US Virgin Islands · SAILING

The 15 Best Sailing Trips in the US Virgin Islands

27 tours  ·  from $119

Wind is the reason this archipelago was worth settling and it is still the best way to see it. These 15 sailing days are priced by hull and by hours, with a note on which ones cross into British waters.

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT - Snorkeling at Turtle Cove
Cruises & Boat Tours, Sailing, St Thomas Tours, Tour Reviews

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

1.Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

★★★★★★★★★★5.0 · 2,100 reviews · from $119Our pick

From Frenchman’s Cove, The VI Cat sails to Turtle Cove on Little Buck Island. You get a mask, snorkel, fins, and vest, plus about an hour in the water, with guides such as Serena, Isaac, Nick, or Porscha helping with safety and marine life. Snacks and drinks follow.

“Capt Serena, Anders and Adrian were great and well organized. The snorkeling tour was thorough and easy to do. It was a beautiful ride and the Cat was comfortable. The trip back was fun and a great group. Would highly recommend.”

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Half Day Luxury Catamaran Turtle Snorkel And Beach - Looking for green sea turtles
Cruises & Boat Tours, Sailing, St Thomas Tours, Tour Reviews, Turtle Snorkeling Tours, VIP

Half Day Luxury Catamaran Turtle Snorkel And Beach

2.Half Day Luxury Catamaran Turtle Snorkel And Beach

★★★★★★★★★★5.0 · 635 reviews · from $159

Join Captain Joe and Catie aboard a modern catamaran for a four-hour, small-group trip from Yacht Haven Grande. Snorkel at Buck Island National Wildlife Refuge, look for green sea turtles and reef fish, then relax at Honeymoon Beach with snacks, floats, and drinks after the water activities.

“The "Someday" experience was great and just the right amount of time out on the water at about 4 hours. We hit two snorkeling spots and one of the crew members guided us [in the water] noting both historical & marine fun facts. The crew runs the trip & experience like a well-oiled machine and they know what they're doing when it comes to running a boat and keeping safety in mind at all times. It was also really nice to go with a smaller group vs. dozens & dozens on board. It made for a more customized & relaxed experience and you felt like you were with a group…”

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50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience - Red Hook departure and the timing that matters
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50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

3.50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

★★★★★★★★★★5.0 · 606 reviews

Take up to 12 people aboard SY Sirena, a 50-foot luxury catamaran departing Red Hook. Your captain can shape a half or full day around snorkeling, beaches, sea turtles, and lunch stops, with floats, gear, beer, soda, water, and rum punch included. BVI visits are not available.

“What a lovely experience. Maddy and Alex were so accommodating and experienced. There was 12 of us and they were wonderful.”

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Private Luxury Catamaran Yacht. Full or Half Day Charter - Sail, Beach, Snorkel. - Building your route around St. Thomas
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Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.

4.Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.

★★★★★★★★★★5.0 · 386 reviews

Spend up to seven hours aboard S/Y Pisces, a 47-foot Leopard catamaran, with your own group of up to 12. Your captain can plan snorkeling, turtle watching, beach time, and island stops around St. Thomas, Water Island, Buck Island, or a quiet cay. Snorkel gear, floats, drinks, and a restroom are included.

“Such a relaxing and wonderful way to spend the day! Loved snorkeling in areas that we've never gone to. Honeymoon beach is our new favorite spot!”

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Private Fast Power Catamaran. Full or Half Day for Beach Hopping, Snorkel & Swim - Water Island and Little Buck Island
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Private Fast Power Catamaran. Full or Half Day for Beach Hopping, Snorkel & Swim

5.Private Fast Power Catamaran. Full or Half Day for Beach Hopping, Snorkel & Swim

★★★★★★★★★★5.0 · 207 reviews

Take MV Poseidon, a 36-foot TwinVee power catamaran, around St. Thomas and St. John for 4 to 7 hours. Your captain, including Holly, Amanda, Wallens, Aaron, or Bryan, helps shape the day around snorkeling, beaches, turtles, lunch, and swimming for up to 12 people.

“Such a wonderful experience! Wallens took us to two great spots. One with turtles and another with so many species of fish. We had a quick stop at a unique beach with amazing drinks and clean bathrooms. The music was on point for a chill experience. Such an epic and chill day. Thank you Wallens!”

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Day Yacht Excursions throughout the US or British Virgin Islands - Leaving Compass Point Marina at 9 a.m.
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Day Yacht Excursions throughout the US or British Virgin Islands

6.Day Yacht Excursions throughout the US or British Virgin Islands

★★★★★★★★★★5.0 · 164 reviews

Book a private 45-foot yacht from Compass Point Marina in St Thomas for 6 to 8 hours. Choose a custom route through the US or British Virgin Islands, with options such as Norman Island snorkeling and Sandy Cay beaches. Hotel pickup, meals, fuel, and provisioning depend on the package.

“Great Snorkeling and great sightseeing. Caring crew with great hospitality and lots of fun adventures”

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Private Full Day, Fun Day Aboard SY Mazu - Luxury Gemini Legacy Catamaran - Leaving Red Hook on SY Mazu or SY Neptune
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Private Full Day, Fun Day Aboard SY Mazu – Luxury Gemini Legacy Catamaran

7.Private Full Day, Fun Day Aboard SY Mazu – Luxury Gemini Legacy Catamaran

★★★★★★★★★★5.0 · 153 reviews

Spend about seven hours aboard SY Mazu or SY Neptune, a private Gemini Legacy catamaran for up to eight people. Captain JP, Maddy, Heather, Alex, and other crew members tailor the route around St. Thomas and St. John, with snorkeling gear, drinks, rum punch, and time for beaches or lunch.

“we loved our first experience so much we booked again with maddy and Joseph, they were very informative on the islands and the history, they took us to a spot with a sunken ship and to Jeffery Epsteins island which was very interesting to see in person, they also took us to Lavago, they have the best brisket grilled cheese and lobster flatbread & the most beautiful views, we loved our experience and we adored maddy and Joseph.”

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Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) - Setting out from American Yacht Harbor
Cruises & Boat Tours, Drinking Tours, Jost Van Dyke Day Trips, Sailing, St Thomas Tours, Tour Reviews

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

8.Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

★★★★★★★★★★5.0 · 139 reviews · from $375

Sail from Red Hook with a small group of up to 12 people, crossing to Jost Van Dyke for Foxy’s Bar and White Bay’s Soggy Dollar Bar. Expect breakfast, unlimited mimosas, an open boat bar, snorkeling gear, BVI customs, and crew such as Kenny, Suzanna, Carlie, or Robin.

“Suzanna and Kenny -our boat crew have to be the best in the industry. They were very informative, extremely kind, and catered to our every need. Nothing but smooth sailing and a ton of fun!”

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Private Luxury Charter Aboard New Multi-Deck Lagoon Catamaran - Snorkeling Around Buck Island, St. John, and the Nearby Cays
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Private Luxury Charter Aboard New Multi-Deck Lagoon Catamaran

9.Private Luxury Charter Aboard New Multi-Deck Lagoon Catamaran

★★★★★★★★★★4.5 · 115 reviews

Sail from Havensight aboard a Lagoon 420 catamaran with a captain such as Hillary, Vic, or Alex. Build a seven-hour route around snorkeling, sea turtles, secluded beaches, and floating bars. The boat carries up to 12 people, with gear, beer, rum punch, soda, water, and a restroom included.

“Amazing snorkel adventure with Captain Hillary of Seas the Day! We loved that it was a small group (maximum of 12 guests on the trip). Stopped at two beautiful locations - one for snorkeling and one for beach. Lots of turtle sightings!”

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Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht) - Honeymoon Beach, lunch, and a slower break
Cruises & Boat Tours, Full-Day, Private, Sailing, St Thomas Tours, Tour Reviews, USVI Sailing Charters

Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)

10.Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)

★★★★★★★★★★5.0 · 97 reviews · from $797

From Sapphire Beach Marina, your captain takes your private group of up to 12 toward Maho Bay, Honeymoon Beach, Lovango Cay, and Trunk Bay. Captains such as Tommy, Zach, Jesse, or Max help shape the day, with snorkeling, a fresh lunch, and an open bar included.

“The crew was absolutely accommodating and fun. They took us to 2 different snorkeling areas that were absolutely beautiful. They were very knowledgeable about the area. Lunch was phenomenal as were the drinks. Will come back again and do this same charter!”

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Full Day Private Charter on Luxury Catamaran Sailing. - The best seats are on the trampolines and at the stern
Cruises & Boat Tours, Full-Day, Private, Sailing, St Thomas Tours, Tour Reviews, USVI Sailing Charters, VIP

Full Day Private Charter on Luxury Catamaran Sailing.

11.Full Day Private Charter on Luxury Catamaran Sailing.

★★★★★★★★★★5.0 · 91 reviews · from $250

Set out from Red Hook aboard the private catamaran Second Chance with Ivy, TL, and their crew. You choose among stops such as Maho Bay, Lovango Cay, and Christmas Cove, with snorkeling gear, paddle boards, hammock chairs, lunch, rum punch, beer, and soft drinks included.

“We went as a group of six. It was fantastic! We saw everything that we hoped to- and then some. This is something we will do again!”

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Luxury Catamaran Champagne Sunset Cruise - Boarding at Yacht Haven Grande in Charlotte Amalie
Cruises & Boat Tours, Evening Experiences, Sailing, St Thomas Tours, Tour Reviews, USVI Sunset Sails, USVI Sunset Sails in St Thomas, VIP, Wine Tours

Luxury Catamaran Champagne Sunset Cruise

12.Luxury Catamaran Champagne Sunset Cruise

★★★★★★★★★★5.0 · 80 reviews · from $119

Cruise St. Thomas with Captain Joe and crew member Katie aboard a polished power catamaran limited to 12 people. Enjoy unlimited top-shelf drinks, charcuterie, hors d’oeuvres, a champagne toast near Honeymoon Beach, sunset views around Water and Hassel Islands, and a glowing Charlotte Amalie harbor cruise.

“We celebrated my birthday and it was one of the best birthday’s ever…. The fleet was immaculate and the staff were very friendly and amazing! We were amongst other couples celebrating as well which made the experience even more memorable. Katie and the captain were awesome and very knowledgeable about the islands history. The hors d’oeuvres and drinks were very good. We had a champagne sunset toast 🍾it was beautiful. I would definitely recommend this excursion, don’t delay book it! You won’t be disappointed…”

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Private Day Charter Classic Sailboat - Sailing aboard a classic 40-foot boat
Cruises & Boat Tours, Private, Sailing, St John Tours, Tour Reviews

Private Day Charter Classic Sailboat

13.Private Day Charter Classic Sailboat

★★★★★★★★★★5.0 · 69 reviews

Meet Captain Mike at the Cruz Bay ferry terminal, ride a tender to a private 40-foot sailboat, and spend 4 to 5 hours sailing, snorkeling, swimming, and sunbathing. Lunch, drinks, gear, WiFi, a shaded cockpit, and a restroom are included for your group of up to six.

“It was a great day on the water. Captain Mike and his nephew Beau (Bo?) we're both great. The were friendly, knowledgeable, and just really nice. They took us to a couple of fun snorkeling spots that we could not have accessed bRead more”

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Sail Away on your Private 55-foot Catamaran Charter - Snacks and the open bar after swimming
Cruises & Boat Tours, Private, Sailing, St Thomas Tours, Tour Reviews

Sail Away on your Private 55-foot Catamaran Charter

14.Sail Away on your Private 55-foot Catamaran Charter

★★★★★★★★★★5.0 · 68 reviews · from $1,895

Sail from Yacht Haven Grande aboard the 55-foot Gold Coast to Buck Island’s Turtle Cove. You’ll receive snorkeling instruction, swim with turtles and fish, and may visit Shipwreck Cove before fruit, cheese, salami, rum punch, and a relaxed sail home.

“Brody and his crew were absolutely outstanding. Their professionalism, attentiveness, and genuine engagement with every guest made the entire experience unforgettable. They took the time to clearly explain all safety guidelines, ensured Read more”

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Vi Top Taxi &Tours -Airport Transfer Bluebeard's/Yacht Haven - What happens after you land at Cyril E. King Airport
Airport Transfers, Cruises & Boat Tours, Private Drivers, Sailing, St John Tours, St Thomas Airport Transfers, Tour Reviews, Tours

Vi Top Taxi &Tours -Airport Transfer Bluebeard’s/Yacht Haven

15.Vi Top Taxi &Tours -Airport Transfer Bluebeard’s/Yacht Haven

★★★★★★★★★★5.0 · 57 reviews

Vi Top Taxi & Tours provides private, one-way airport transfers from Cyril E. King Airport to Bluebeard’s Castle, Yacht Haven Grande, Charlotte Amalie, Crown Bay, and nearby hotels. Drivers such as Nathmi and Nami also offer local tips, bottled water, air conditioning, and larger vans for groups.

“Nami and Bash were great drivers and super personable. They took us anywhere we needed to be during our week stay. We were able to set up pick ups the day prior or they would be able to pick us up in 10 mins. I kept their number for future stays”

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New in Sailing

★ 5.0Private St Thomas Luxury Catamaran Trip for Groups up to 24 Guest6 reviews
★ 5.0Private Power Catamaran. Secluded Beaches, Snorkeling, Turtles for Full/Half Day12 reviews
★ 5.0Private Luxury Catamaran Half Day Charter5 reviews
★ 5.0Amazing Half Day Private Boat Charter on Luxury Sailing CatamaranFrom $2509 reviews
★ 5.0Learn to Sail – Sailing Lessons All Inclusive4 reviews
★ 5.0Private Luxury Catamaran Champagne Sunset Cruise4 reviews

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Cruises & Boat Tours77USVI Sailing Charters20USVI Sunset Sails16Snorkeling17St Thomas Snorkel Trips5
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