Sailing

JAMAICA

15 Best Sailing Tours In Jamaica

Jamaica's classics.

Our pick of the 15 best sailing tours in Jamaica. What each one is really like, who you go with, and what it costs.

15 Best Sailing Tours In Jamaica

NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe Adults only ALL HOTELS

NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe Adults only ALL HOTELS - Getting to the Boat: Pickup, Timing, and the Water-Walk Detail

1.NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe Adults only ALL HOTELS

Most Popular★ 4.0

Negril sunset catamaran with open bar, guided snorkeling at Sandy Cove Reef, and a Rick’s Cafe cliff-jump sunset stop. Pickup included.

“The music, MC, DJ were all very entertaining and kept the party going. The drinks are ok. However, a 4-5 hour catamaran cruise with like 10 bags of chips is not light snacks. They must do better with snacks offering more and better. They ran out of chips within 5 minutes of the trip starting.”

390 reviewsFrom $88.00by Island Cruises & Tours

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

Catamaran Cruise Full Day Tour to Reef, Caves and Negril Beach - Getting There From Ocho Rios: The Part You Should Plan For

Catamaran Cruise with Snorkeling and Dunn’s River Falls

Catamaran Cruise with Snorkeling and Dunn's River Falls - Snorkeling Over Living Coral: What You Can Expect Day-By-Day

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

★ 4.5

Half-day catamaran cruise from Ocho Rios with snorkeling, a guided Dunn’s River Falls climb, lunch, and rum punch on the return sail.

“Loved the staff on the Catamaran. Chukka was awesome. I do wish they had rinsed the floor off while we were climbing the Falls, it was covered in hair and it would have been nicer to have it rinsed as we were all barefoot.”

358 reviewsFrom $139.00by Chukka Caribbean Adventures

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

Party Catamaran: OpenBar, Music, Negril Beach, Caves, Snorkeling - Margaritaville Negril and 7 Mile Beach: your best chance to actually relax

Dunn’s River Catamaran Cruise From Ocho Rios

Dunn's River Catamaran Cruise From Ocho Rios - Snorkeling on a Protected Reef: Equipment Is Included, So Pack Smart

Montego Bay Reggae Sunset Catamaran Cruise

Montego Bay: Reggae Sunset Catamaran Cruise - DJ music all the way back: the party side of sunset

Montego Bay: Reggae Catamaran 18+ Cruise with Open Bar

Montego Bay: Reggae Catamaran 18+ Cruise with Open Bar - Getting From Your Hotel to the Boat (and Why Timing Feels Different)

Montego Bay Private Yacht Tour with Open Bar and Lunch

Montego Bay Private Yacht Tour with Open Bar and Lunch - Harbor cruise, then Hip Strip lunch: how the itinerary keeps everyone happy

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

★ 5.0

Private Montego Bay yacht tour with open bar, snorkeling at the Marina, and lunch near the Hip Strip, plus a cruise to the Fish and Bird Sanctuary.

“This was my first time in Jamaica and this tour definitely was memorable ! I booked this tour for my birthday and it definitely did not disappoint. My friends and family had so much fun ! The Captain Owen , Reynaldo and Shauna are so professional and made sure they had the great time !…”

67 reviewsFrom $2,500.00by Soma Yachts

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From Falmouth/Ocho Rios: Negril Beach and Catamaran Cruise

From Falmouth/Ocho Rios: Negril Beach and Catamaran Cruise - The bus ride: plan for time and comfort

9.From Falmouth/Ocho Rios: Negril Beach and Catamaran Cruise

★ 4.2

Negril Beach plus a party catamaran: snorkel gear, open bar, live music, and a golden-hour stop at Ricks Cafe from Falmouth or Ocho Rios.

“A excursão no geral foi boa. Para quem saí de ocho rios dizer que a viagem é super cansativa, são 4h30 até chegar a negril e o autocarro não é confortável. O condutor teve uma condução um pouco perigosa, mas acho que se não tivesse sido assim demoraríamos 5h a chegar. Tudo correu como planeado,…”

33 reviews7 hoursFrom $110by Holiday Services

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PARTY Catamaran Cruise with Snorkeling Rick’s Cafe ADULTS ONLY

PARTY Catamaran Cruise with Snorkeling Rick's Cafe ADULTS ONLY - Where you meet at 2:30 pm, and how the transfers really work

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

★ 3.5

Adults-only Negril catamaran with unlimited drinks, snorkeling at Sandy Cove Reef, and a Rick’s Café sunset plus cliff jumping. Transfers included.

“Let me start by saying that parts of this experience were fun, but overall, this was not what I expected or would have knowingly signed up for. Buckle up—literally and figuratively. The transportation from my resort (RIU Montego Bay) to the Read more”

26 reviewsFrom $88.00by Island Cruises & Tours

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Private Yacht Party Boat Rental Excursion in Ocho Rios, Jamaica

Private Yacht Party Boat Rental Excursion in Ocho Rios, Jamaica - The Best Part: Snorkeling and Swimming Near Reefs and Beaches

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

★ 5.0

Private yacht party in Ocho Rios with DJ music, snorkeling stops near reefs and beaches, and a crew like Vaughn’s—up to 15 per group.

“This was the highlight of our vacation! The staff was amazing! Very attentive and made sure everyone was having a great time! Oh and make sure you get the rum punch!”

22 reviewsFrom $1,290.00by Aquarius Yacht

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Sail Away in Montego Bay on a Private Catamaran

Sail Away in Montego Bay on a Private Catamaran - Your 3-hour coastline plan, with real flexibility

12.Sail Away in Montego Bay on a Private Catamaran

★ 5.0

Private 3-hour catamaran sail from Doctor’s Cave Beach in Montego Bay with open bar, snorkeling, and the Tipsy Gypsy drink.

“Unbelievable service! Captain Peter went out of his way to ensure everyone was having a great time. He took photos of our group and shared them with us. He made sure one of our family members who was elderly was safe in the water at Read more”

20 reviewsFrom $1,850.00by Gypsy Sails

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Negril Catamaran: Adults Sunset Party with Drinks & DJ

Negril Catamaran: Adults Sunset Party with Drinks & DJ - From Margaritaville Negril to the first snorkel swim

Reggae Family Catamaran Cruise From Montego Bay

Reggae Family Catamaran Cruise From Montego Bay - Price and value: what $125 buys you in real terms

14.Reggae Family Catamaran Cruise From Montego Bay

★ 4.0

Family reggae catamaran from Montego Bay with a live DJ, adult open bar, and snorkeling stops with gear and instruction.

“Great crew! Amazing sites. Family loved snorkeling and crew made sure than even those of us that stayed on the catamaran got to see sone fish!!! Good food and drinks too!! Would definitely do it again!!”

19 reviewsFrom $125.00by Island Routes

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Montego Bay: Reggae Sunset Catamaran Cruise

Montego Bay: Reggae Sunset Catamaran Cruise - DJ music all the way back: the party side of sunset

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