 2026

Tours Reviews in Caribbean

  1. TW

    Terry

    41ft Metta Sailing Catamaran in Turks and Caicos Islands

    A perfect day on the Metta. After messaging about our grandkids interests, the captain took us to the boat wreck to snorkel and then to a great coral reef! Snacks, drinks and gear were provided and they were very helpful. Last, we swam and played on the most beautiful beach and the kids saw iguanas! Great hosts! We will book the Metta again!

  2. Dennese

    Dennese

    Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

    Sailing with Captain James was a dream!! You will not regret this experience! Not only is he hospitable, he is full of life and passion which only made our trip better. We enjoyed every part of our trip the only sad part was that we didn’t book longer. 100/10 would book with Captain James again!!

  3. KM

    Kelley

    Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

    If you’re looking for a unique and fun way to celebrate a special occasion, or just want to take advantage of the beautiful weather and get out on the water, this is it! I booked a Sunday afternoon trip with friends to celebrate my 36th birthday and it absolutely exceeded my expectations. Captain James was communicative and professional leading up to the trip; he’s a skilled captain and a joy to be around. His catamaran is clean and safe, and equipped with everything you could need, including a sound system and bumpin’ playlist! I will absolutely be booking with him again.

  4. CC

    Catie

    Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

    Our experience with James was nothing short of incredible! We booked a short rental for our engagement pictures session, and James’ boat was beautiful, immaculate, and incredibly picturesque. James was quick and incredibly safe as well as a very skilled captain who accommodated multiple pick ups/drop offs for our shoot and did everything in his power to get the pictures we wanted. We would recommend him for photography or a nice sailing day - we will definitely be back!

  5. SP

    Sydney

    Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

    We truly could not have asked for a more perfect sailing experience with Captain James!! Our time on the water was so fun thanks to his warmth, hospitality, knowledge, and love for sailing. Our group (including a toddler) loved experiencing the DC area all the way to Mount Vernon. We surprised our friend for her birthday and it was the most fun. I highly recommend this for any and every group looking for a different experience around DC!

  6. JM

    Jennifer

    Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

    I cannot recommend James enough for his incredible catamaran trip! From start to finish, he went above and beyond to ensure we had the best experience possible. His knowledge of the local area and marine life was truly impressive, and he shared fascinating insights throughout the journey. The boat itself was luxurious and well-maintained, providing a comfortable and enjoyable ride. James's passion for sailing shone through in his attentive service and expert navigation skills. He took us to some breathtaking spots that we never would have discovered on our own. Overall, this 5-star review is well-deserved, as James surpassed all expectations and provided an unforgettable adventure that left us feeling exhilarated and grateful. I highly recommend booking a trip with him - you won't be disappointed!