15 US Virgin Islands Sailing Tours, Best Day First

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

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

Sail from Marriott Frenchman’s Cove aboard the 54-foot VI Cat to Turtle Cove at Little Buck Island. You’ll get snorkel gear, guidance from the crew, and time to see green turtles, coral, and tropical fish. Captain Serena, Captain Dave, Tim, Isaac, Sam, Anders, Adrien, and Nick are among the crew members praised for their care and good humor.

“Great Experience! The crew was very knowledgeable and helpful. I would recommend this to anyone!! I would do it again”

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

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

Sail St. Thomas aboard the 54-foot VI Cat from Marriott Frenchman’s Cove. You’ll enjoy a two-hour evening cruise toward Little Buck Island and Charlotte Amalie, with an open bar, tacos on Tuesdays or barbecue on select nights, sunset views, and harbor lights. Arrive 30 minutes early, and request vegetarian or vegan food 48 hours ahead.

“Beautiful experience! We sat at the front of the boat and drank cocktails through the night. The good was good and we met some great people on the boat.”

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3.Champagne Sunset Sail from Margaritaville

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

Set sail from Margaritaville at 4:30 p.m. aboard a modern catamaran for a two-hour sunset cruise around St. Thomas. Enjoy champagne, wine, rum punch, PainKillers, mixed drinks, soft drinks, and passed appetizers while the crew keeps the mood lively. Captains and crew members such as Big Tuna, Danny Boy, Carolina, Dawn, and Noel have earned warm praise for their service.

“The staff last night was excellent. Michael made sure we experienced the perfect sunset! The drinks were plenty and the apps tasty! Daniel was charming, Dawn accommodating and “Adam sandler” super sweet . the only thing I would change is the amount of time… leaving at 4:30 on the nose would’ve given more boat time but other than that? perfection”

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

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

Leave Sapphire Beach Marina at 9:00 a.m. for a six-and-a-half-hour sail toward St John National Park and nearby cays. Your captain may be Kendall, Addison, Tommy, Mark, or another Virgin Islands Day Sailing skipper. Expect two or three snorkel stops, a fresh grilled lunch, open bar, and gear for a maximum of six people.

“Great excursion. Nice way to see the islands. Mark and Rusty did a fantastic job of telling us about the islands, stopped at two locations to snorkel. Small group of 6 which made it really nice. Highly recommend”

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5.Sunset Sail with Cocktails and Appetizers

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

Join The VI Cat at Marriott’s Frenchman’s Cove for a two-hour sunset sail around Charlotte Amalie Harbor. Captain Serena, Captain Michael, Isaac, Nick, Portia, and other crew members have earned praise for friendly service and steady drink refills. Expect an easygoing boat ride with an open bar, light snacks, music, and a return to the dock in time for dinner.

“The guides were very nice and it was the best experience I have ever had. Could not have asked for more!”

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

★★★★★★★★★★5.0 · 386 reviews · from $1,495 whole boat, up to 12

Sail aboard S/Y Pisces, a 47-foot Leopard catamaran, with your own captain and mate from Havensight. Build a half or full-day plan around snorkeling, turtles, beaches, Water Island, Buck Island, and quiet coves. Snorkel gear, floats, water, soda, beer, and rum punch are included for groups of up to 12.

“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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7.Live Music Sunset Sail

★★★★★★★★★★5.0 · 285 reviews · from $70Best value

Set out from Frederiksted Pier for a roughly two-hour catamaran sail along St Croix’s west coast. Local live music, unlimited Cruzan rum punch, fruit punch, and water keep things easygoing as you pass Frederiksted and Sandy Point National Wildlife Refuge. Shoes come off onboard, and the boat carries up to 48 people.

“Taylor and B are awesome! Great crew, super friendly she will even clean your shoes lol 😂 the drinks were also great.”

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8.Half Day Sail and Snorkel with the Turtles

★★★★★★★★★★5.0 · 285 reviews · from $140

Join Captain Mike and first mate Nikki aboard the restored sailing yacht FURY for a 3.5-hour trip from Charlotte Amalie to Turtle Cove at Buck Island. You will learn about green turtles, snorkel with fish and rays, and enjoy rum punch, beer, soda, water, and snacks. The boat holds no more than 25 people.

“Very easy going, relaxing tour and snorkeling. The crew is great, we got to swim with a turtle. This was our second trip with them. We were happy customers!”

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

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

Board a 55-foot catamaran at The Westin St. John and cruise into Pillsbury Sound as the sun drops over the Caribbean. Champagne, alcoholic and nonalcoholic drinks, and hors d’oeuvres are included. Captains and crew such as Freeman, Erin, Carter, and Matt have earned praise for friendly service. Arrive early for the best seating and bring easy-to-remove shoes.

“We had a blast getting off the island and on the water for a sunset cruise. Our captain was great. Easy trip from the Westin.”

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10.Sail/Snorkel Adventure from Sapphire Marina,STT NO CROWDS~ 6 GUEST MAX

★★★★★★★★★★5.0 · 226 reviews · from $159

Sail with Captain Rob and Deb aboard Cosmos Mariner from Sapphire Beach Marina. This three-hour, six-person trip combines a scenic sail toward St. John with about an hour of snorkeling near Caneel Bay, Christmas Cove, or Lovango. Gear, snacks, soft drinks, alcohol, and flotation aids are included.

“This is a Very Well run operation. Captain Rob and Deb are great hosts. The 1/2 day sail and snorkel was a great way to do spend an afternoon.”

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11.St. John Jost Van Dyke & Soggy Dollar Snorkel Sail with Breakfast – Westin

★★★★★★★★★★5.0 · 176 reviews · from $299

Leave the Westin St. John at 8 a.m. for a full day on Cruz Bay Watersports’ catamaran to Jost Van Dyke. You’ll have a light breakfast, snorkel near coral reefs, spend time at White Bay, and return with an open bar. Crew members such as Captain Jolene and mates Dan and Brendan have earned praise for attentive service.

“This was one of the best tours we’ve done! There were 34 people on the boat but it never felt crowded and the crew made you feel like you had personalized service the entire time. It was a great way to get out to snorkel and see Jost Van Dyke, which was one of the most beautiful beaches. The breakfast was light but the drink service was not! We can’t give enough praise to the crew who were genuinely friendly and attentive. Would highly recommend taking this tour.”

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

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

Set sail from the Westin St. John at 10:15 a.m. on a luxury catamaran for about five hours. Snorkel at two locations such as Christmas Cove or Lovango Bay, swim near shore, and enjoy fresh Pizza Pi pizza, salad, snacks, and an open bar after snorkeling. Crews may include Captain Erin, Emily, or Wendy.

“Captain Wendy, Amanda and Jream were awesome! We had a great time. Pizza and drinks were perfect! They were so helpful and attentive. We enjoyed Jreams playedlist as well. Thank you!!”

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13.Full Day Private Charter on Luxury Catamaran Sailing.

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

Sail from Red Hook aboard the private catamaran Second Chance, choosing 2 to 3 snorkeling stops around St. Thomas and St. John. Swim near sea turtles, use paddle boards and hammock swings, and enjoy lunch, drinks, and a relaxed seven-and-a-half-hour day with the Beach Charters VI crew, including Ivy, TL, and Captain Justin.

“What an amazing experience! We we able to book just 12 hours ahead of shove. Excellent communication, and plenty of refreshments. Kids enjoyed it more than anything else on our 12 day vacation. I’m glad it was the last thing we did becauRead more”

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14.Private Day Charter Classic Sailboat

★★★★★★★★★★5.0 · 69 reviews · from $1,395 whole boat, up to 6

Meet Captain Mike and his crew at the Cruz Bay ferry terminal, ride a tender to a private 40-foot sailboat, and spend four to five 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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15.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 catamaran to Buck Island Marine Sanctuary. Snorkel from the boat at Turtle Cove, visit Shipwreck Cove if time allows, then enjoy fruit, cheese, salami, crackers, and drinks after swimming. Crew members such as Ashley, Rose, Reed, and Brody have earned praise for safety and fun.

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