US Virgin Islands · SAILING

The 15 Best Sailing Trips in the US Virgin Islands

27 tours  ·  from $119 a head

Trade winds run steady across Pillsbury Sound most of the year, which is why so much of this is done under canvas. The 15 below cover the half day catamarans and the full day sails, with prices, group caps and departure docks.

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT - What the snorkeling is really like
Cruises & Boat Tours, Sailing, Snorkeling, St Thomas Tours, Tour Reviews, Turtle Snorkeling

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

Review of the Turtle Cove Catamaran Snorkel in St. Thomas, with turtles, reef fish, drinks, practical tips, pricing, and honest drawbacks.

“Amazing tour with approx. one hour of snorkeling with an amazing crew. My family really enjoyed the boat and the views. When we went snorkeling, the crew made sure that we were safe and knew everything before we got into the water. ThRead more”

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Half Day Luxury Catamaran Turtle Snorkel And Beach - First stop: marine life at Turtle Cove
Beach Excursions, Beach Trips in St Thomas, Cruises & Boat Tours, Sailing, Snorkeling, St Thomas Tours, Tour Reviews, Turtle Snorkeling, VIP

Half Day Luxury Catamaran Turtle Snorkel And Beach

50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience - Starting in Red Hook and settling aboard
Beach Excursions, Beach Trips in St Thomas, Cruises & Boat Tours, Private, Sailing, Snorkeling, St Thomas Tours, Tour Reviews, VIP

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

Review of a private 50-foot St. Thomas catamaran charter with snorkeling, beaches, drinks, flexible routes, costs, and practical booking advice.

“Basically, a very poor customer service experience. We hired a private charter boat for $2100 for 7 hours. Firstly didn’t have appropriate life jackets. Secondly every question asked was me with the rude answers. Didn’t customize any part of what we wanted to do. They were expecting us to stop for lunch and waste one hour of our time so they can have lunch. We even fed them some snack snacks that we had.. we were 25 minutes late so they got 25 minutes out from our time. It was a full day charter, 25 minutes more of their time would not have been a big deal , but they…”

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Private Luxury Catamaran Yacht. Full or Half Day Charter - Sail, Beach, Snorkel. - Letting the captain shape the route
Beach Excursions, Beach Trips in St Thomas, Cruises & Boat Tours, Private, Private Boat Charters, Sailing, Snorkeling, St Thomas Tours, Tour Reviews, VIP

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

Private Fast Power Catamaran. Full or Half Day for Beach Hopping, Snorkel & Swim - How to use the half-day option
Beach Excursions, Beach Trips in St Thomas, Cruises & Boat Tours, Private, Sailing, Snorkeling, St Thomas Tours, Tour Reviews

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

Review of a private St. Thomas catamaran charter with snorkeling, turtle sightings, beach stops, drinks, and flexible half or full-day plans.

“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 - Building a route through the US and British Virgin Islands
Cruises & Boat Tours, Sailing, St Thomas Tours, Tour Reviews, Tours

Day Yacht Excursions throughout the US or British Virgin Islands

Private Full Day, Fun Day Aboard SY Mazu - Luxury Gemini Legacy Catamaran - The route between St. Thomas and St. John
Cruises & Boat Tours, Full-Day, Private, Sailing, St Thomas Tours, Tour Reviews, VIP

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

Review of Seas the Day’s private SY Mazu catamaran charter in St. Thomas, with snorkeling, island stops, drinks, pricing, and booking tips.

“Wallens and Alex were incredible and provided an amazing day that we’ll never forget as a family! They took us to awesome snorkeling spots and delivered first class service! We loved every minute of the experience and adventure!”

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Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) - Great Harbor and Foxy’s, about 90 minutes
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 St. Thomas to Jost Van Dyke, visit Foxy’s and White Bay, and enjoy breakfast, open bar, snorkeling, and a small group.

“Rachael was an amazing captain and very knowledgeable of the areas she took us too. She kept us safe on the boat (especially when a brief rain storm came through) had an amazing time at white bay!”

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Private Luxury Charter Aboard New Multi-Deck Lagoon Catamaran - What Seven Hours on the Water Feels Like
Cruises & Boat Tours, Private, Private Boat Charters, Sailing, St Thomas Tours, Tour Reviews, VIP

Private Luxury Charter Aboard New Multi-Deck Lagoon Catamaran

Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht) - Lovango Cay: Snorkeling With a Bar Option
Cruises & Boat Tours, Full-Day, Private, Private Boat Charters, Sailing, Snorkeling, St Thomas Tours, Tour Reviews

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 $798

Review of Blue Dream Charters’ private St. John snorkel trip, with turtles, lunch, open bar, flexible routing, and a 12-person yacht.

“The captain Tommy and his helper Jay were wonderful! We were a family of 6. They were constantly making sure we had drinks, food, snorkeling gear, etc. Took us to great snorkeling spots. Would go out with them again! Worth the money!”

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Full Day Private Charter on Luxury Catamaran Sailing. - Sailing Second Chance in comfort
Cruises & Boat Tours, Full-Day, Private, Private Boat Charters, Sailing, St Thomas Tours, Tour Reviews, VIP

Full Day Private Charter on Luxury Catamaran Sailing.

11.Full Day Private Charter on Luxury Catamaran Sailing.

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

Review of a private St Thomas catamaran charter with snorkeling, sea turtles, lunch, drinks, paddle boards, and flexible island stops.

“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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Luxury Catamaran Champagne Sunset Cruise - Heading West Around Water and Hassel Islands
Cruises & Boat Tours, Evening Experiences, Sailing, St Thomas Tours, Sunset Sails, Tour Reviews, VIP, Wine Tours

Luxury Catamaran Champagne Sunset Cruise

12.Luxury Catamaran Champagne Sunset Cruise

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

Review of St. Thomas’ luxury catamaran sunset cruise, with small-group service, top-shelf drinks, hors d’oeuvres, and Charlotte Amalie lights.

“Loved the personalized experience. Captain Joe is very skilled, and Katie anticipated all of our needs or wants. Beautiful boat.”

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Private Day Charter Classic Sailboat - Sailing out from St John
Cruises & Boat Tours, Private, Private Boat Charters, Sailing, St John Tours, Tour Reviews

Private Day Charter Classic Sailboat

13.Private Day Charter Classic Sailboat

★★★★★★★★★★5.0 · 69 reviews

Review of a private St John sailing charter with snorkeling, lunch, open bar, and a 40-foot classic sailboat for up to six.

“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 - Turtle Cove and snorkeling straight from the catamaran
Cruises & Boat Tours, Private, Private Boat Charters, Sailing, St Thomas Tours, Tour Reviews

Sail Away on your Private 55-foot Catamaran Charter

Vi Top Taxi &Tours -Airport Transfer Bluebeard's/Yacht Haven - Bluebeard’s Castle, Yacht Haven, and Charlotte Amalie stops
Airport Transfers, Cruises & Boat Tours, Private Drivers, Sailing, St John Tours, Taxi & Island Transport, Tour Reviews, Tours

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

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