Jamaica · SAILING

15 Sailing Trips in Jamaica to Give a Day To

52 tours  ·  from $70 a head

Every trip has one free day too few. These 15 sailing trips justify the slot, priced and timed so you can decide over breakfast and get back to the beach.

Reggae Catamaran and Snorkeling Open Bar Cruise Montego Bay - Cruising Montego Bay’s North Coast
Boat Tours in Montego Bay, Cruises & Boat Tours, Drinking Tours, Jamaica Reggae & Rastafari Tours, Montego Bay Tours, Sailing, Sailing Trips in Montego Bay, Snorkeling, Snorkeling Trips in Montego Bay, Tour Reviews

Reggae Catamaran and Snorkeling Open Bar Cruise Montego Bay

1.Reggae Catamaran and Snorkeling Open Bar Cruise Montego Bay

★★★★★★★★★★4.0 · 453 reviews · from $125Our pick

Review of Montego Bay’s reggae catamaran cruise, with snorkeling, open bar, DJ, hotel pickup, food, costs, tips, and honest drawbacks.

“Although it seemed to be over booked, we had a great time! Staff were very friendly, the DJ was awesome, drinks were endless, lines for provided items moved quickly. We definitely enjoyed ourselves and would do it again!”

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NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe Adults only ALL HOTELS - The catamaran ride along Seven Mile Beach
Boat Tours in Negril, Cruises & Boat Tours, Evening Experiences, Evening Tours in Negril, Negril Tours, Rick’s Cafe Tours, Sailing, Sailing Trips in Negril, Tour Reviews

NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe Adults only ALL HOTELS

Catamaran Cruise Full Day Tour to Reef, Caves and Negril Beach - Margaritaville Negril and Seven Mile Beach
Boat Tours in Ocho Rios, Cruises & Boat Tours, Full-Day, Ocho Rios Tours, Sailing, Tour Reviews, Tours

Catamaran Cruise Full Day Tour to Reef, Caves and Negril Beach

Catamaran Cruise with Snorkeling and Dunn's River Falls - Snorkeling over a living reef
Boat Tours in Ocho Rios, Cruises & Boat Tours, Dunn’s River Falls Tours, Ocho Rios Tours, Sailing, Snorkeling, Tour Reviews

Catamaran Cruise with Snorkeling and Dunn’s River Falls

4.Catamaran Cruise with Snorkeling and Dunn’s River Falls

★★★★★★★★★★4.5 · 358 reviews · from $139

Review of Chukka’s Ocho Rios catamaran cruise, snorkeling, Dunn’s River Falls climb, lunch, pickup, rum punch, and practical tips.

“It was awesome ! We just went April 27th - the lunch was great the snorkeling was great Dunns River Falls was amazing- the whole experience was top notch and the crew was also fun and friendly!!! Me and my friends had a blast I genuinely wanted to write a review and let everyone know to book this excursion! It’s fully worth it - see my pictures”

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Party Catamaran: OpenBar, Music, Negril Beach, Caves, Snorkeling - Your first taste of Negril at Margaritaville
Boat Tours in Montego Bay, Cruises & Boat Tours, Montego Bay Tours, Sailing, Sailing Trips in Montego Bay, Snorkeling, Snorkeling Trips in Montego Bay, Tour Reviews

Party Catamaran: OpenBar, Music, Negril Beach, Caves, Snorkeling

Dunn's River Catamaran Cruise From Ocho Rios - Snorkeling at a Protected Reef in Ocho Rios
Boat Tours in Ocho Rios, Cruises & Boat Tours, Dunn’s River Falls Tours, Ocho Rios Tours, Sailing, Tour Reviews

Dunn’s River Catamaran Cruise From Ocho Rios

6.Dunn’s River Catamaran Cruise From Ocho Rios

★★★★★★★★★★4.5 · 114 reviews · from $141

Sail from Ocho Rios to Dunn’s River Falls for snorkeling, a guided climb, open bar, snacks, and a lively DJ-led catamaran ride.

“We had a great experience on the cruise. From the Life Guards, Crew and DJ to the staff that guided us up the Dunn's River Falls and through the forest on the zip lines; we say "THANK YOU" for being so AWESOME! C U AGAIN SOON MONN!!!”

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Montego Bay: Reggae Sunset Catamaran Cruise - What the three-hour itinerary feels like
Boat Tours in Montego Bay, Cruises & Boat Tours, Evening Experiences, Evening Tours in Montego Bay, Jamaica Reggae & Rastafari Tours, Montego Bay Tours, Sailing, Sailing Trips in Montego Bay, Tour Reviews

Montego Bay Reggae Sunset Catamaran Cruise

7.Montego Bay Reggae Sunset Catamaran Cruise

★★★★★★★★★★4.0 · 99 reviews · from $125

Montego Bay’s reggae sunset catamaran pairs Caribbean views, an open bar, DJ music, snacks, and hotel transport, with crowding and weather caveats.

“I was disappointed with Viator. I purchased my husband's tickets. When the driver arrived he was not on the list. It took 15 minutes for the driver to finally get the ok. His name did not appear on the list until we were getting on the boat. It was embarrassing, and an inconvenience!”

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Montego Bay: Reggae Catamaran 18+ Cruise with Open Bar - Hotel pickup makes the start easier
Boat Tours in Montego Bay, Cruises & Boat Tours, Drinking Tours, Jamaica Reggae & Rastafari Tours, Montego Bay Tours, Sailing, Sailing Trips in Montego Bay, Tour Reviews

Montego Bay: Reggae Catamaran 18+ Cruise with Open Bar

Montego Bay Private Yacht Tour with Open Bar and Lunch - Cruising Montego Bay Harbor
Boat Tours in Montego Bay, Cruises & Boat Tours, Drinking Tours, Lunch Experiences, Montego Bay Tours, Private, Sailing, Sailing Trips in Montego Bay, Tour Reviews, Tours

Montego Bay Private Yacht Tour with Open Bar and Lunch

9.Montego Bay Private Yacht Tour with Open Bar and Lunch

★★★★★★★★★★5.0 · 67 reviews Top rated

Cruise Montego Bay by private yacht with snorkeling, local bites, an open bar, and attentive crew on a flexible four-hour charter.

“The best yacht experience I’ve ever had! They made me feel extremely special by decorating the yacht and getting me a birthday cake! I definitely recommend booking with them? And when I return I will definitely book again!”

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Boat Tours in Negril, Cruises & Boat Tours, Falmouth Tours, Negril Tours, Sailing, Sailing Trips in Negril, Tour Reviews

From Falmouth/Ocho Rios: Negril Beach and Catamaran Cruise

PARTY Catamaran Cruise with Snorkeling Rick's Cafe ADULTS ONLY - Snorkeling at Sandy Cove Reef
Boat Tours in Negril, Cruises & Boat Tours, Negril Tours, Rick’s Cafe Tours, Sailing, Sailing Trips in Negril, Snorkeling, Snorkeling Trips in Negril, Tour Reviews

PARTY Catamaran Cruise with Snorkeling Rick’s Cafe ADULTS ONLY

11.PARTY Catamaran Cruise with Snorkeling Rick’s Cafe ADULTS ONLY

★★★★★★★★★★3.5 · 26 reviews · from $88

Review of Negril’s adults-only catamaran cruise with snorkeling, unlimited drinks, Margaritaville, Rick’s Café, transfers, and sunset views.

“This was terrible. We got dropped off. No one old us we had to go through the water in order to get to boat. All our jeans got wet. The water was choppy and waves were bad. We got to ricks cafe and they couldn’t let us get off. Back to margaritaville and had to wait on driver who came an hour later.”

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Private Yacht Party Boat Rental Excursion in Ocho Rios, Jamaica - Swimming and snorkeling along the Ocho Rios coast
Boat Tours in Ocho Rios, Cruises & Boat Tours, Ocho Rios Tours, Private, Sailing, Tour Reviews, Tours

Private Yacht Party Boat Rental Excursion in Ocho Rios, Jamaica

12.Private Yacht Party Boat Rental Excursion in Ocho Rios, Jamaica

★★★★★★★★★★5.0 · 22 reviews

Review of a private 55-foot yacht party in Ocho Rios with snorkeling, swimming, a DJ, drinks, and flexible cruise times.

“Was an absolute amazing day! Vaughn and the crew were so friendly, kind, and wanted to ensure we had the best day out ever. It was the perfect perfect day to celebrate our daughter‘s 21st birthday as a family of five. I was beyond impressRead more”

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3.5hr Private Catamaran Cruise with Snorkeling, DJ, Bar, Food - From Freeport to Montego Bay’s Hip Strip
Cruises & Boat Tours, Drinking Tours, Food, Food & Drink, Private, Sailing, Snorkeling, Tour Reviews

3.5hr Private Catamaran Cruise with Snorkeling, DJ, Bar, Food

13.3.5hr Private Catamaran Cruise with Snorkeling, DJ, Bar, Food

★★★★★★★★★★5.0 · 20 reviews

Review of Montego Bay’s private catamaran cruise with snorkeling, DJ, open bar, snacks, and stops at Marine Park and Doctor’s Cave Beach.

“CJ and the crew were amazing, my wife loved the the surprise. The crew made sure everything went according to plan on our cruise and they were the ultimate professionals...The Dj, bartenders, and lifeguards provided great service!! Would recommend you check em out!”

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Sail Away in Montego Bay on a Private Catamaran - Snacks, Jamaican patties, and the Tipsy Gypsy
Boat Tours in Montego Bay, Cruises & Boat Tours, Montego Bay Tours, Private, Sailing, Sailing Trips in Montego Bay, Tour Reviews

Sail Away in Montego Bay on a Private Catamaran

4hr Private Luxury Yacht with Snorkeling, DJ, Bar, Food - A DJ, bartender, and plenty of room to relax
Cruises & Boat Tours, Drinking Tours, Food, Food & Drink, Private, Sailing, Snorkeling, Tour Reviews, VIP

4hr Private Luxury Yacht with Snorkeling, DJ, Bar, Food

15.4hr Private Luxury Yacht with Snorkeling, DJ, Bar, Food

★★★★★★★★★★5.0 · 19 reviews

Review of Montego Bay’s private 47-foot yacht cruise with snorkeling, DJ, premium bar, food, and practical value advice for groups.

“The crew was amazing, everyone was really nice and made us feel so welcomed. One of my friends is in the wheelchair , the men carried her everywhere she wanted to go . I can’t explain how nice the captain was . It was worth every penny we spent!”

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