Top 14 US Virgin Islands Sailing Trips

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

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

Sail The VI Cat from Marriott Frenchman’s Cove to Turtle Cove at Little Buck Island. You’ll get gear, about an hour in the water, sea turtles, reef fish, snacks, and drinks after snorkeling. Captains Serena and Dave, plus guides such as Nick, Tim, and Porscha, have helped make this a friendly, safety-minded outing.

“We had a great time! The crew was very insightful and allowed us to make the most of the experience. I highly recommend this experience.”

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2.Sunset & Harbor Lights Dinner Sail from the Marriott’s Frenchman’s Cove

★★★★★★★★★★5.0 · 1,176 reviews · from $119

Join Captain Dave and The VI Cat crew at Marriott’s Frenchman’s Cove for a two-hour sunset sail past Little Buck Island and Charlotte Amalie. Enjoy an open bar, tacos on Tuesdays or barbecue on select nights, harbor lights, music, and plenty of deck space. Arrive 30 minutes early.

“We had an awesome time, the crew were friendly but most importantly safe. The painkillers were just right and the view was unmatched. We went on Taco Tuesday, the food was good I can't complain. 10-10 I would absolutely did it again!”

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3.Champagne Sunset Sail from Margaritaville

★★★★★★★★★★4.5 · 691 reviews · from $130

Sail from Frydendal aboard a new catamaran for roughly two hours, with champagne, rum punch, Painkillers, cocktails, wine, beer, soda, and hors d’oeuvres. The crew may include captains such as Big Tuna, Danny Boy, or Sean, and the trip returns to the same meeting point after sunset and moonrise views.

“Tour was good food wasn’t great. Crew was friendly and willing to help. Was 50 people on the boat wasn’t to crowded anymore then that would have been hard to move around the deck. Heavy hors d’oeuvres was an overstatement. We booked snorkel with this company was far better experience.”

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4.St John & Surrounding Cays – Full-Day Sail/Snorkel, 6 Guests Max

★★★★★★★★★★5.0 · 635 reviews · from $245

Sail from Sapphire Beach Marina at 9:00 a.m. aboard a small boat limited to six passengers. Captain Kendall, Addison, Tommy, Mark, Rusty, Sam, and Gabi may guide the trip, with snorkeling at two or three locations, a fresh grilled lunch, island stories, and included drinks before returning around 3:30 p.m.

“Captain Kendall was the ideal host for our family of 6 sailing adventure today in St Thomas. He took us to two good snorkeling spots where we saw turtles, rays, coral and lots of fish. We had an excellent lunch and great drinks on the boaRead more”

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5.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 St. Thomas outing limited to 12 people. Snorkel at Turtle Cove near Buck Island, look for green sea turtles and reef life, then relax at Honeymoon Beach with snacks, floats, and an open bar after the water activities.

“Captain Joe and Katie gave us a day to remember looking for sea turtles. They provided food and drinks, and even joined us in the water to guide us around the reefs. The boat was beautiful and we would join them again!”

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

★★★★★★★★★★5.0 · 606 reviews

Take up to 12 people aboard SY Sirena from Red Hook for a private half or full day around St Thomas, St John, and nearby cays. Your captain shapes the route around snorkeling, beaches, turtles, lunch, or quiet coves. The boat includes floats, snorkel gear, a restroom, soda, beer, water, and rum punch.

“Captain Maddy and Roe where absolutely amazing. Friendly helpful and fun. Loved the boat especially the bean bag chairs”

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7.Sunset Sail with Cocktails and Appetizers

★★★★★★★★★★5.0 · 580 reviews · from $95Best value

Spend two hours aboard The VI Cat, a 54-foot catamaran leaving Marriott’s Frenchman’s Cove at 5:30 pm. Expect Caribbean sunset views, music, open-bar cocktails, wine, beer, nonalcoholic drinks, and light snacks. Captains and crew such as Serena, Mike, Isaac, and Portia keep the evening easygoing and social.

“This cruise was amazing! We met some amazing folks and got to talking to everyone in the boat and had a great time!”

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

★★★★★★★★★★5.0 · 386 reviews

Sail aboard S/Y Pisces, a 47-foot Leopard catamaran, with your private group of up to 12. Your captain, often AnneMarie or another Seas the Day crew member, can plan snorkeling, turtle watching, beach time, and island stops around St. Thomas.

“Absolutely awesome day!! The crew really took care of us on the beautiful Pieces! Kayli’s kept the rum punch flowing for sure! Swimming, snorkeling, a great lunch at Dinghy’s as well. I would definitely recommend this private catamaran experience.”

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9.St. John Days End Sunset Sail Open Bar & Hors D’oeuvres – Westin

★★★★★★★★★★5.0 · 281 reviews · from $109

Sail from the Westin on a 55-foot catamaran into Pillsbury Sound as the sun sets over St. John. Champagne, a full open bar, and hors d’oeuvres are included. Arrive early for a good seat, expect a no-shoes boat, and plan on a relaxed group outing rather than a private cruise.

“It was better than expected The crew was friendly and efficient. The boat was absolutely spectacular. I would recommend this to everyone.”

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10.St. John PiZZA Pi Snorkel Sail with Beach Stop, Lunch & Open Bar – Westin

★★★★★★★★★★5.0 · 139 reviews · from $149

Meet at the Westin St. John at 10:15 a.m. for a five-hour catamaran trip with two snorkel stops, a beach break, fresh Pizza Pi pizza, salad, and an open bar after snorkeling. The crew may include Captain Erin, Emily, or Wendy, with snorkeling sites adjusted for weather and sea conditions.

“Great value and fun. Family of four with 2 teens. Lovely crew, delicious pizz/pasta lunch with vegetarian options. Great day snorkeling at Christmas Cove and Near honeymoon beach. Turtles, rays, octopus, fish and coral galore. My kids wanted to go another the next day but sadly leaving. Highly recommend.”

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

★★★★★★★★★★4.5 · 115 reviews

Set sail from Havensight on a Lagoon 420 catamaran with Captain Hillary, Captain Vic, or another local skipper. Snorkel near St. Thomas or St. John, look for turtles and rays, then swim at Honeymoon Beach or another bay. Drinks, gear, shade, and a restroom are included.

“Great Captain and crew. A good group and a lot of fun. Beautiful scenery and the snorkeling was great. Saw sea turtles, a lot of unique fish and had a fun but exhausting day.”

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

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

Blue Dream Charters takes your private group of up to 12 from Sapphire Beach Marina around St. Thomas, St. John, and nearby cays. Your captain sets the route with you, with stops at Maho Bay, Honeymoon Beach, Lovango Cay, and Trunk Bay. Lunch, drinks, and snorkel gear are included.

“Max & Eric were a great crew who gave us a fabulous sailing experience. They cooked a delicious lunch and found a quiet cove for snorkeling and swimming with turtles”

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13.Full Day Private Charter on Luxury Catamaran Sailing.

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

Spend about 7.5 hours aboard the private catamaran Second Chance from Red Hook. Ivy, TL, Captain Justin, and the crew can tailor 2 to 3 snorkeling stops, including Maho, Lovango Cay, and Christmas Cove. Lunch, gear, paddle boards, hammock chairs, drinks, and beer are included.

“What an awesome day from beginning to end! Great snorkeling, paddle boarding or just relaxing in the hammock swing watching the family dive competition! Definitely booking this again on my next trip back.”

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14.All-Inclusive Sunset Sail – Semi Private – Only 6 Guests

★★★★★★★★★★5.0 · 90 reviews · from $129

Sail from Sapphire Beach Marina aboard Frances Anne for about two hours with no more than six people. Captain Kendall, Mark, Rusty, and other crew members may lead the trip, serving cocktails, soft drinks, and charcuterie while you watch the sunset and possibly snorkel.

“We wanted to celebrate the 60th wedding anniversary with our long-term friends who were avid sailors in their youthful days. This sail was perfect, not too long, not too strenuous, and very enjoyable. Their first time in the USVI will be a most vivid memory for them because of this sail. Thanks to captain and crew for this perfect experience.”

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