Sailing in St Maarten serves up some of the Caribbean’s best maritime experiences. The standout options include private sailboat charters for intimate groups of 8, full-day catamaran crossings to Anguilla, and upscale catamaran tours featuring chef-prepared meals. We especially love the smaller private charters where skilled crews customize the journey to match your interests, and the Anguilla day trips that combine excellent snorkeling with beach time. The luxury catamarans impress with their first-rate service and gourmet dining. Nearly all tours maintain stellar guest ratings, and it’s easy to see why – the crews are professional, the boats well-maintained, and the experiences thoughtfully crafted. Let’s explore the top sailing tours St Maarten has to offer.
Key Points
- Private sailboat charters offer personalized experiences for up to 8 guests, with amenities like paddle boards, kayaks, and gourmet meals.
- Catamaran day trips to Anguilla provide full-day excursions with snorkeling, buffet lunch, and an open bar, though some report organizational concerns.
- Luxury catamaran charters boast high-quality service and access to pristine beaches, though some guests have noted crew punctuality and captain’s attitude issues.
- Unique sailing experiences include a nude naturist catamaran charter and shorter luxury day sails with water sports and gourmet dining.
- Most tours offer complimentary snorkeling gear, open bars, and dietary accommodations, with high customer satisfaction and ratings reported across the experiences.
Private Sailboat Charter in St Maarten
For those seeking a truly exclusive and personalized sailing experience in St. Maarten, the Private Sailboat Charter is an excellent choice.
With a 54-review count and a 98% traveler recommendation, this private tour offers a host of inclusions, such as a paddle board, kayak, lunch, unlimited drinks, snorkeling equipment, and even a Tarzan swing.
The charter can accommodate up to 8 people, and the price starts from $3,300 per group. Guests can enjoy a seamless experience with hotel pickup and drop-off, and the tour ends back at the meeting point.
The overall 5.0 rating and glowing reviews, such as “Amazing! The whole day was incredible,” make this a must-consider option for sailing enthusiasts.
Read our full review: Private Sailboat Charter in St Maarten Review
Book now: Check availability
Prickly Pear Catamaran Trip From St Maarten Including Lunch
Departing from St. Maarten, the full-day catamaran trip to Anguilla offers a chance to explore the island of Prickly Pear Cay.
Guests will sail aboard the Lambada catamaran, departing at 9:00 am after check-in at 8:00 am. The excursion includes snorkeling, a buffet lunch, and an open bar.
Highlights include stops at Prickly Pear Cay and Meads Bay for swimming. The experience lasts a full day and accommodates up to 65 travelers.
Inclusions cover light snacks, use of snorkeling gear, and transportation. Travelers should have a valid passport and moderate physical fitness.
While reviews are generally positive, some guests have reported safety and organizational concerns.
Read our full review: Prickly Pear Catamaran Trip From St Maarten Including Lunch Review
Book now: Check availability
Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin
Travelers seeking a luxurious and personalized sailing experience can opt for a private full-day catamaran charter in the stunning waters surrounding St. Maarten and Saint-Martin.
With 75 reviews and a 99% recommendation rate, this custom cruise offers access to pristine beaches and snorkel spots. The charter includes a 4-course gourmet lunch, unlimited drinks, and a variety of water activities like snorkeling, swimming, and paddleboarding.
Guests can enjoy attentive service, excellent food, and stunning locations, though some have noted concerns about crew punctuality and the captain’s attitude.
Read our full review: Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin Review
Book now: Check availability
The Best Catamaran Day Sail in St Maarten
Embarking on a captivating catamaran adventure, the Best Catamaran Day Sail in St Maarten offers travelers an unparalleled opportunity to enjoy the island’s stunning natural beauty.
With a 5.0 rating from over 1,246 reviews and 99% of travelers recommending the experience, this tour delivers exceptional value. Guests rave about the friendly crew, delicious lunch and unlimited drinks, as well as the thrilling activities like stand-up paddleboarding and snorkeling.
Accommodating families and offering free cancellation, this tour is a must-do for anyone seeking a memorable day on the water. Priced at ₹12,062.30 per person, the Best Catamaran Day Sail in St Maarten promises an unforgettable experience.
Read our full review: The Best Catamaran Day Sail in St Maarten Review
Book now: Check availability
Tropical Catamaran Snorkeling, Sailing – Cruise Ship Friendly
For an unparalleled day of tropical adventure and exploration, the Tropical Catamaran Snorkeling, Sailing – Cruise Ship Friendly tour in St Maarten delivers an exceptional experience.
With a 97% recommendation rate from 257 travelers, this 5-star activity offers a full day of sailing, snorkeling, and indulgence. Featuring an open bar, buffet lunch, and complimentary snorkeling gear, the tour accommodates up to 28 guests.
While the 5-hour duration may be shorter than expected, the stunning views, friendly crew, and incredible snorkeling spots make this a must-do activity for cruise ship visitors.
Vegetarian options and special dietary requests are accommodated, ensuring an inclusive and memorable day on the water.
Read our full review: Tropical Catamaran Snorkeling, Sailing – Cruise Ship Friendly Review
Book now: Check availability
No1SXM Day Sailing Experience in St. Maarten
The No1SXM Day Sailing Experience in St. Maarten offers travelers a chance to spend a day sailing aboard a trimaran and exploring the Caribbean beauty.
With 133 reviews and a 98% recommendation rate, this small group tour (max 14 people) sails along the south coast and Anguilla Channel, stopping for snorkeling and swimming at Maho Beach, Mullet Bay, and Baie Rouge.
The tour includes lunch, beverages, snorkeling equipment, and hotel pickup/drop-off.
Guests praise the relaxing atmosphere, great service, and knowledgeable crew, though some note weather-impacted snorkeling visibility and equipment quality.
Read our full review: No1SXM Day Sailing Experience in St. Maarten Review
Book now: Check availability
Nude Naturist Catamaran Boat Luxury Charter in St Maarten
A unique opportunity for the adventurous traveler, this Nude Naturist Catamaran Boat Luxury Charter in St Maarten offers a full day of exploration, relaxation, and liberation.
With a small-group capped at 15 guests, the cruise departs from Bobbys Marina at 8:30am and includes a 4-course gourmet lunch, an open bar, and use of snorkeling equipment, stand-up paddleboards, and fishing gear.
Guests can enjoy the beautiful scenery of Tintamarre Island and Long Bay, while the crew, praised for their attentiveness, provide a fantastic experience.
Though limited clothing-optional stops and varied crew engagement are occasional cons, the majority of reviewers highly recommend this unique sailing adventure.
Read our full review: Nude Naturist Catamaran Boat Luxury Charter in St Maarten Review
Book now: Check availability
St Maarten Luxury Catamaran Full-Day Group Charter
Travelers seeking a luxurious and unforgettable sailing experience in St. Maarten can embark on a full-day luxury catamaran charter.
Accommodating up to 15 guests, this spacious adventure departs from Bobby’s Marina in Philipsburg at 8:30 am.
Highlights may include stops at Happy Bay, Long Bay La Samana, and Tintamarre Island, where guests can swim, snorkel, fish, and paddleboard.
The experience boasts a 5.0 rating from 210 reviews, with 98% of travelers recommending it.
Guests will enjoy a four-course gourmet lunch, breakfast pastries, an open bar, and snacks throughout the day.
Vegetarian options are available, and free cancellation is offered up to 24 hours before the trip.
Read our full review: St Maarten Luxury Catamaran Full-Day Group Charter Review
Book now: Check availability
5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix
Embarking on a 5-hour luxury catamaran day sail on The Phoenix in Sint Maarten offers travelers an unparalleled Caribbean experience.
With 635 reviews and a 97% recommendation rate, this tour has earned a Badge of Excellence. Passengers can explore the Caribbean Sea through snorkeling, kayaking, and relaxation on the sundeck, while enjoying views of planes taking off, drinks, fresh fruits, and a delectable lunch.
The included amenities, such as water sports equipment, restrooms, and gratuities, ensure a seamless and enjoyable outing.
Whether it’s the friendly crew, the high-quality food, or the overall atmosphere, the overwhelmingly positive customer reviews highlight the tour’s exceptional quality.
Read our full review: 5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix Review
Book now: Check availability
Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten
Exploring the vibrant waters of Sint Maarten, the Private Full-Day Luxury Sailing Catamaran Charter offers an unparalleled opportunity to experience the Caribbean in style.
With a 100% recommendation from 214 travelers, this tour includes a gourmet Caribbean lunch, snacks, and unlimited drinks.
Savor dishes like marinated chicken, vegetarian options, and yellowfin tuna steak. Indulge in beers, sodas, mimosas, and more, while snorkeling and enjoying private transportation.
This wheelchair-accessible experience can accommodate most travelers, allowing you to secure your spot with flexible cancellation and rescheduling options.
Depart from and return to the Dock Maarten in Philipsburg, with prices starting at $1,600 for up to 8 guests.
Read our full review: Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten Review
Book now: Check availability
Tropical Catamaran Snorkeling, Sailing And Beach Experience
Seeking an immersive Caribbean adventure, visitors can embark on the Tropical Catamaran Snorkeling, Sailing and Beach Experience in St. Maarten.
This small-group tour departs from Bobby’s Marina in Philipsburg, offering a personalized experience for up to 28 travelers. The itinerary includes top landmarks, secluded snorkeling spots, and a delightful buffet lunch with an open bar.
Guests can enjoy complimentary snorkeling gear and instruction, as well as gratuities. While not wheelchair-accessible, the tour is stroller-friendly and can accommodate dietary restrictions.
Customer reviews highlight the exceptional crew service, delicious food, and enjoyable snorkeling, though some note concerns about overcrowding and boat condition.
Read our full review: Tropical Catamaran Snorkeling, Sailing And Beach Experience Review
Book now: Check availability
St. Maarten: Fun in the Sun Catamaran Day Trip
Visitors to St. Maarten can embark on a fun-filled catamaran day trip that offers a well-rounded island experience. This full-day sailing, snorkeling, and beach adventure earns a 97% recommendation from 204 reviewers.
Guests enjoy a continental breakfast, diverse buffet lunch, and unlimited drinks as they sail, snorkel, and relax at Happy Bay and Long Bay. The friendly crew, including a talented chef and mixologist, receive high praise.
While some guests found the beach time lacking, the overall experience is described as memorable and worth the starting price of $215 per person. Complimentary transportation and free cancellation up to 24 hours prior add to the convenience.
Read our full review: St. Maarten: Fun in the Sun Catamaran Day Trip Review
Book now: Check availability
Tintemarre Island Catamaran Day Sail
One of the most popular day sailing excursions in St. Maarten is the Tintemarre Island Catamaran Day Sail.
With over 25 five-star reviews, this 7-hour cruise along the island’s coast aboard a 40-foot catamaran has earned a Badge of Excellence.
Travelers can snorkel at Creole Rock, enjoy a delicious lunch at Lolo’s in Grand Case, and swim, snorkel, or sunbathe at the beautiful Tintemarre Island.
The tour includes an open bar, snacks, and all necessary equipment.
Although not recommended for those with certain medical conditions, the moderate fitness level required makes this an accessible and enjoyable experience for most travelers to St. Maarten.
Read our full review: Tintemarre Island Catamaran Day Sail Review
Book now: Check availability
Catamaran Day Sail / Snorkel / Cruise in St Maarten / St Martin
The Catamaran Day Sail / Snorkel / Cruise in St Maarten / St Martin is a highly-rated and popular excursion among travelers to the island.
With a 93% recommendation rate and a Badge of Excellence, this 5-hour experience offers a gourmet lunch, unlimited drinks, and the use of snorkeling equipment. Guests can enjoy a relaxing sail, swimming stops, and a dinner buffet on the return journey.
However, some reviewers noted that the snorkeling experience didn’t meet their expectations, and the availability of swimming noodles was limited. Plus, a few guests felt the experience didn’t fully align with the descriptions.
Read our full review: Catamaran Day Sail / Snorkel / Cruise in St Maarten / St Martin Review
Book now: Check availability
Private Luxury Catamaran Day Sail Sint Maarten
Embarking on a Private Luxury Catamaran Day Sail in Sint Maarten offers travelers a picturesque and indulgent experience.
Equipped with snorkeling gear, kayaks, and an open bar, this 24-reviewed tour provides a full day of sun-filled adventure.
Depart from the Dock Maarten Marina and enjoy a 10-minute walk from the cruise terminal.
Savor a delectable lunch, sip on alcoholic and non-alcoholic beverages, and marvel at the island’s stunning vistas.
With a 100% recommendation rate and a Badge of Excellence, this private tour ensures an unforgettable day on the water.
Whether you’re seeking relaxation or excitement, this catamaran sail checks all the boxes for an exceptional Sint Maarten experience.
Read our full review: Private Luxury Catamaran Day Sail Sint Maarten Review
Book now: Check availability
Luxury Catamaran Private Charter in St. Maarten/St. Martin
Chartering a private luxury catamaran in St. Maarten/St. Martin offers an unparalleled sailing experience.
With 33 reviews and a 100% recommendation rate, this 5.0/5 rated tour provides an array of amenities, including a premium bar, gourmet meals, and water sports equipment.
The attentive crew, led by Captain Andre and Diane, ensures a first-class service. Guests can enjoy spacious decks, snorkeling, and paddleboarding, all while taking in the stunning Caribbean scenery.
The tour starts at 8 am from Renegades and returns to the same location. Priced from $598.75 per person, this private charter offers a personalized and unforgettable day on the water.
Read our full review: Luxury Catamaran Private Charter in St. Maarten/St. Martin Review
Book now: Check availability
Full-Day Private Luxury Yacht Tour in Anguilla
A full-day private luxury yacht tour in Anguilla offers an exceptional opportunity to explore the stunning beaches and turquoise waters of this idyllic Caribbean island.
Starting from St. Maarten, the tour provides a full open bar, delectable snacks, and the use of an underwater scooter for snorkeling.
The group size is limited to 10 people, ensuring an intimate and personalized experience.
While not recommended for those with certain health conditions, most travelers can participate.
With high ratings from previous guests, this tour promises great experiences, knowledgeable crew, and excellent service.
Additional fees apply for immigration and park access.
Read our full review: Full-Day Private Luxury Yacht Tour in Anguilla Review
Book now: Check availability
Full Day Private Catamaran Cruise Without Meals
Zephyr, votre croisière privéé, offers a full day private catamaran cruise without meals in the stunning waters of St Maarten. Priced from $1,831.08 for up to 10 people, the cruise includes a skipper, hostess, insurance, taxes, and snorkeling equipment.
Guests can bring their own picnic and drinks, or opt to have lunch at Karibuni on Pinel Island. The cruise starts and ends at the meeting point in Grand-Case, with a 9 AM departure.
Though not wheelchair accessible, the cruise is suitable for those with moderate physical fitness. With a 5.0 rating and exceptional reviews, this private tour promises a memorable sailing experience.
Read our full review: Full Day Private Catamaran Cruise Without Meals Review
Book now: Check availability
Half-Day Sailing Boat Adventure
For those seeking a half-day sailing adventure in St Maarten, the Half-Day Sailing Boat Adventure offers a memorable experience.
Departing from the sxm Marina Fort Louis, this 5.0-rated activity takes participants on a scenic cruise around the island. With an open bar and all fees included, the tour accommodates up to 6 travelers of moderate fitness levels.
Though not wheelchair accessible and not recommended for those with certain health conditions, the experience allows guests to actively participate in sailing under the guidance of Captain Fabrice, whose hosting and nautical skills have earned praise.
Reviewers highlight the adrenaline-filled sailing, beautiful scenery, and personal engagement as highlights of this unique half-day outing.
Read our full review: Half-Day Sailing Boat Adventure Review
Book now: Check availability
Mambo Sail Catamaran to Rendezvous Bay Anguilla
Boarding the Mambo Sail Catamaran, travelers embark on a captivating journey to the picturesque Rendezvous Bay in Anguilla.
The excursion departs from Aqua Mania Adventures in Sint Maarten at 8:45 AM, with check-in at 8:00 AM and a maximum of 25 passengers.
Included in the €130 per person fee are lunch, an open bar, snorkeling equipment, beach amenities, and gratuities.
While not wheelchair accessible, the moderate activity level is suitable for most travelers, excluding those with certain medical conditions.
With an impressive 5-star rating across 5 reviews, this sailing adventure promises an unforgettable day of sun, sea, and relaxation.
Read our full review: Mambo Sail Catamaran to Rendezvous Bay Anguilla Review
Book now: Check availability
Private Power Catamaran Tour to St Barts
Travelers embark on a private power catamaran tour to the picturesque island of St Barts, departing at 8:00 am from the Sint Maarten Police Station in Simpson Bay.
The tour includes alcoholic beverages, snacks, and use of snorkeling equipment, stand-up paddleboard, and fishing rods. Gratuities are included, and an optional BBQ lunch is available for an additional $15 per person. Port fees of $20 per person apply.
The boats are stable and safe, operated by licensed captains, and provide relaxation options in the sun or shade. The tour is subject to good weather, and cancellations due to poor weather offer rescheduling or full refunds.
Read our full review: Private Power Catamaran Tour to St Barts Review
Book now: Check availability
Frequently Asked Questions
Can I Bring My Own Food and Drinks on the Sailing Tour?
Yes, you can typically bring your own food and drinks on a sailing tour. Most tour operators welcome guests to bring their own refreshments to enjoy during the excursion, as long as they’re not glass containers.
Is There a Minimum or Maximum Number of Passengers Required?
Most sailing tours in St. Maarten have no minimum or maximum passenger requirements, allowing travelers to join as individuals or in groups. However, it’s best to check with each tour operator for their specific policies.
Do I Need to Know How to Sail to Participate in the Tours?
No, you don’t need to know how to sail to participate in the tours. Most sailing experiences in St. Maarten are designed for beginners, with professional crew members who’ll guide you throughout the trip. All you need is a sense of adventure.
Are There Any Age Restrictions for the Sailing Experiences?
Most sailing experiences in St. Maarten don’t have age restrictions, but some may have minimum age requirements or other guidelines. It’s best to check with the tour operator to ensure the activity is suitable for your group’s ages and abilities.
Can I Customize the Itinerary or Activities for the Sailing Tour?
Yes, many sailing tour operators in the area allow customers to customize their itinerary and activities. They’ll work with you to create a personalized sailing experience that meets your interests and preferences.
Recap
St Maarten offers an array of sailing experiences, from private charters and catamaran cruises to half-day adventures and trips to nearby islands. Whether you’re seeking a luxurious full-day experience or a more casual snorkeling excursion, there’s a sailing option to suit your preferences and budget. With stunning Caribbean scenery and opportunities to explore offshore destinations, St Maarten is an ideal destination for unforgettable sailing adventures.