The sailing scene in St. Thomas gets straight to business with practical options for every traveler. The best experiences come from full-day catamaran charters – spacious boats with included meals and drinks that access secluded beaches most travelers miss. I’m especially fond of the small-group wildlife tours, where you’ll spot sea turtles without fighting crowds. The morning and sunset themed cruises deliver good value, combining scenic views with thoughtful touches like champagne service. Transportation is hassle-free, and crews consistently provide attentive service.
Let’s explore our favorite sailing tours in St. Thomas:
Good To Know
Luxury and private sailing experiences in St. Thomas include full-day charters on catamarans and yachts, with amenities like snorkeling gear, open bars, and gourmet meals.
Snorkeling and marine life adventures offer small-group tours to spot turtles, explore shipwrecks, and discover vibrant coral reefs, with knowledgeable crew and high recommendation rates.
Unique and themed excursions include catamaran sails to Jost Van Dyke with breakfast and unlimited mimosas, as well as full-day luxury turtle snorkel and beach experiences.
Sunset and beach experiences feature champagne sunset sails, full-day private power catamaran tours, and intimate sailing catamaran charters with snorkeling and paddleboarding.
Transportation services provide air-conditioned, WiFi-equipped vehicles for airport transfers, ensuring a seamless and comfortable start to sailing adventures in St. Thomas.
Private Full Day, Fun Day Aboard SY Mazu – Luxury Gemini Legacy Catamaran
The Luxury Gemini Legacy Catamaran, named SY Mazu, offers a private full-day sailing experience that consistently delights guests.
With a 99% traveler recommendation and 136 reviews, this $1,495 per group (up to 8) tour provides an array of amenities, including bottled water, soda, alcoholic beverages, snorkeling equipment, and gratuities.
The attentive, knowledgeable crew enhances the experience with insights on local history and marine biology, as well as personalized trip customization.
Guests rave about snorkeling with turtles, visiting historical sites, and dining at recommended spots.
While minor communication and maintenance concerns have been noted, overall feedback indicates an excellent, memorable sailing excursion.
Read our full review: Private Full Day, Fun Day Aboard SY Mazu – Luxury Gemini Legacy Catamaran Review
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Small-Group Swim With Turtles Sailing Adventure – St Thomas
Sailing to stunning snorkeling spots, this Small-Group Swim With Turtles Sailing Adventure in St. Thomas delights travelers with up-close encounters of marine life.
The day trip takes guests to Maho Bay and Christmas Cove, where they can snorkel alongside turtles and explore a shipwreck. The tour also includes a delicious pizza lunch from Pizza Pi.
With a max group size of 12, the experience provides an intimate setting to enjoy the beauty of the US Virgin Islands.
Key highlights include knowledgeable crew, beautiful locations, and rave reviews from past travelers.
Whether you’re seeking an adventurous day on the water or simply want to relax, this sailing tour checks all the boxes.
Read our full review: Small-Group Swim With Turtles Sailing Adventure – St Thomas Review
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Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.
For those seeking a more private and luxurious sailing experience in the stunning US Virgin Islands, a Private Luxury Catamaran Yacht charter is an excellent choice.
The yacht offers full or half-day charters, with activities including sailing, beach visits, and snorkeling. With 343 reviews and a 98% traveler recommendation, this charter boasts a Badge of Excellence.
Amenities include snorkeling equipment, beverages, and eco-friendly practices. Health and safety protocols are in place, with monthly COVID-19 testing for crew.
Priced from €1,343.38 per group, this charter provides a memorable sailing adventure, as highlighted by positive reviews praising the friendly crew and beautiful scenery.
Read our full review: Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel. Review
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Turtle Cove Catamaran Snorkel & Sail Adventure at Little Buck Island St. Thomas
Travelers seeking a captivating snorkeling adventure in the stunning waters of the US Virgin Islands can embark on the Turtle Cove Catamaran Snorkel & Sail excursion at Little Buck Island.
This 3-hour sailing trip aboard a 54-foot catamaran offers the opportunity to explore vibrant coral reefs and encounter tropical fish and sea turtles. The excursion includes snorkeling gear, snacks, and unlimited drinks after water activities.
Guests should arrive 30 minutes early and have a moderate fitness level. While the friendly crew receives positive reviews, some travelers suggest smaller group sizes for a better experience.
Booking and cancellation policies should be reviewed before purchase.
Read our full review: Turtle Cove Catamaran Snorkel & Sail Adventure at Little Buck Island St. Thomas Review
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50 Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience
A private full or half-day catamaran adventure offers travelers an unparalleled opportunity to explore the captivating waters of St. Thomas, US Virgin Islands.
With a 98% recommendation rate and a Badge of Excellence, this experience delivers exceptional value for money, starting at $1,495 per group of up to 12 people.
Onboard, guests can enjoy a range of amenities, including a restroom, floats, and snorkeling equipment, as well as complimentary beverages.
The knowledgeable crew provides informative commentary and ensures a family-friendly, memorable experience.
While lunch isn’t included, it can be purchased at various locations along the way.
With a flexible cancellation policy and COVID-19 safety measures in place, this catamaran adventure is an ideal choice for those seeking an unforgettable day on the water.
Read our full review: 50 Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience Review
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St. Thomas Sunset Catamaran Sailing Trip With Drinks – St Thomas
Departing from the iconic Margaritaville Resort in St. Thomas, the Champagne Sunset Sail offers a truly captivating experience.
This 4.5-star rated tour takes guests on a relaxing catamaran journey, with panoramic sunset views over the Caribbean Sea. The open bar provides a range of refreshing beverages, including wine, champagne, and signature cocktails.
Heavy appetizers and snacks are also included, ensuring a delightful culinary experience. With a maximum capacity of 70 travelers, the tour provides an intimate and memorable atmosphere.
Reviewers praise the engaging crew, stunning vistas, and overall enjoyable ambiance. While some minor service and food complaints have been noted, the vast majority of travelers highly recommend this sunset sailing adventure.
Read our full review: St. Thomas Sunset Catamaran Sailing Trip With Drinks – St Thomas Review
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St John Snorkel & Beach Yacht Charter From American Yacht Harbor
Embarking on a yacht charter from American Yacht Harbor, guests can enjoy the natural wonders of St. John during the St John Snorkel & Beach Yacht Charter.
With a maximum capacity of 12 travelers, this highly rated tour offers an intimate, personalized experience. The crew, praised for their knowledge and friendliness, will guide guests to notable snorkeling spots like Maho Bay and Lovango Cay, where they can spot sea turtles, stingrays, and diverse marine life.
Inclusive amenities, such as alcoholic beverages and snorkeling equipment, enhance the experience. Guests should come prepared with sunscreen and towels, and be mindful of the 15-20% customary tip for the crew.
Read our full review: St John Snorkel & Beach Yacht Charter From American Yacht Harbor Review
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Day Yacht Excursions Throughout the US or British Virgin Islands
Adventurous travelers can charter a private, 45-foot yacht for a day of exploration throughout the scenic US or British Virgin Islands.
Packages include round-trip transportation, all-inclusive meal options, and fuel. Prices start from $2,950 per group of up to 12 people.
Travelers can choose from standard itineraries or customize their tour, with activities like snorkeling at Norman Island and relaxing on Sandy Cay beaches.
With 132 perfect reviews, this experience is recommended by 98% of travelers.
However, it’s not suitable for those with certain medical conditions or physical limitations.
Booking is flexible, with free cancellation up to 24 hours in advance.
Read our full review: Day Yacht Excursions Throughout the US or British Virgin Islands Review
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Full Day Private Charter (55 Sailing Yacht and up to 12 Guests)
For those seeking a more immersive sailing experience in the Virgin Islands, the Full Day Private Charter on a 55-foot sailing yacht is an excellent choice.
With a capacity of up to 12 guests, this private charter offers personalized service, beautiful scenery, and a host of included amenities such as lunch, alcoholic beverages, and use of snorkeling equipment.
The charter’s 99% traveler recommendation rate and Badge of Excellence attest to its quality.
While not wheelchair accessible, the charter is stroller-friendly and near public transportation.
Travelers should note the moderate physical fitness requirement and avoid booking if they’ve certain medical conditions.
Read our full review: Full Day Private Charter (55 Sailing Yacht and up to 12 Guests) Review
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St. Thomas Full-Day Sailing Charter From Red Hook – St Thomas
The St. Thomas Full-Day Sailing Charter From Red Hook offers a wonderful opportunity to experience the beauty of the US Virgin Islands from the water.
Priced from $270 per person, this 5-star rated experience includes a full day of sailing, snorkeling, and indulging in a delicious lunch and drinks. Guests consistently praise the knowledgeable and attentive crew, whose expertise ensures an unforgettable day on the water.
With a maximum of 6 travelers, the charter provides a personalized and intimate experience. Highlights include visiting multiple snorkeling spots teeming with diverse marine life and enjoying the picturesque sailing route.
Free cancellation up to 24 hours in advance makes this excursion a convenient and hassle-free way to explore the stunning waters around St. Thomas.
Read our full review: St. Thomas Full-Day Sailing Charter From Red Hook – St Thomas Review
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St. John Luxury Catamaran Turtle Snorkel and Cays Full Day
Seeking an immersive sailing adventure around the U.S. Virgin Islands? The St. John Luxury Catamaran Turtle Snorkel and Cays Full Day tour delivers.
With 35 glowing reviews and a 100% recommendation rate, this full-day small-group cruise offers a memorable experience. Snorkel at Watermelon Cay and Maho Bay, then enjoy an open bar and a deli-style lunch while sailing to Christmas Cove and the Ledges of Little St. James.
The crew provides professional guidance and sanitized gear. Guests praise the attentive service, beautiful boat, and knowledgeable crew.
At just ₹21,694.81 per person, this top-rated tour provides excellent value for a unique and intimate snorkeling adventure.
Read our full review: St. John Luxury Catamaran Turtle Snorkel and Cays Full Day Review
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Private Luxury Catamaran Sailing in the Virgin Islands
Set out on a private luxury catamaran sailing adventure in the stunning Virgin Islands. With 71 reviews and a 99% recommendation rate, this full-day charter offers an unforgettable experience.
Indulge in a delectable morning spread, snorkel the vibrant waters, and relax on the paddle boards and hammock swings. Sip on rum punch and cold beer as you take in the breathtaking views.
The charter departs from Red Hook, St. Thomas, and St. John, and includes gratuities. This private tour ensures your group has the catamaran to yourselves.
Priced at €240.75 per person, it’s a highlight not to be missed during your Virgin Islands vacation.
Read our full review: Private Luxury Catamaran Sailing in the Virgin Islands Review
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Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)
A captivating adventure awaits travelers as they set sail on a catamaran to the idyllic Jost Van Dyke in the US Virgin Islands.
This highly-rated tour departs from St. Thomas and takes guests to the renowned Soggy Dollar Bar. Along the way, travelers can indulge in a delicious breakfast, unlimited mimosas, and an open bar.
They’ll also have the opportunity to snorkel and explore the stunning beaches. With a maximum of 12 travelers per tour, this intimate experience ensures personalized attention from the knowledgeable and friendly crew.
Travelers can expect to return to the meeting point at the end of the day, having enjoyed a truly memorable and relaxing sailing adventure.
Read our full review: Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) Review
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62ft Luxury Motor Yacht – St Thomas/St John
Travelers can step aboard a stunning 62ft luxury motor yacht and set sail on an unforgettable journey through the crystal-clear waters of St. Thomas and St. John.
Operated by Tropical Adventure Boat Charter, this private tour offers guests a truly memorable experience, with a 5.0 rating from 28 reviews. The knowledgeable and friendly crew ensures a seamless voyage, while amenities like a restroom, air conditioning, and snorkeling equipment enhance the comfort and convenience.
With a floating deck, internal and external AC, and fuel surcharge and gratuities included, this yacht tour provides an unparalleled way to explore the stunning US Virgin Islands.
Read our full review: 62ft Luxury Motor Yacht – St Thomas/St John Review
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Luxury Catamaran Champagne Sunset Cruise
Sailing aboard a luxurious catamaran, travelers can enjoy a captivating champagne sunset cruise in the stunning waters of St. Thomas.
Offering a maximum capacity of 12 guests, this personalized experience provides an intimate setting to take in the beautiful views and relax.
The professional crew, including Captain Joe and crew member Katie, garners high praise for their attentive service and engaging commentary.
Theres some good unlimited top-shelf drinks and delectable hors d’oeuvres as they bask in the tranquil atmosphere.
With a 100% recommendation rate and a Badge of Excellence, this sunset cruise is a must-do excursion for those seeking a celebratory and memorable experience in the US Virgin Islands.
Read our full review: Luxury Catamaran Champagne Sunset Cruise Review
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Full-Day Sailing Tour in Virgin Islands National Park
This full-day sailing excursion in the Virgin Islands National Park offers travelers a chance to enjoy the natural beauty of the Caribbean.
With a maximum group size of 6, guests can enjoy personalized service from the friendly and knowledgeable crew.
The tour includes snorkeling at multiple locations, where they’ll encounter sea turtles, manta rays, and diverse marine life.
Onboard, guests can savor a Mediterranean-inspired lunch and indulge in alcoholic beverages.
Consistently receiving 5-star reviews, this sailing experience is praised for its professional crew, delicious food, and memorable wildlife encounters.
Read our full review: Full-Day Sailing Tour in Virgin Islands National Park Review
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Simply Sailing Private Sail From Sapphire Marina
For those seeking a private sailing experience in the Virgin Islands, Simply Sailing offers a charter around St. Thomas on a 40-foot pilothouse mariner.
The private charter can accommodate up to 6 people and includes snacks, beverages, and an optional snorkel stop.
Departing from the Sapphire Marina dock, the activity provides easy boarding access and ends back at the meeting point.
While not wheelchair accessible, the sailing tour is suitable for most travelers.
Priced at $655 per group, the experience comes highly recommended, with 100% of past guests rating it 5 stars.
Free cancellation is available up to 24 hours before the start.
Read our full review: Simply Sailing Private Sail From Sapphire Marina Review
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Luxury Yacht Charter in US Virgin Islands – Includes Fuel
Travelers seeking a luxurious sailing experience in the US Virgin Islands can embark on a private yacht charter from St. Thomas.
The customizable itinerary includes opportunities for swimming, snorkeling, and relaxing on a well-appointed boat. Highlights are the chance to spot sea turtles and enjoy lunch at a floating taco boat.
The luxury charter includes a continental breakfast, an open bar, and snorkeling gear. With a 100% recommendation rate from 21 reviews, this private tour offers a personalized experience for your group.
While the vessel isn’t wheelchair accessible, most travelers can participate as long as they don’t have any serious medical conditions.
Additional costs include a fuel surcharge and gratuities.
Read our full review: Luxury Yacht Charter in US Virgin Islands – Includes Fuel Review
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Airport Transportation – Yacht Haven Grande -Charlotte Amalie Ferry – Crown Bay
Visitors can arrange airport transportation in St. Thomas through a highly-rated service. This provider offers private transportation with air-conditioned vehicles and WiFi.
Prices include luggage for up to 4 passengers, and larger groups can contact the service directly. The pickup point is at the Cyril E. King Airport, where a LOVE TEAM member will meet travelers in front of baggage claim.
Drop-off points include Yacht Haven Grande, Charlotte Amalie Ferry, and Crown Bay. The service operates daily from 6 AM to 11:30 PM.
While it isn’t wheelchair accessible, the service allows service animals and infants on laps. With 100% of travelers recommending this transportation option, it offers a convenient and comfortable way to start the St. Thomas experience.
Read our full review: Airport Transportation – Yacht Haven Grande -Charlotte Amalie Ferry – Crown Bay Review
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Virgin Islands Full-Day Private Yacht Charter – St Thomas
Explore the beautiful Virgin Islands on a private full-day yacht charter from St. Thomas.
This 5-star rated charter takes you on a memorable journey to the idyllic Jost Van Dyke. Enjoy a day filled with snorkeling, relaxation, and indulging in provided beverages and snacks.
The charter is accessible by stroller, though not wheelchair-friendly, and most travelers can participate. Conveniently starting and ending at the Sapphire Beach Resort Marina, this experience is a hassle-free way to discover the stunning Virgin Islands.
With a 100% traveler recommendation and free cancellation up to 24 hours beforehand, this private yacht charter is a must-do activity during your time in St. Thomas.
Read our full review: Virgin Islands Full-Day Private Yacht Charter – St Thomas Review
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Private – Morning Mimosa Catamaran Sail
The morning mimosa catamaran sail offers travelers a delightful way to start their day in St. Thomas, U.S. Virgin Islands.
Departing from the American Yacht Harbor, this 3-hour private tour includes alcoholic beverages, breakfast, and the use of snorkeling equipment and a stand-up paddle board.
Guests can sit back, relax, and enjoy the scenic views as the catamaran sails along the coast.
With a perfect 5-star rating based on 5 reviews, this tour is a popular choice for those seeking a leisurely and luxurious morning experience.
The tour is private, with only your group participating, and gratuities are included, making it a hassle-free option for a memorable sail in the Caribbean.
Read our full review: Private – Morning Mimosa Catamaran Sail Review
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Full Day Private Power Catamaran- USVI Beach and Snorkel
Guests embark on a full or half-day private power catamaran adventure in the US Virgin Islands, exploring idyllic beaches and snorkeling sites.
The maximum capacity is 12 individuals per US Coast Guard regulations, with prices starting at $995 per group.
Inclusions feature snorkeling equipment, beverages, and gratuity for the captain.
The meeting point is at Yacht Haven Grande, with the activity ending at the same location.
Reviewers praise the knowledgeable captains, who tailor the excursions to guest interests.
Free cancellation is available up to 24 hours before the experience.
This private charter offers a unique opportunity to experience the beauty of the USVI at one’s own pace.
Read our full review: Full Day Private Power Catamaran- USVI Beach and Snorkel Review
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Full Day Luxury Catamaran Turtle Snorkel and Beach Getaway
Frequently, travelers embark on a full day luxury catamaran excursion in St Thomas, US Virgin Islands. This tour accommodates a maximum of 12 guests and starts at 9:30 am from the WICO/Havensite Cruise Ship Dock.
The experience includes a professional crew, snorkeling guide, and an open bar after in-water activities. Guests can enjoy a continental breakfast, light snack, and the option to purchase lunch.
The catamaran features a roomy bathroom, custom boarding ladder, and large swim platform for easy water access. A moderate fitness level is required, and guests with medical concerns should consult their doctor.
With a perfect 5-star rating based on multiple reviews, this luxury catamaran tour is an excellent choice for exploring the island’s marine life and beaches.
Read our full review: Full Day Luxury Catamaran Turtle Snorkel and Beach Getaway Review
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Private Sailing Catamaran Day Charter
Offering a more intimate and personalized experience, the Private Sailing Catamaran Day Charter in St. Thomas, US Virgin Islands, provides a unique opportunity to explore the azure waters.
With a maximum group size of 6 participants, this charter offers a 5.0-rated experience on Viator and Tripadvisor. The full-day itinerary includes snorkeling at two sites, paddleboarding, and relaxation on water floats, complemented by a curated lunch menu.
Guests can expect to encounter sea turtles and visit beautiful beaches. The charter includes snorkeling gear, paddle boards, and water floats, as well as snacks, drinks, and a selection of alcoholic beverages.
With free cancellation and rescheduling, this private charter is an ideal choice for those seeking a customized sailing adventure.
Read our full review: Private Sailing Catamaran Day Charter Review
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Private Luxury Catamaran Half Day Charter
What can one expect from the Private Luxury Catamaran Half Day Charter in St. Thomas, US Virgin Islands?
A private sailing excursion aboard a modern, luxurious catamaran for up to 12 guests. The charter includes an array of amenities – sanitized snorkeling gear, freshwater rinse, a boarding ladder and swim platform, a professional crew, an open bar, and snacks.
Pickup is conveniently located near the cruise ship dock, and the trip ends back at the starting point.
With a 5.0 rating from 4 reviews, this half-day sail offers an unforgettable experience for those seeking a private, high-end boating adventure in the stunning waters around St. Thomas.
Read our full review: Private Luxury Catamaran Half Day Charter Review
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Frequently Asked Questions
Can I Bring My Own Food and Drinks on the Boat?
Yes, passengers can typically bring their own food and drinks on board for sailing excursions. It’s a common practice, as most tours allow you to bring your own refreshments to enjoy during the trip.
What Is the Maximum Number of Passengers Allowed?
The maximum number of passengers allowed varies by tour company and boat size, but typically ranges from 6 to 12 people. It’s best to check with the specific provider for their policies on passenger capacity.
Are Life Jackets Provided, and Is Swimming Allowed?
Life jackets are always provided for passengers on sailing excursions, and swimming is typically allowed during the trip, providing a refreshing break from sailing. The maximum number of passengers can vary depending on the specific sailing tour.
Can We Customize the Itinerary or Stop at Additional Locations?
Yes, you can typically customize the itinerary and stop at additional locations on sailing tours in the area. Many operators offer flexible options to tailor the experience to your preferences.
What Is the Cancellation Policy in Case of Inclement Weather?
The cancellation policy typically allows for full refunds if the sailing trip is cancelled due to inclement weather. Customers are advised to check with the tour operator for their specific policy before booking.
The Sum Up
St. Thomas offers an array of exceptional sailing experiences. Whether it’s a private luxury catamaran charter, a small-group snorkel adventure, or a full-day power catamaran tour, visitors can explore the island’s stunning beaches, vibrant marine life, and picturesque coastlines. With various options catering to different interests and budgets, there’s a sailing experience to suit every traveler’s needs and preferences.