The 14 Best US Virgin Islands Sailing Tours

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 $119Top of the fleet

Board The VI Cat at Marriott Frenchman’s Cove for a 3-hour afternoon sail to Turtle Cove at Little Buck Island. You’ll get snorkel gear, time with sea turtles and reef fish, snacks, and drinks after swimming. Crew members such as Captain Serena, Nick, Isaac, and Porscha are often praised for safety help and good humor.

“So much fun! Nick was a wonderful tour guide while exploring the reef. Drinks were flowing and wonderful snacks! Even rain didn’t spoil the fun adventure. Highly recommend!”

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

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

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

Sail Charlotte Amalie harbor aboard The VI Cat, a 54-foot catamaran departing Marriott Frenchman’s Cove. Enjoy sunset views, harbor lights, an open bar, and a dinner of tacos or barbecue, depending on the evening. The relaxed, social cruise lasts about two hours and returns to the same dock.

“The crew Works tirelessly to make sure we had a great time. the drinks kept coming, the food was great and the atmosphere was awesome. I would highly recommend it”

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Champagne Sunset Sail from Margaritaville

3.Champagne Sunset Sail from Margaritaville

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

Set sail from Margaritaville at 4:30 pm aboard a modern catamaran for a relaxed sunset cruise along St. Thomas. Your ticket includes champagne, wine, mixed drinks, Painkillers, rum punch, soda, and hors d’oeuvres. Crew members such as Big Tuna, Captain Danny Boy, Carolina, and Dawn have helped make past trips especially lively, though the crew may vary.

“Captain and crew were amazing! Very attentive to passengers, always making sure everyone was fine! Food and music was on point!”

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

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

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

Sail from Sapphire Beach Marina with a maximum of six people, heading toward St. John National Park and nearby cays. Your captain chooses two or three snorkel stops based on wind, weather, and crowds. Expect provided gear, grilled lunch, soft drinks, an open bar, and possible sightings of turtles, rays, coral, and tropical fish.

“Captain Mark and Rusty did a great job Beautiful boat, lunch was amazing and Michelle loved swimming with the turtles. If you'd like to go snorkeling but don't want to deal with the crowds on the big catamarans, we highly recommend taking this day trip! Great music as well.”

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Sunset Sail with Cocktails and Appetizers

5.Sunset Sail with Cocktails and Appetizers

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

Board the 54-foot VI Cat at Marriott’s Frenchman’s Cove for a two-hour sunset sail around Charlotte Amalie Harbor. Expect cocktails, beer, wine, soft drinks, and light snacks, with a friendly crew such as Captain Serena, Captain Michael, Isaac, Nick, and Portia. Arrive 30 minutes early because late arrivals cannot be accommodated.

“Very relaxing experience. Beautiful sunset view excellent atmosphere with the crew and the captain super friendly definitely recommend it”

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

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

★★★★★★★★★★5.0 · 386 reviews

Spend up to seven hours aboard Pisces, a 47-foot private Leopard catamaran from Havensight. Your captain, often AnneMarie, JP, or another Seas the Day crew member, helps shape the day around sailing, snorkeling, turtle watching, beach time, and island views. Drinks, floats, snorkel gear, music, and a restroom are included.

“I’ve never reviewed anything in my life. This was amazing. The captain was great and the person helping was fantastic as well.”

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Live Music Sunset Sail

7.Live Music Sunset Sail

★★★★★★★★★★5.0 · 285 reviews · from $70Lowest fare aboard

Sail from Frederiksted Pier for about two hours on a catamaran along St Croix’s calm west coast. Local musicians provide live music, while the crew serves unlimited Cruzan rum punch, fruit punch, and water. You’ll pass Frederiksted and Sandy Point National Wildlife Refuge, with sunset views, sea turtle tracks, and possible dolphin sightings.

“Wow! Amazing experience! Beautiful views and everyone was so accommodating. Highly recommend! Saw turtles and dolphins!”

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Half Day Sail and Snorkel with the Turtles

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’ll get snorkel gear, a short lesson, guided turtle viewing, light snacks, rum drinks, beer, soda, and a freshwater rinse. A seven-foot ladder makes water access physically demanding.

“We enjoyed a perfect sailing experience with Captain Mike & Nikki. They both have fantastic personalities, and provided many laughs. And we saw turtles! There was less than 15 on our tour making this far better than being on a catamaran with 50+ people.”

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

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

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

Meet at The Westin St. John for a group sunset cruise aboard a 55-foot catamaran. You’ll sail into Pillsbury Sound with champagne, a full open bar, and passed hors d’oeuvres. The crew includes captains and attendants such as Erin, Carter, Matt, Freeman, Carolyn, and Brandon, depending on the sailing.

“Well organized and fun. Beautiful boat in pristine condition. Captain clearly knew what he was doing and was personable and skilled. The crew was great and drinks were good. Appetizers were just okay, but not the reason to go. Harbor and isRead more”

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

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

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

Spend about eight hours sailing from the Westin St. John to Jost Van Dyke. You’ll have a light breakfast, snorkel near coral reefs, relax at White Bay, and visit Soggy Dollar Bar. Crews have included Captain Jolene, Riley, Eric, Brent, Dan, and Brendan, with customs handled as part of the trip.

“Great trip to BVI - snorkeling and Soggy Dollar. Crew was very friendly and met fun people on board.”

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

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

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

Set out from the Westin St. John at 10:15 a.m. aboard a luxury catamaran for two snorkeling stops, a beach visit, and lunch from Pizza Pi, the Virgin Islands’ floating pizza boat. The crew may include Captain Erin, Captain Emily, or Captain Wendy, with gear, towels, salads, and an open bar after snorkeling.

“No need to pack a towel. They have them for you! Pizza was great, and so were the 3 salads. Crew was super kind! I wanted to book the same one again, but hubby wanted to try something a little different haha”

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Full Day Private Charter on Luxury Catamaran Sailing.

12.Full Day Private Charter on Luxury Catamaran Sailing.

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

Spend 7.5 hours aboard the sailing catamaran Second Chance, choosing stops such as Maho, Lovango Cay, and Christmas Cove. Ivy, TL, Captain Justin, and the crew provide snorkel gear, paddle boards, lunch, drinks, and a relaxed private setting for your group.

“Truly the best charter experience we've ever had! (and we've done a lot of them) It was like Ivy and TL opened their home to us to share the day. They accommodated every request we had and made the day incredible. We were married Read more”

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Private Day Charter Classic Sailboat

13.Private Day Charter Classic Sailboat

★★★★★★★★★★5.0 · 69 reviews

You and up to five companions sail from Cruz Bay aboard a classic 40-foot boat with Captain Mike and crew member Beau. After a tender ride to the sailboat, you’ll snorkel, swim, sunbathe, enjoy lunch and drinks, and return to the Saint John Ferry Terminal in about four to five hours.

“Once in a lifetime experience! Not only did Captain Mike teach and gave me the opportunity to sail, he brought us to a beautiful spot to snorkle! But the best was a rare experience to swim with dolphins in Scotts Bay! Incredible!!! He was as Read more”

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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

Set sail from Yacht Haven Grande aboard the 55-foot Gold Coast for Turtle Cove at Buck Island Marine Sanctuary. You’ll receive snorkeling instruction, swim with turtles and fish, and may visit Shipwreck Cove if time allows. Fruit, cheese, salami, crackers, soft drinks, and rum drinks are included after swimming.

“Coda and the rest of the crew were awesome! The island is small, so this excursion is fantastic for utilizing your time effectively here!”

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Other ways to get on the water

Sunset Sailing Cruises Catamaran Sailing Trips Sailing and Snorkeling Trips Private Sailing Charters Island Hopping Sailing Trips Tall Ship and Schooner Sailing

The 14 Best US Virgin Islands Sailing Tours

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

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

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

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

Champagne Sunset Sail from Margaritaville

3.Champagne Sunset Sail from Margaritaville

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

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

Sunset Sail with Cocktails and Appetizers

5.Sunset Sail with Cocktails and Appetizers

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

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

Live Music Sunset Sail

7.Live Music Sunset Sail

Half Day Sail and Snorkel with the Turtles

8.Half Day Sail and Snorkel with the Turtles

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

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

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

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

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

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

Full Day Private Charter on Luxury Catamaran Sailing.

12.Full Day Private Charter on Luxury Catamaran Sailing.

Private Day Charter Classic Sailboat

13.Private Day Charter Classic Sailboat

Sail Away on your Private 55-foot Catamaran Charter

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

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