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Top Caribbean On the Water

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1656 Caribbean On the Water | All Caribbean Tours

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Reggae Sunset Catamaran Cruise From Montego BayHalf-day Tours

Reggae Sunset Catamaran Cruise From Montego Bay

star-4
Set sail off the north coast of Jamaica at one of the best times of day—sunset—on a catamaran cruise from Montego Bay. Soak up the island vibes as you sway to the rhythms of reggae music, sip tropical cocktails from the open bar, and take in views of the Caribbean sunset from the water. Your tour includes a stop at Margaritaville Montego Bay for water activities. Plus, hotel pickup and drop-off is provided.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$99.00
From
US$99.00
Taking safety measures

Small-Group Catamaran Snorkel with Seafood Lunch Adults onlyHalf-day Tours

Small-Group Catamaran Snorkel with Seafood Lunch Adults only

star-5
Adults will enjoy the relaxed pace of this catamaran tour with snorkeling and swimming from Punta Cana. With the boat's capacity capped at 25 adults, the vibe will be sophisticated and intimate. Between snorkeling (using the provided equipment) and swimming, enjoy a seafood lunch and unlimited drinks from the open bar.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
US$114.00
From
US$114.00
Taking safety measures

St Lucia Full-Day Catamaran Sightseeing Cruise With SnorkelingDay Cruises

St Lucia Full-Day Catamaran Sightseeing Cruise With Snorkeling

star-4.5
Cruise around St Lucia aboard a catamaran named 'Tout Bagay' during this 8-hour excursion. With an expert captain and crew as your hosts, spread out on the deck for some sun and relaxation while sipping rum drinks from the open bar. Go ashore to explore sites like Morne Coubrail Estate (where you can opt to go ziplining), the sulphur springs, Toraille Waterfall and the quaint town of Soufriere. Use the provided snorkel equipment to explore the underwater world in Anse Cochon and Marigot Bay. Enjoy a Creole-style buffet and round-trip transportation from your hotel.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
US$125.00
From
US$125.00
Taking safety measures

Old San Juan Sunset SailDay Cruises

Old San Juan Sunset Sail

star-4.5
Float past hundreds of years of history and picturesque scenery during this 2-hour sunset sailing excursion in Old San Juan Harbor. Climb aboard the "Amazing Grace," a topsail schooner fashioned in the style of 19th-century American sailing vessels, for an unforgettable ride past the wonders of this historic area. As you sail you’ll enjoy up-close views of Old San Juan sights like El Morro fortress, La Fortaleza, Paseo la Princesa and more, all set aglow by the fading late afternoon light. A guide and complimentary beverages and snacks are all covered.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$95.00
From
US$95.00
Taking safety measures

Chukka's Catamaran Cruise to Dunn's River Falls from Ocho Rios or Montego BayDay Cruises

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

star-4.5
Sail through the Caribbean aboard a catamaran to the place where Dunn's River Falls empties into the sea. Stop to snorkel among schools of tropical fish and living coral. At Dunn's River Falls, climb the terraced pools to the top of the falls for spectacular views of the surrounding landscape. On the return catamaran voyage, enjoy rum punch and island music. Lunch, snorkel equipment and round-trip transportation from Ocho Rios or Montego Bay hotels are included.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
US$129.00
From
US$129.00
Taking safety measures

Sunset SailDay Cruises

Sunset Sail

star-4.5
At sunset, the Caribbean’s warm breezes complement stunning views. Take in the experience aboard a 54-foot catamaran sailboat complete with appetizers and alcoholic and non-alcoholic beverages. The trip is ideal for families, couples, and groups. You’ll return to the Marriott's Frenchman's Cove Dock in time for dinner.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$46.16
From
US$46.16
Taking safety measures

Ultimate Prickly Pear and Anguilla ExperienceDay Cruises

Ultimate Prickly Pear and Anguilla Experience

star-5
Sail by catamaran to Anguilla and Prickly Pear on this full-day adventure from St Maarten. Leaving from Simpson Bay, cruise over to the Prickly Pear Cays to snorkel among the tropical fish and abundant coral. Enjoy an open bar and snacks as you head for Anguilla to explore the undersea life there. Stop at a seaside restaurant for a traditional barbecue lunch, and toast the sunset with champagne on your way back to St Maarten's docks.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
US$133.00
From
US$133.00
Taking safety measures

Old San Juan Harbor SailDay Cruises

Old San Juan Harbor Sail

star-4.5
Float past more than 500 years of history and picturesque scenery during this 1.5-hour sailing excursion in Old San Juan Harbor. Climb aboard the ‘Amazing Grace,’ a topsail schooner fashioned in the style of 19th-century American sailing vessels, for an unforgettable ride past the wonders of this historic area. As you sail you’ll enjoy up-close views of Old San Juan sights such as El Morro fortress, La Fortaleza, and Paseo la Princesa. A guide and complimentary beverages and snacks are all covered.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$59.00
From
US$59.00
Taking safety measures

Catamaran Snorkel and Picnic Cruise from Fajardo or San JuanDay Cruises

Catamaran Snorkel and Picnic Cruise from Fajardo or San Juan

star-5
Get a taste of island life during this full-day catamaran cruise and snorkeling trip to a nearby nature reserve, where you explore the tropical isle of Icacos. Pretend you’re Jacques Cousteau as you snorkel among the area’s fantastic marine life, then stroll the deserted beaches of a protected island for some shell hunting and sunbathing. Along the way enjoy a buffet lunch, with included rum punch or piña coladas, plus optional hotel pickup and drop-off from select properties in San Juan.
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  • 8 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$83.00
From
US$83.00
Taking safety measures

Negril & Ricks Cafe Sunset Catamaran CruiseDay Cruises

SPECIAL OFFER

Negril & Ricks Cafe Sunset Catamaran Cruise

star-4
This tour combines a catamaran cruise, snorkeling excursion, and sunset stop at Rick's Cafe—allowing you to experience multiple island highlights in one day. Board a catamaran party boat at Margaritaville and cruise along Negril's coastline, stopping to snorkel at a coral reef and see tropical fish and maybe sea turtles or rays. A domestic open bar on board the boat and hotel pickup and drop-off are included.
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$60.35
US$71.00
US$10.65 savings
From
US$60.35
US$71.00
US$10.65 savings
Taking safety measures

Reggae Catamaran Cruise from Montego BayHalf-day Tours

Reggae Catamaran Cruise from Montego Bay

star-4.5
Dance to reggae rhythms and enjoy the cool blue Caribbean on this ‘floating party’ catamaran cruise, including stops to snorkel at a protected reef and join the lively scene at Margaritaville. Back on board, a DJ, unlimited drinks from the open bar, and Jamaican-style appetizers keep the energy going as you soak up stellar views of the island’s north coast. 
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$99.00
From
US$99.00
Taking safety measures

Sxm Luxury Catamaran Group Tour(cruise ship or sxm customers)Day Cruises

Sxm Luxury Catamaran Group Tour(cruise ship or sxm customers)

star-5
Spend the day cruising along St. Maarten’s shores on a luxury catamaran. Booking this tour in advance means you’re guaranteed some time out on the water, taking in the coastal sights, swimming, and snorkeling at your leisure. You’ll post up off of Maho Beach to see the planes take off and land, go fishing or kayaking, and enjoy lunch on board midday.
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  • 6 hours
  • Free Cancellation
From
US$186.00
From
US$186.00

Sunset Sail by San Juan Historical BayDay Cruises

Sunset Sail by San Juan Historical Bay

star-4.5
Go sailing and watch the sunset on a cruise from San Juan. Get great photo ops of Puerto Rico’s coastline and enjoy a comfortable sail on the Caribbean Sea. Your captain shares commentary about the region and provides complimentary drinks for your group of no more than six people.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$81.03
From
US$81.03
Taking safety measures

Aruba Happy Hour Sunset Sail with Food and DrinksDay Cruises

Aruba Happy Hour Sunset Sail with Food and Drinks

star-5
Watch the tropical Aruban sunset from aboard a 40-foot (12-meter) trimaran on this happy hour sunset cruise. Depart from Palm beach with an attentive captain and crew; relax on board while sipping drinks from the open bar and munching appetizers. Get your camera ready for the colorful sunset and feel free to ask questions about the area and the marine environment.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$59.99
From
US$59.99
Taking safety measures

All Inclusive Afternoon Sunset Snorkel TourSailing

All Inclusive Afternoon Sunset Snorkel Tour

star-4.5
Make multiple stops along Aruba's coast during this afternoon sail in Aruba. Step on board the sailboat and enjoy the coastal views of the white sand beaches on the way to snorkeling spots such as the Caribbean's largest shipwreck, Boca Catalina Bay, and Malmok Beach. Relax on board, dive in to snorkel using the included equipment, and sip tropical drinks from the open bar.
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  • 3 hours 30 minutes
  • Taking safety measures
From
US$70.77
From
US$70.77
Taking safety measures

Culebra Day Trip by Catamaran from FajardoDay Cruises

Culebra Day Trip by Catamaran from Fajardo

star-4.5
Cruise by high-speed catamaran to Culebra from Fajardo for a fun-filled day trip snorkeling, beach combing and sunbathing on this island paradise. Spend your morning exploring the fascinating undersea creatures that populate the island’s coral reefs before enjoying a buffet lunch complete with rum punch and piña colada refreshments. Then take the afternoon to relax and swim on the area’s perfect sugar-sand beaches, including Playa Flamenco and nearby Culebrita. Your excursion also includes snorkel equipment and offers optional round-trip transportation from hotels in Old San Juan, Condado or Isla Verde.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
US$114.00
From
US$114.00
Taking safety measures

Negril Beach & Catamaran Cruise with Ricks CafeDay Trips

Negril Beach & Catamaran Cruise with Ricks Cafe

star-3.5
Cruise along the coast of Jamaica to the waters off Rick's Cafe in Negril. Snorkel off the boat among coral and tropical fish or just stretch out on the boat's deck and sunbathe during this excursion from Negril. Enjoy unlimited drinks and reggae music while you watch the gorgeous Jamaican sunset from this luxury catamaran.
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  • 4 to 12 hours
  • Free Cancellation
  • Taking safety measures
From
US$75.00
From
US$75.00
Taking safety measures

San Juan Catamaran Sunset SailSailing

San Juan Catamaran Sunset Sail

star-5
Sail the calm, azure waters of San Juan Bay at sunset during a cocktail cruise. Enjoy a warm welcome aboard from your friendly captain and crew, then settle in for a scenic ride. Watch the island coastline glide by as the sun sinks toward the horizon. Sip a complimentary rum punch or sparkling wine with your family and friends and listen as your captain points out landmarks like El Morro Fort and San Juan Gate. Arrive back at the dock in time to continue your evening in San Juan.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$90.00
From
US$90.00
Taking safety measures

Montego Bay Catamaran Cruise and Snorkeling Tour from Montego BayHalf-day Tours

Montego Bay Catamaran Cruise and Snorkeling Tour from Montego Bay

star-4
Enjoy a fun-filled day aboard a luxury catamaran during a sailing adventure from Montego Bay. After pickup from your hotel, board a catamaran for an unforgettable day of drinking, dancing, and socializing with other partygoers. Opt to swim and snorkel in the warm Caribbean waters or relax on the catamaran's deck with a drink from the open bar. A stop at Jimmy Buffet's Margaritaville is also included.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
US$121.75
From
US$121.75
Taking safety measures

Sunset SailCity Packages

Sunset Sail

star-4.5
Sail aboard a luxury catamaran on this sunset cruise from Aruba. During this evening excursion, enjoy tropical cocktails as the sun dips below the horizon and the stars appear. Cruise up Aruba's stunning coastline and enjoy views of Palm Beach while snacking on complimentary appetizers. Get to know the boat's crew as it entertains you with storytelling, local music, and dancing.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$61.99
From
US$61.99
Taking safety measures

Private Speed Boat Charter to AnguillaDay Cruises

SPECIAL OFFER

Private Speed Boat Charter to Anguilla

star-5
Venture out from St. Maarten to the island of Anguilla on your own private speedboat. Charter a boat for the day and customize your own itinerary with the captain based on your interests and the weather conditions. Snorkel in the vibrant coral reef systems to discover native marine species, swim in the pristine turquoise waters, and soak up the warm Caribbean sun with a drink on hand.
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  • 1 day
  • Free Cancellation
From
US$534.93
per group
US$629.34
US$94.41 savings
From
US$534.93
per group
US$629.34
US$94.41 savings

Twilight Lagoon ExplorerDay Cruises

Twilight Lagoon Explorer

star-5
Sip Champagne and watch the sunset with this St Maarten cruise. Cozy up onboard a small yacht that's limited to just 12 passengers, and enjoy a selection of alcoholic beverages and tasty charcuterie while you watch they sky change colors. Admire views of the coastline as you end your day on this classy cruise.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$69.24
From
US$69.24
Taking safety measures

Private Luxury Snorkel Cruise:Coral Reef & Natural Swimming Pool from Punta CanaDay Cruises

Private Luxury Snorkel Cruise:Coral Reef & Natural Swimming Pool from Punta Cana

star-5
Charter a catamaran to explore the coast off Punta Cana with your friends and family on this 4-hour private excursion. Dive off the boat to interact with gentle stingrays or snorkel alongside schools of tropical fish and magnificent coral reefs. Stop at the natural swimming pool to relax and take in the scenery. Sip domestic drinks from the open bar while listening to music, dancing and playing games with your group. Choose between two boats. Use of snorkel equipment and round-trip transportation from Punta Cana hotels are provided.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
US$819.49
per group
From
US$819.49
per group
Taking safety measures

Half-Day Aruba Special Champagne Brunch CruiseDay Cruises

Half-Day Aruba Special Champagne Brunch Cruise

star-5
Combine a snorkeling excursion at Aruba's best snorkel spots (such as the sunken SS Antilla) with a Champagne brunch on this half-day cruise. Even beginner snorkelers can feel safe and comfortable given the snorkeling instruction and all included equipment. Brunch includes fresh food and pastries, as well as an open bar.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$79.99
From
US$79.99
Taking safety measures

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