The crystal-clear waters around Jamaica’s coast offer excellent sailing opportunities year-round. The best value comes from small-group catamaran tours departing from Montego Bay, which include snorkeling stops and beach visits without the tourist crowds. Private yacht charters, while pricier, provide an intimate experience with personalized service and gourmet meals.
We especially love the half-day sailing tours that combine Dunn’s River Falls visits with reef snorkeling – they pack multiple experiences into one efficient outing. For romance seekers, the adults-only sunset cruises deliver spectacular views without the party atmosphere of larger boats.
Check our curated list of top Jamaica sailing tours below.
Good To Know
- Private yacht tours in Montego Bay and Negril offer gourmet catering, open bars, and snorkeling opportunities for small groups with excellent crew service.
- Catamaran cruises from Ocho Rios and Montego Bay combine adventure activities like ziplining, horseback riding, and Dunn’s River Falls with scenic sailing and snorkeling.
- Family-friendly catamaran cruises in Negril cater to both adults and children, with amenities like complimentary beverages, snorkeling equipment, and beach time.
- Adults-only catamaran experiences in Negril and Montego Bay offer sunset views, snorkeling, and onboard drinks, with some mixed reviews on overcrowding.
- Catamaran cruises from Ocho Rios include stops at Dunn’s River Falls, providing a convenient way to experience both sailing and a popular attraction.
Montego Bay Private Yacht Tour W/Open Bar & Lunch
This private yacht tour in Montego Bay offers an unforgettable half-day experience for up to seven passengers.
Cruising around the harbor, guests can enjoy gourmet hors d’oeuvres, an open bar, and the opportunity to snorkel in the Montego Bay Marina.
The tour also includes a stop along the vibrant Hip Strip and a visit to the Montego Bay Fish and Bird Sanctuary.
Praised for its excellent crew service and memorable touches, this tour is a great way to celebrate special occasions or simply enjoy the scenic beauty of Jamaica’s coast.
With free cancellation and private transportation, it’s a flexible and accessible option for travelers.
Read our full review: Montego Bay Private Yacht Tour W/Open Bar & Lunch Review
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Zipline, Tubing & Party Catamaran From Chukka Island Village
Visitors seeking an adrenaline-filled day in Jamaica can embark on the Zipline, Tubing & Party Catamaran adventure from Chukka Island Village. This top-rated tour includes a jungle zipline, river tubing, and a party catamaran cruise.
Highlights include a 17th-century Spanish Bridge, natural chutes, and swimming holes. Amenities such as hotel pickup, lunch, and tastings are included.
The itinerary features an action-packed day, starting with a zipline over the White River and followed by a thrilling river tubing adventure. After lunch, guests will enjoy a catamaran cruise with snorkeling and a “Sail Away Rum Punch Party.”
While moderate fitness is required, the tour is suitable for ages 6 and up, making it an excellent choice for families.
Read our full review: Zipline, Tubing & Party Catamaran From Chukka Island Village Review
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Chukka Catamaran Cruise With Snorkeling and Dunns River Falls
For those seeking a day of adventure and relaxation in Jamaica, the Chukka Catamaran Cruise with Snorkeling and Dunns River Falls offers an unparalleled experience.
Departing from Ocho Rios, this 4.5-star tour takes guests on a scenic catamaran sail, where they can snorkel among tropical fish and explore the iconic Dunns River Falls.
With hotel pickup, lunch, and beverages included, the tour provides a well-rounded package.
While reviews are generally positive, some guests suggest improvements to seating options and snorkeling arrangements.
Read our full review: Chukka Catamaran Cruise With Snorkeling and Dunns River Falls Review
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Private All-Inclusive Catamaran Cruise With Onboard DJ in Montego Bay
Embarking on a private, all-inclusive catamaran cruise in Montego Bay offers the ultimate Caribbean experience.
With a capacity of up to 10 people, this tailored excursion boasts a 5.0 rating and 95% traveler recommendation. Guests can enjoy onboard DJ entertainment, unlimited drinks including mimosas, and snacks as they sail to Montego Bay Marine Park and Doctors Cave Beach.
The cruise also includes the use of snorkeling equipment and towels, with gratuity covered. Meeting at the Yacht Club in Freeport, Montego Bay, a crew member will greet guests at the designated meeting point.
Priced from $2,200 per group, this private cruise provides a memorable and personalized sailing adventure.
Read our full review: Private All-Inclusive Catamaran Cruise With Onboard DJ in Montego Bay Review
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Private Yacht in Montego Bay – Snorkeling, Snacks, Cocktails
Those seeking a more intimate and personalized sailing experience in Montego Bay can consider a private yacht tour. Rated 5.0 with 95% traveler recommendation, this 4-hour private yacht experience offers snorkeling, snacks, and cocktails along the Jamaican coast.
Board the air-conditioned yacht at the Montego Bay Yacht Club, where you’ll meet the attentive crew and set sail. Stop at Doctors Cave Beach Club for swimming and snorkeling, then enjoy onboard amenities like a DJ and bartender.
Positive reviews highlight the yacht’s cleanliness, spaciousness, and great music. While not wheelchair accessible, the tour is suitable for most travelers, including infants.
Read our full review: Private Yacht in Montego Bay – Snorkeling, Snacks, Cocktails Review
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Negril Private Yacht Cruise With Finger Foods and Cocktails Included
Travelers can board the private yacht at The Boardwalk Village, Negril Resort And Hotel, where an Aristo Kat representative in a white long-sleeved shirt will be waiting to welcome the group.
The Negril Private Yacht Cruise includes a variety of finger foods, such as shrimp, spinach dip, nachos, chicken wings, and cheese quesadillas, as well as alcoholic beverages, bottled water, and soda. Snorkeling equipment and towels are provided.
This 5.0-rated experience is recommended by 100% of travelers and can accommodate up to 15 participants. Priced at $5,400 per group, the cruise offers free cancellation and unlimited rescheduling up to 24 hours before the event.
Read our full review: Negril Private Yacht Cruise With Finger Foods and Cocktails Included Review
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Party Catamaran Cruise, Snorkel, ATV, and Ziplines at Chukka
For an exciting day of adventure in Jamaica, visitors can partake in the Party Catamaran Cruise, Snorkel, ATV, and Ziplines at Chukka.
The experience includes a mountain to sea ATV safari, catamaran sailing, snorkeling, and ziplining over the ocean. Guests can explore scenic mountain terrain, local communities, and forests, then splash into the Caribbean Sea on a unique hammock zipline.
The tour also provides access to an infinity pool, beach, and over-water gazebo. While reviews are generally positive, guests should be aware of potential service issues and weigh the physical requirements before booking.
Read our full review: Party Catamaran Cruise, Snorkel, ATV, and Ziplines at Chukka Review
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Chukka Catamaran Cruise, Snorkel, ATV, and Horseback Ride & Swim
Visitors to Jamaica can experience the ultimate adventure with Chukka’s Catamaran Cruise, Snorkel, ATV, and Horseback Ride & Swim. This highly-rated tour offers a diverse range of activities, from a catamaran sail and snorkeling to an ATV safari and a horseback ride in the Caribbean Sea.
Participants can explore historic estates, scenic mountain terrain, and vibrant coral reefs while enjoying authentic Jamaican rum punch and music. The tour includes a delicious lunch, and vegetarian options are available upon request.
Pickup is offered from hotels or the Chukka Ocean Outpost, and the activities cater to various fitness levels, making it an excellent choice for adventurous travelers.
Read our full review: Chukka Catamaran Cruise, Snorkel, ATV, and Horseback Ride & Swim Review
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4-Hours Private Luxurious Yacht Snorkelling and Paddle Surf
Those seeking a luxurious and exclusive yachting experience in Jamaica can embark on a 4-hour private yacht tour with H.R.H. Mimosa Yacht Charter.
Priced from €2,888.99 for groups of up to 12, the tour offers a premium, VIP, or select package with various inclusions like a chef-prepared meal, premium bar, snacks, and local Jamaican drinks.
Snorkeling equipment and water sports like kayaking and paddle boarding are available. The tour departs and returns to the Montego Bay Yacht Club, with free cancellation up to 24 hours prior.
Reviews are exceptional, with a 5.0 rating across the board, making this an ideal choice for a memorable sailing adventure in Jamaica.
Read our full review: 4-Hours Private Luxurious Yacht Snorkelling and Paddle Surf Review
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Private Catamaran Cruise With Snorkeling, Rum Cocktails
Travelers seeking a private and immersive catamaran experience in Jamaica can embark on a sailing adventure that includes snorkeling and rum cocktails.
Aboard a private catamaran, guests will enjoy a cruise along the coast, with access to alcoholic beverages like rum punch, soda, and bottled water.
They’ll also savor a variety of snacks, including banana chips and cassava chips.
The tour includes the use of snorkeling equipment and towels, allowing guests to explore the vibrant underwater world.
With a gratuity included, the experience is hassle-free, and the tour ends conveniently back at the meeting point near the Montego Bay cruise port.
Read our full review: Private Catamaran Cruise With Snorkeling, Rum Cocktails Review
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Negril Morning Catamaran & Reef Snorkeling Cruise
One Negril morning catamaran cruise invites guests to explore the vibrant coral reefs off the Jamaican coast.
Travelers can choose between family days or adults-only excursions, with a maximum of 120 passengers per tour. The cruise includes complimentary alcoholic and non-alcoholic beverages, snorkeling equipment, and beach time at Margaritaville.
Pickup times vary based on the hotel, and the cruise departs at 2:30 PM. While the reviews are mixed, with some highlighting issues with the snorkeling experience, the cruise offers a memorable way to enjoy Jamaica’s natural beauty.
With a price of $87 per person and a lowest price guarantee, it’s a popular option for those seeking a sunset sailing adventure.
Read our full review: Negril Morning Catamaran & Reef Snorkeling Cruise Review
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Grand Palladium Lady Hamilton Resort Negril Ricks Cafe Sunset Catamaran
Exploring the Grand Palladium Lady Hamilton Resort in Negril, vacationers can embark on a sunset catamaran cruise to the renowned Ricks Cafe.
For €110.74 per person, travelers enjoy a 2.5-hour activity with a maximum of 120 participants. The cruise includes snorkeling equipment, alcoholic beverages, and round-trip transfers.
However, the experience may not be suitable for those with back problems, pregnant individuals, or infants. While the food quality is good, past reviews suggest unpleasant service at the resort.
Guests should note the adults-only days at Margaritaville. The Negril & Ricks Cafe Sunset Cruise provides an opportunity to witness Jamaica’s stunning sunsets from the water.
Read our full review: Grand Palladium Lady Hamilton Resort Negril Ricks Cafe Sunset Catamaran Review
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Catamaran Cruise With Dunns River Falls From Ocho Rios
Vacationers can embark on a captivating catamaran cruise from Ocho Rios that takes them to the renowned Dunns River Falls. Priced from $185.21 per person, this all-weather tour operates with a maximum capacity of 250 travelers.
The tour includes hotel/port pickup and drop-off, an air-conditioned vehicle, a professional local guide, and a delicious lunch. Gratuities are also covered.
While the experience isn’t wheelchair accessible, it’s suitable for those with moderate physical fitness. Cruise ship passengers must provide specific details about their disembarkation and re-boarding times.
With a 3.0 overall rating, the tour offers free cancellation and unlimited rescheduling up to 24 hours before the experience.
Read our full review: Catamaran Cruise With Dunns River Falls From Ocho Rios Review
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Negril Ricks Cafe Sunset Catamaran Adults Only
For those seeking a more adult-focused sailing experience in Negril, the Negril Ricks Cafe Sunset Catamaran Adults Only tour offers a captivating way to witness the renowned Jamaican sunset.
This 4-hour cruise includes snorkeling at Sandy Cove Reef, beach time at Margaritaville, and sunset views at Rick’s Café. Onboard, guests enjoy unlimited drinks, light snacks, and reggae music entertainment.
While the tour receives mixed reviews, with some mentioning overcrowding and safety concerns, positive comments highlight the enjoyable snorkeling and sunset experience.
Travelers are advised to dress appropriately and consider the health precautions, as the tour isn’t recommended for certain individuals.
Read our full review: Negril Ricks Cafe Sunset Catamaran Adults Only Review
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Catamaran Cruise Negril Beach and Ricks Cafe – Montego Bay Resorts ADULTS ONLY
This catamaran cruise from Negril’s 7 Mile Beach offers adults a chance to witness the renowned Jamaican sunset.
The tour includes snorkeling at a coral reef, a visit to Ricks Cafe, and on-board alcoholic beverages and snacks.
Pickup is available from select Montego Bay resorts, with a direct meeting point at Margaritaville Negril.
While not wheelchair accessible, the cruise caters to most travelers.
However, guests should note that rough ocean conditions may prevent docking at Ricks Cafe, and onboard snacks are limited.
Reviews suggest room for improvement in transportation and food service, so guests are advised to confirm details and address any concerns directly with the tour operator.
Read our full review: Catamaran Cruise Negril Beach and Ricks Cafe – Montego Bay Resorts ADULTS ONLY Review
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Sail Away in Montego Bay on a Private Catamaran
Set out on a captivating private catamaran sailing adventure in the heart of Montego Bay, Jamaica.
Explore the stunning Doctors Cave Beach aboard a luxurious catamaran, with the capable Captain Peter as your guide. Indulge in complimentary alcoholic beverages, soda, and snacks as you bask in the Caribbean sun.
Utilize the provided snorkeling equipment to discover the vibrant marine life beneath the waves. This flexible experience, available daily from 9 AM to 7 PM, offers an unforgettable way to learn about the beauty of Montego Bay.
With excellent reviews and a 100% recommendation rate, this private sailing adventure isn’t to be missed.
Read our full review: Sail Away in Montego Bay on a Private Catamaran Review
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Chukka Catamaran Cruise, Ziplines, and Horseback Ride & Swim
What better way to experience the beauty of Jamaica’s coast than with the thrilling Chukka Catamaran Cruise, Ziplines, and Horseback Ride & Swim?
This all-in-one adventure offers a chance to glide over sun-kissed waters, marvel at vibrant coral and tropical fish, and enjoy authentic Jamaican rum punch and live music.
Ride up mountain terrains with ocean vistas, explore 18th-century sugar plantation ruins, and swim with horses in the Caribbean Sea.
The zipline adventure begins at a 250-year-old guango tree, offering aerial views and a unique hammock zipline experience into the sea.
With hotel pickup and drop-off, this activity is a must-do for those seeking an unforgettable Jamaican experience.
Read our full review: Chukka Catamaran Cruise, Ziplines, and Horseback Ride & Swim Review
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Chukka Party Catamaran With Dunns River Climb From Montego Bay
Visitors to Montego Bay can indulge in an exhilarating day of sun, sea, and adventure with the Chukka Party Catamaran with Dunn’s River Climb experience.
This 65-foot catamaran cruise offers a maximum capacity of 40 travelers, allowing for an intimate and lively atmosphere.
Highlights include snorkeling at a diverse reef system, climbing the iconic Dunn’s River Falls, and a “Sail Away Rum Punch Party” onboard.
With professional guides, hotel pickup and drop-off, lunch, and alcoholic beverages included, this 5-star rated tour provides an unforgettable way to experience the best of Jamaica’s natural wonders and vibrant culture.
Read our full review: Chukka Party Catamaran With Dunns River Climb From Montego Bay Review
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Bamboo Rafting, Catamaran Party Boat & Snorkeling In Montego Bay
Travelers seeking a multifaceted Jamaican adventure can indulge in the Bamboo Rafting, Catamaran Party Boat & Snorkeling experience in Montego Bay. Offered by BOJ Adventure Tours, this activity-packed tour includes bamboo rafting, a catamaran party boat, and snorkeling.
Priced from $120 per person, the tour includes all fees, a limestone massage, private transportation, snorkeling equipment, beverages, and lunch. While not wheelchair accessible, the tour is suitable for most travelers.
Guests can choose their preferred pickup location from their hotel or Airbnb. Flexible booking options, including free cancellation up to 24 hours in advance, make this an attractive option for exploring Jamaica’s natural beauty and vibrant culture.
Read our full review: Bamboo Rafting, Catamaran Party Boat & Snorkeling In Montego Bay Review
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Frequently Asked Questions
Can I Bring My Own Food and Drinks on the Cruise?
Yes, passengers can typically bring their own food and drinks on the cruise. However, it’s important to check the cruise line’s policies as some may have restrictions on outside items.
Do I Need to Know How to Swim for the Snorkeling Activities?
You don’t need to know how to swim for snorkeling activities, as you’ll be provided with a life jacket. However, being a confident swimmer can enhance your snorkeling experience, allowing you to explore the underwater world more freely.
Are There Any Age or Weight Restrictions for the Zipline and ATV Activities?
For the zipline and ATV activities, there may be age and weight restrictions to ensure guest safety. It’s best to check with the tour operator beforehand to understand any requirements or limitations.
Is There a Dress Code or Recommended Attire for the Catamaran Cruise?
There’s no strict dress code for the catamaran cruise, but it’s best to wear lightweight, quick-drying clothes and closed-toe shoes. Bring a swimsuit, towel, and sun protection to fully enjoy the sailing experience.
Can I Request Specific Dietary Accommodations or Allergen-Free Meals?
Most catamaran cruise operators in Jamaica are happy to accommodate specific dietary needs or allergen-free meals with advance notice. Guests should contact the tour provider directly to request any special accommodations.
The Sum Up
Jamaica offers a variety of thrilling sailing experiences. From private yacht tours with open bars and lunches to party catamarans with ziplines and Dunn’s River Falls, there’s something for every adventurer. Whether you’re looking to snorkel, swim, or simply soak up the sun, Jamaica’s coastal activities provide a perfect day of fun and relaxation.