Jamaica · SAILING

The 15 Sailing Trips in Jamaica That Repay an Early Start

54 tours  ·  from $70 a head

The good sailing trips fill up while you are still deciding. Below: the 15 to book early, what each includes and where they differ.

Reggae Catamaran and Snorkeling Open Bar Cruise Montego Bay - Doctor’s Cave Beach and the 40-Minute Snorkel Stop
Bob Marley & Reggae Tours, Catamaran Cruises, Catamaran Cruises in Montego Bay, Cruises & Boat Tours, Drinking Tours, Montego Bay Tours, Sailing, 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, food, hotel pickup, and practical tips.

“My friends and I did this as a part of our girls' trip. 1000000/10. It was so fun!!! It exceeded our expectations. The crew was amazing, the snorkeling was fun, but the music and dancing were the highlight. Just such a great time. I can see myself doing this every time I go back to Jamaica.”

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NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe Adults only ALL HOTELS - Getting to the Catamaran Means Getting Wet
Catamaran Cruises, Catamaran Cruises in Negril, Cruises & Boat Tours, Evening Experiences, Evening Outings in Negril, Negril Tours, Ricks Cafe & Negril Beach Trips, Sailing, Tour Reviews

NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe Adults only ALL HOTELS

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

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

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

★★★★★★★★★★4.0 · 378 reviews · from $90

Review of Jamaica’s Negril catamaran cruise from Ocho Rios, with snorkeling, Seven Mile Beach, Rick’s Cafe, drinks, music, and sunset views.

“The whole experience was memorable. From the bus ride to magaritaville to the catamaran cruise to ricks cafe. I especially enjoyed snorkeling for the first time and jumping off the cliff at ricks cafe. Wow what a day it was.”

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Catamaran Cruise with Snorkeling and Dunn's River Falls - Snorkeling over the Caribbean reef
Catamaran Cruises, Cruises & Boat Tours, Dunns 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 Jamaica’s catamaran cruise to Dunn’s River Falls, with snorkeling, lunch, rum punch, transport, tips, costs, and practical advice.

“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 - Arriving at Margaritaville and 7 Mile Beach
Beach Day Trips, Catamaran Cruises, Catamaran Cruises in Montego Bay, Cruises & Boat Tours, Montego Bay Tours, Sailing, Snorkeling, Snorkeling Trips in Montego Bay, Tour Reviews

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

Dunn's River Catamaran Cruise From Ocho Rios - Sailing the north coast aboard the catamaran
Catamaran Cruises, Cruises & Boat Tours, Dunns 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

Review of the Dunn’s River catamaran cruise from Ocho Rios, with waterfall climbing, snorkeling, open bar, music, food, price, and tips.

“Excellent moment sur le catamaran, festive avec de la bonne musique et super équipe, snorkeling et le top gravire la cascade de dunn's juste magnifique”

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Montego Bay: Reggae Sunset Catamaran Cruise - Montego Bay coast views at sunset
Bob Marley & Reggae Tours, Catamaran Cruises, Catamaran Cruises in Montego Bay, Cruises & Boat Tours, Evening Experiences, Evening Outings in Montego Bay, Montego Bay Tours, Sailing, Sunset Cruises, Tour Reviews

Montego Bay Reggae Sunset Catamaran Cruise

7.Montego Bay Reggae Sunset Catamaran Cruise

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

Review of Montego Bay’s reggae sunset catamaran cruise, with open bar, live DJ, hotel pickup, costs, crowds, weather, and booking advice.

“Crew was amazing. My mom was seasick and they took great care of her. We drank and danced while watching the beautiful sunset. Of note: Margaritaville was damaged in a storm and is not a part of the excursion.”

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Montego Bay: Reggae Catamaran 18+ Cruise with Open Bar - Hotel Pickup and Getting to the Catamaran
Bob Marley & Reggae Tours, Catamaran Cruises, Catamaran Cruises in Montego Bay, Cruises & Boat Tours, Drinking Tours, Montego Bay Tours, Sailing, Tour Reviews

Montego Bay: Reggae Catamaran 18+ Cruise with Open Bar

8.Reggae Catamaran 18+ Cruise with Open Bar

★★★★★★★★★★3.8 · 87 reviews · 3 hours · from $125

Review of Montego Bay’s 18+ reggae catamaran cruise, with snorkeling, open-bar drinks, Margaritaville, music, transport, and practical tips.

“This was a lot of fun and all of the crew were friendly and helpful. The snorkeling is short but beautiful. A quick stop at Margaritaville and back to your hotel.”

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Montego Bay Private Yacht Tour with Open Bar and Lunch - Boarding at Montego Bay Yacht Club Marina
Cruises & Boat Tours, Drinking Tours, Lunch Experiences, Montego Bay Tours, Private, Sailing, 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 · from $2,500Top rated

Review of Montego Bay’s private yacht tour with snorkeling, lunch, open bar, scenic cruising, and practical advice on price and weather.

“Had a great time ! The people was super nice and attentive they had me a birthday cake and was patient and very kind with us I will be booking when I come back Drinks was good and food was good”

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Beach Day Trips, Catamaran Cruises, Catamaran Cruises in Negril, Cruises & Boat Tours, Negril Tours, Sailing, Tour Reviews

From Falmouth/Ocho Rios: Negril Beach and Catamaran Cruise

PARTY Catamaran Cruise with Snorkeling Rick's Cafe ADULTS ONLY - Boarding at Margaritaville or Jam West
Catamaran Cruises, Catamaran Cruises in Negril, Cruises & Boat Tours, Negril Tours, Ricks Cafe & Negril Beach Trips, Sailing, 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, and sunset views.

“Please as a group of friends with no kids choose ADULTS only for this cruise...it's 10/10. loads of drinks, snacks and the entertainment on board is A1. The sunset from Rick's café is worth the hype and the snorkelling was an amazing experieRead more”

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Private Yacht Party Boat Rental Excursion in Ocho Rios, Jamaica - What the Hatteras 55 offers your group
Cruises & Boat Tours, Ocho Rios Tours, Private, Sailing, Tour Reviews, Tours

Private Yacht Party Boat Rental Excursion in Ocho Rios, Jamaica

3.5hr Private Catamaran Cruise with Snorkeling, DJ, Bar, Food - Cruising Along Montego Bay’s Hip-Strip
Catamaran Cruises, 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 · from $3,900

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

“Everything from beginning to end was amazing! The staff was friendly, entertaining, and very laid back. The food was delicious! The DJ had us all dancing and the bartender made the best drinks! Most importantly, they followed Covid protRead more”

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Sail Away in Montego Bay on a Private Catamaran - Swimming and snorkeling in clear water
Catamaran Cruises, Catamaran Cruises in Montego Bay, Cruises & Boat Tours, Montego Bay Tours, Private, Sailing, Tour Reviews

Sail Away in Montego Bay on a Private Catamaran

4hr Private Luxury Yacht with Snorkeling, DJ, Bar, Food - Cruising along Montego Bay’s Jamaican coast
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 · from $4,300

Review of Montego Bay’s private luxury yacht cruise with snorkeling, DJ, premium drinks, food, and practical booking advice.

“The professional hospitality we experienced was "top notch!" Each and EVERY ONE of the staff ensured we had a GREAT experience! Thank you for making Sharon's 50th birthday a lifetime experience! We had the absolute BEST time! It was JA-mazing!!!! Much love! ~Nicole”

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