Caribbean Cruises, Sailing & Water Tours

Caribbean Cruises, Sailing & Water Tours

Cruises, Sailing & Water Tours

Only Show: Day Cruises | Dolphin & Whale Watching | Night Cruises | Sailing Trips | Submarine Tours

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San Juan Snorkel and Picnic Cruise

5 star rating: Highly Recommended 389 Reviews

Relax and unwind on a leisurely catamaran sail to Icacos, a deserted island paradise off the coast of San Juan, with miles of white sand beaches and crystal ...  Read more

Location: San Juan, Puerto Rico
Duration: 8 hours 30 minutes (approx.)

From USD $94.99

Culebra Day Trip by Catamaran from Fajardo

4.5 star rating: Recommended 32 Reviews

Let a high-speed catamaran zoom you to one of the 10 top beaches in the Caribbean! This day trip from Fajardo takes you across pristine waters to a beautiful ...  Read more

Location: Fajardo or San Juan, Puerto Rico
Duration: 6 hours (approx.)

From USD $95.99

Catamaran Cruise to Saona Island from Punta Cana

4.5 star rating: Recommended 122 Reviews

Relax on the beach, enjoy the crystalline waters or explore the tropical surrounds on a relaxing catamaran cruise to Saona Island. White sandy beaches, ...  Read more

Location: Punta Cana, Dominican Republic
Duration: 10 hours (approx.)

From USD $95.19
$128.99 Save $33.80

Punta Cana Combo Tour: Off-Road Buggy and Catamaran with Lunch

5 star rating: Highly Recommended 12 Reviews

Explore land and sea in Punta Cana by off-road buggy and catamaran—all in one day! With this full-day combo tour, experience the adrenaline rush of driving a ...  Read more

Location: Punta Cana, Dominican Republic
Duration: 8 hours (approx.)

From USD $134.99

Jamaica Catamaran Cruise to Dunn's River Falls from Ocho Rios or Montego Bay

5 star rating: Highly Recommended 15 Reviews

Cruise through the clear waters of the Caribbean aboard a spacious catamaran and discover where Dunn’s River Falls meets the sea. Snorkel over spectacular ...  Read more

Location: Ocho Rios or Montego Bay, Jamaica
Duration: 4 hours (approx.)

From USD $92.99

Black River, YS Falls and Appleton Rum Estate Day Trip from Negril

4.5 star rating: Recommended 51 Reviews

While Negril’s beaches are undeniably gorgeous, there’s more natural beauty to be found in Jamaica in addition to white-sand shores — discover the delights of ...  Read more

Location: Negril, Jamaica
Duration: 6-8 hours

From USD $89.99
$122.19 Save $32.20

Luminous Lagoon Night Cruise in Jamaica

3.5 star rating: Worth doing 85 Reviews

Visit Jamaica's fascinating Luminous Lagoon on a night cruise! Cruise around the glowing lagoon in a small boat at night with your expert guide and go for a ...  Read more

Location: Montego Bay, Ocho Rios and Negril, Jamaica
Duration: Varies

From USD $58.99

Grand Cayman Catamaran Cruise with Snorkeling at Stingray Sandbar and Reef

5 star rating: Highly Recommended 13 Reviews

What better way to discover the amazing underwater world of Grand Cayman than aboard a luxury catamaran? Set sail and visit the exciting Stingray City Sandbar, ...  Read more

Location: George Town, Grand Cayman
Duration: 3- to 4-hours

From USD $79.99

Punta Cana Pirate Ship Cruise with Dinner

5 star rating: Highly Recommended 6 Reviews

Enjoy an interactive evening of swashbuckling fun on a pirate ship cruise from Punta Cana. Set sail with a pirate captain and crew as you and your family are ...  Read more

Location: Punta Cana, Dominican Republic
Duration: 3 hours (approx.)

From USD $148.99

Anguilla Day Trip from St Maarten

5 star rating: Highly Recommended 45 Reviews

Discover the paradise beaches of Anguilla on this full-day trip from St Maarten. Sail aboard a catamaran and stop at Sandy Island, one of Anguilla’s offshore ...  Read more

Location: Simpson Bay, St Maarten
Duration: 8 hours (approx.)

From USD $113.99

Day Trip to the Island of Prickly Pear from St. Martin

5 star rating: Highly Recommended 49 Reviews

Any trip to St. Martin would not be complete without a day trip to the gorgeous and unspoiled island of sun and sand - 'Anguilla', and her unparalleled sister ...  Read more

Location: Simpson Bay, St Maarten
Duration: 8 hours (approx.)

From USD $109.99

Small-Group Day Sail in St Maarten

5 star rating: Highly Recommended 3 Reviews

Sail in the Caribbean paradise of St Maarten on a 5-hour cruise including homemade lunch and unlimited drinks from a top shelf open bar. Relax on a cushioned ...  Read more

Location: Simpson Bay, St Maarten
Duration: 5 hours (approx.)

From USD $108.99

Aruba Sunset Catamaran Cruise

5 star rating: Highly Recommended 66 Reviews

Experience Aruba's spectacular sunset aboard a luxury catamaran. Enjoy views of Palm Beach from the open water as you sip a cocktail and watch the stars come ...  Read more

Location: Aruba
Duration: 2 hours (approx.)

From USD $48.99

Stingray City Experience from Grand Cayman

4.5 star rating: Recommended 11 Reviews

Visit Stingray City — one of the Cayman Islands’ top attractions — on this 3-hour morning or afternoon tour. Accessible only by boat or other watercraft, ...  Read more

Location: George Town, Grand Cayman
Duration: 3 hours (approx.)

From USD $39.99

Puerto Plata Luxury Yacht Cruise to Punta Rusia and Cayo Paraiso

Capture a piece of paradise on this adventure-filled day trip from Puerto Plata! It’s all about sand and sea aboard a luxury yacht, speedboat and banana boat, ...  Read more

Location: Puerto Plata, Dominican Republic
Duration: 12 hours (approx.)

From USD $158.99

Only Show: Day Cruises | Dolphin & Whale Watching | Night Cruises | Sailing Trips | Submarine Tours

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