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The 15 Best Sailing Experiences in St Thomas
St Thomas is one of the Caribbean's top spots for sailing and boating, thanks to its sheltered waters, vibrant coral reefs, and stunning island scenery. Unlike many destinations, here you'll find a mix of luxury private charters and adventurous group tours—something for every type of sailor. We particularly like tours that combine snorkeling with island hopping, like the Full Day Private Charter on a 55-foot Yacht, which offers personalized itineraries and the chance to explore both USVI and BVI waters.
For travelers seeking a luxury experience, the Luxury Yacht Private Full or Half Day Catamaran Snorkel & Beach stands out because it combines seclusion, gourmet food, and customizable routes. Meanwhile, those wanting a more casual, fun vibe will appreciate group tours like the Sail to Jost Van Dyke, which captures the lively spirit of the Caribbean with stops at iconic bars.
Quick Overview
Our list covers a range of sailing options—from half-day snorkel trips to full-day private charters and sunset cruises. Whether you're after intimate luxury or fun group outings, you'll find options that deliver stunning scenery, marine encounters, and a taste of island life. For a semi-private experience with excellent reviews, the Half Day Luxury Catamaran Turtle Snorkel And Beach offers a perfect balance of adventure and relaxation. If you want to sail around multiple islands in style, check out the Day Yacht Excursions. For a romantic sunset, the Luxury Catamaran Champagne Sunset Cruise provides a memorable evening on the water.
1. Half Day Luxury Catamaran Turtle Snorkel And Beach
This tour is a standout for its small group setting and ability to avoid crowded beaches. It includes snorkeling in waters around St. Thomas, where you can see endangered green sea turtles in their natural habitat, along with colorful fish. Afterward, you’ll spend time at Honeymoon Beach, known for its quiet sands and clear waters. The trip is around 4 hours and includes snacks and unlimited drinks from the open bar. With an average review of 5 stars from over 600 travelers, it’s clear this tour offers good value and lots of fun. The crew is attentive, making sure everyone feels comfortable whether you’re a snorkeler or sunbather.
Bottom Line: Perfect for those wanting a relaxed, intimate outing with wildlife encounters and beach time. It’s a well-reviewed, affordable way to enjoy St. Thomas from the water.
2. 50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience
For around $1,595, this private yacht experience offers up to 12 guests the chance to design their own day. The SY Sirena is a spacious 50-foot catamaran with a large back deck, bean bag chairs, and trampolines perfect for sunbathing or dolphin watching. It visits iconic beaches like Magens Bay and Sapphire Beach, with flexible itineraries that allow you to spend as much time as you like at each spot. Guests rave about the crew’s personalized service, with many noting the attention to detail and delicious onboard snacks. The trip can last 4 to 7 hours, making it ideal for families or friends wanting full control over their day.
Bottom Line: Best suited for groups wanting total privacy and customization in an ultra-luxury setting, with excellent reviews backing up its quality.
3. Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel
This all-inclusive private charter offers the ultimate luxury experience aboard the S/Y Pisces, a 47-foot Leopard Catamaran. You can choose a half or full day and visit islands and harbors like Buck Island and Water Island. It’s perfect for relaxing on trampolines, enjoying delicious drinks, and snorkeling in clear waters teeming with marine life. Reviewers highlight the professional, friendly crew and the gorgeous boat, which makes it easy to unwind and enjoy the surroundings. The itinerary is flexible, allowing you to tailor your day, making it suitable for those who prefer custom adventures.
Bottom Line: Excellent for travelers who want a fancy, personalized day on the water with plenty of space and comfort.
4. Private Fast Power Catamaran. Full or Half Day for Beach Hopping, Snorkel & Swim
If speed and stability matter, the MV Poseidon, a 36-foot TwinVee Ocean Catamaran, delivers both. This power catamaran is perfect for exploring multiple beaches quickly, with stops at Water Island, Little Buck Island, and Honeymoon Beach. It’s a great option for those who want to maximize beach and snorkeling time while avoiding rough seas. The boat is big enough for 12 guests and is praised for its comfortable ride and brand new snorkel gear. Reviewers mention the friendly crew and the ability to customize your route, making it a favorite for adventure seekers.
Bottom Line: Ideal for families or groups wanting a fast-paced, flexible day with plenty of snorkeling and beach time.
5. Day Yacht Excursions throughout the US or British Virgin Islands
This private 45-foot yacht offers a full day exploring either the USVI or BVI. It includes round-trip transportation and all-inclusive options with meals, making it a hassle-free, customizable experience. With a capacity of 12, you can choose to snorkel Norman Island caves, relax on Sandy Cay, or visit secluded beaches. Reviewers love the personalized service and the flexibility to craft your own itinerary, which is perfect for groups seeking a luxurious, private day on the water.
Bottom Line: Best for travelers who want a tailored, all-inclusive private yacht day visiting multiple islands at a relaxed pace.
6. Private Full Day, Fun Day Aboard SY Mazu – Luxury Gemini Legacy Catamaran
For up to 8 guests, the SY Mazu or Neptune makes a great full-day private sailing experience. Departing from Red Hook, it sails to destinations like Lovango Cay, Christmas Cove, and Maho Bay. The Gemini Legacy catamarans are known for smooth sailing and spacious decks, perfect for tanning, snorkeling, or socializing. The crew is praised for their professionalism and friendliness, and the itinerary is flexible to your preferences. Reviewers say it’s a wonderful, personalized experience with memorable views and excellent service.
Bottom Line: Well-suited for smaller groups seeking a luxurious, fully customizable day on a sleek sailing yacht.
7. Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)
This 8-hour sailing trip takes you from St. Thomas to Jost Van Dyke, famous for the Soggy Dollar Bar. Limited to 12 guests, it’s a lively, party-style tour with bottomless mimosas and a continental breakfast. The highlight is spending afternoon hours at White Bay with the chance to swim, relax, or visit Foxy’s**. The reviews emphasize its fun, laid-back vibe and the friendly crew that keeps everyone entertained. It’s a great option for those who want a mix of sailing, socializing, and island culture.
Bottom Line: Perfect for travelers after a fun, social day with great drinks and beach time.
8. Full Day Private Charter, Snorkel St. John (12 guests, 55′ yacht)
This private 55-foot yacht offers an all-day, customizable experience around St. John and the USVI. You’ll visit Maho Bay, Honeymoon Beach, Lovango Cay, and Trunk Bay, with plenty of snorkeling and relaxing. The crew helps craft your perfect route, with fresh lunch and open bar included. Travelers rave about the professional crew and the ability to see sea turtles and vibrant reefs. This tour is especially suited for families or groups wanting a private, relaxed day.
Bottom Line: Excellent for those wanting maximum flexibility with a focus on snorkeling and beach lounging.
9. Full Day Private Charter on Luxury Catamaran Sailing
This luxury private charter offers a 7-hour journey with swimming with turtles, snorkeling reefs, and visiting gorgeous beaches. It features top-notch amenities like hammock chairs and paddle boards. The crew makes it a personalized experience, adapting the route to your preferences. Reviewers mention the smooth ride, friendly crew, and memorable scenery, making it ideal for couples or small groups looking for a luxury day on the water.
Bottom Line: Best for those seeking a high-end, fully customizable sailing day with plenty of time to relax and explore.
10. Luxury Catamaran Champagne Sunset Cruise
This 2-hour sunset cruise is picture-perfect for romantic evenings. Board a luxury power catamaran, sip top-shelf cocktails, and watch the sun set behind Water and Hassel Islands. The cruise includes hors d’oeuvres, champagne toast, and after sunset, a harbor cruise through Charlotte Amalie’s glowing harbor. Passengers consistently praise the professional crew and the beautiful scenery.
Bottom Line: Ideal for date nights or special occasions; a relaxed, romantic way to end your day.
11. Sail Away on your Private 55-foot Catamaran Charter
Offering a 3.5-hour private cruise, this charter takes you to Buck Island Marine Sanctuary with snorkeling among turtles and vibrant marine life. The expert crew provides full instructions and gear, ensuring a seamless experience. Multiple stops are possible, including second cove visits if time allows. It’s a more intimate option for small groups wanting personalized service and snorkel-focused adventures.
Bottom Line: Best for shorter private trips emphasizing snorkeling and relaxed sailing.
12. Private Luxury Power Catamaran. Enjoy USVI Aboard MV Hydra
This 7-hour private power catamaran is designed for speed and comfort. It accommodates up to 12 guests and visits Water Island, Little Buck Island, and Honeymoon Beach. The crew’s professionalism and friendly approach shine through, with many reviews mentioning seeing turtles, colorful reefs, and enjoying cold drinks. It’s a good choice for those who want a quick, exciting day with plenty of snorkeling and beach time.
Bottom Line: Well-suited for active groups wanting a fast-paced, scenic day on a comfortable boat.
13. Full-Day Sailing Tour in Virgin Islands National Park
This tour offers a full day sailing in Virgin Islands National Park. You’ll explore St. John’s pristine beaches, snorkel among sea turtles and stingrays, and visit Caneel Bay—which is only accessible by water. The trip includes lunch and drinks, with small-group intimacy to enhance your experience. Reviewers mention the expertise of the crew and the beautiful snorkeling spots. It’s ideal for those wanting a balanced mix of sailing, snorkeling, and relaxing.
Bottom Line: Great for adventurous travelers who want to combine sailing with wildlife and scenic beaches.
14. St. John Luxury Catamaran Turtle Snorkel and Cays Full Day
This small-group tour takes you around St. John, St. Thomas, and surrounding Cays on a luxury catamaran. It includes snorkeling at Watermelon Cay and Maho Bay, drinks from an open bar, and light breakfast. The crew is known for professional service, and the route is designed for maximum marine encounters. Travelers appreciate the large deck space and the personalized attention.
Bottom Line: Perfect for snorkel lovers who want a relaxed, all-day cruising experience with top amenities.
15. Private Luxury Charter Aboard New Multi-Deck Lagoon Catamaran
This 7-hour private charter is a luxury experience for up to 12 people. The multi-deck design allows plenty of space for snorkeling, sunbathing, or just relaxing. The route can include Water Island, St. James, and other spots, with the crew tailoring the day to your interests. Reviewers mention the beautiful boat, knowledgeable captain, and close-up wildlife encounters like turtles and stingrays.
Bottom Line: Excellent for groups seeking a high-end, spacious, and customizable day on the water.
How to Choose the Best Sailing Experience in St Thomas
When selecting a sailing tour, consider your budget, preferred style, and group size. For couples or small families wanting privacy and tailored routes, private options like the Full Day Private Yacht or the Luxury Catamaran are perfect. If you’re traveling with friends and want a lively atmosphere, the Jost Van Dyke sail or Sunset Cruise offer a great balance of fun and scenic views.
For those on a budget or short on time, the Half Day Turtle Snorkel provides excellent value, combining wildlife viewing and beach relaxation in just four hours. Always check reviews for crew professionalism and boat comfort, and book early for popular dates, especially in high season.
In summary, St Thomas offers a variety of sailing experiences suited to different tastes—from luxurious private yachts to thrilling group adventures. Whether you want to snorkel with sea turtles, enjoy a sunset with champagne, or explore multiple islands, you’ll find a trip that fits your style. We recommend considering your priorities—privacy, budget, activity level—and booking well in advance to secure your ideal sailing day. Now, all that’s left is to choose your adventure and set sail!