JAMAICA · SAILING
54 reviewed
Good sailing trips fill up fast in high season, and the best fill up first. Below are the 15 to look at, with current prices and what makes each one different from the one above it.
Reggae catamaran cruise from Montego Bay with hotel pickup, snorkeling at Doctor’s Cave, unlimited drinks, DJ music, and optional Margaritaville time.
“Bought as birthday gifts, they all had a fantastic time! The customer service was great! would recommend.”
Negril sunset catamaran with guided snorkeling, an open-bar party boat, and a cliffside stop at Rick’s Cafe. From $88.
“Didn’t get to go to Ricks and jump - generic kind of party cat with what seemed like apt of locals and Bartender seemed very disgruntled.”
Full-day Negril catamaran cruise from Ocho Rios with Margaritaville, Seven Mile Beach, snorkeling, and Rick’s Cafe sunset vibes.
“Dexter and his crew had the boat turn up!! It was a whole vibe with the music and unlimited drinks! We had a blast as a small group of three. Please do book with him, highly recommend it.”
Half-day catamaran to Dunn's River Falls with snorkeling over living coral, lunch, rum punch, and a guided climb.
“Tour guide picked us up on time. Keep in mind the tour time is not the pick up time (pick up time is much earlier if you are starting from Montego Bay). Felicia (bus tour guide and coordinator) was great! Catamaran ride was great and a lot of fun coming back. Dunns river is a bit of a tourist trap, so be ready for that. Overall a good time…wouldn’t recommend doing solo though.”
Party-catamaran day from Montego Bay to 7 Mile Beach, snorkeling, and Rick’s Cafe open bar, with bus pickup and flexible cruise options.
“I never leave negative reviews but this was THE WORST experience. First, the tour operator never told us the day before what time to be ready, so we were up super early trying to figure out what time to be in the lobby. We were finally told at 10am the morning of to be ready at 10:05am . Then they called at 10:15am and told us due to traffic, they would be 10-15 minutes late. They were an hour and a half late to pick us up. So, after losing all that beach time, they then drove us PAST Margaritaville for a 27 minute "bathroom break" (even though Margaritaville has…”
Ocho Rios catamaran with snorkeling, open bar and DJ, then a guided human-chain climb up Dunn's River Falls.
“My partner and I had a really great time, the staff was very kind.. Totally booking again next time !”
Sunset reggae catamaran from Montego Bay with live DJ, open bar, snacks, and hotel pickup. 3 hours on the water.
“Bad. The tour guide never called us and told us that they were here and I tried to contact the tour guide and got no response.”
Montego Bay 18+ reggae catamaran cruise with open bar, quick snorkeling, and a Margaritaville stop, plus hotel pickup and drop-off.
“It was fantastic. 10/10 vibz on vibz from start to finish.”
Private Montego Bay yacht cruise with open bar, snorkeling at the marina, and Hip Strip lunch, plus a calm ride to a fish and bird sanctuary.
“I was running late and Sauna and her staff was so patient. The captains communicated well and had a lot of knowledge on the history surrounding Montego Bay. I would definitely choose them again.”
Negril 7-Mile Beach and catamaran cruise with open bar, live music, snorkeling gear, and a Ricks Cafe sunset stop.
“taxi 15 minuten later waardoor we niet lang op strand waren en meteen de catamaran opmoesten. snorkelen niet spectaculair maar daar moet je ook enigszins geluk bij hebben. Rick's café geweldig om een keer mee te maken maar erg commercieel en aan de prijs. Sfeer op de boot gezellig. Veel luide gangsta music en uiteindelijk bij het einde ook nog ons aangevraagd nummer sunny days”
Adults-only Negril catamaran with snorkeling at Sandy Cove, unlimited drinks, beach time at Margaritaville, then sunset and cliff jumping at Rick’s Café.
“This is my second Adults only catamarans cruise! And as always I have a wonderful time in Jamaica! I definitely recommend the catamarans. However I do have 2 suggestions.. I was on this exact cruise my first time an the music was Read more”
Private Hatteras 55’ yacht party in Ocho Rios with DJ music, snorkeling gear, and reef-side swimming for up to 15 guests.
“We were celebrating my husband's 60th birthday 🎂 🥳 🎉 🎈. We had a great time. Wonderful staff, very engaging”
Sail a private Montego Bay catamaran from Doctor's Cave Beach with Bluetooth music, snorkeling, open bar, and Jamaican snacks.
“Sailing on the catamaran was the highlight of our time in Jamaica. Capitan Peter and his crew were excellent. Would highly recommend!!”
Private Montego Bay catamaran cruise with DJ, unlimited drinks, snorkeling gear, 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!”
Adult-only Negril catamaran sunset with unlimited Red Stripe and rum, DJ music, snorkeling, and Rick's Cafe cliff show. 4 hours.
“It was great! They ran out if snacks! And eventhough it was raining we had a awesome time. Just know you need to walk in waist deep water to the catamaran. And once you get to Rick's you will transfer to a smaller boat to cliffs. And the snorkeling was great.”
