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Top St Thomas Sailing Trips

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NEW TO VIATOR

Luxury 47' Catamaran - Private Virgin Islands Snorkel, Sail and Beach Adventure!

The definition of luxury sailing is what you’ll find aboard Sailing Yacht Pisces. Avoid overcrowded tours with no personal attention. This is an intimate, semi-private excursion. A total of only 12 guests will enjoy our 47’ Leopard sailing catamaran. Once on board you’ll find meticulous attention to details throughout the catamaran. There are plenty of water toys to keep you entertained throughout the day, from stand up Paddleboards (SUP’s), snorkeling equipment and relaxing floats to beach games. Our swim saddles and floating drink holders will surely be your favorite for great group conversations on the water. Your private group will have many options for the day. Snorkel among tropical fish, vibrant coral and grazing sea turtles at Turtle Cove in the Buck Island National Wildlife Refuge. Then, have a Pain Killer and relax on the white sandy beaches of Honeymoon Bay on Water Island, perhaps one of the most beautiful bays in the Virgin Islands. Two departures a day at 9am or 2pm.
  • Duration: 4 hours 30 minutes
  • Free Cancellation
  • Duration: 4 hours 30 minutes
  • Free Cancellation
From  
US$ 150.00
From  
US$ 150.00
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NEW TO VIATOR

Private Yacht Hire for Half- or Full-Day Cruise to USVI or BVI

Charter your own private yacht and sail the day away around the U.S. or the British Virgin Islands. Create a custom itinerary with your captain and crew and enjoy a half- or full-day sail out on the crystal clear waters of the Caribbean with your private group of up to 12 passengers. Yachts are equipped with an open bar, light snacks, Wi-Fi, and some water sports equipment.
  • Duration: 4 to 9 hours
  • Free Cancellation
  • Duration: 4 to 9 hours
  • Free Cancellation
From  
US$ 800.00
From  
US$ 800.00
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NEW TO VIATOR

Full Day, All-Inclusive, Sailing & Snorkel Excursion

With a maximum of just 6 guests onboard you’ll never feel like part of the herd aboard one of our intimate, informative, and laugh out loud fun sailing and snorkeling excursions. We avoid the crowds to share with you to some of our favorite snorkel spots, secret anchorages with amazing marine life and tranquil beaches. In the water you’ll enjoy world-class instruction and education from our amazing guides who will not only point out all the best marine life but also help you truly appreciate the wonders we’ll discover. Back onboard, you’ll enjoy an open bar, delicious hot lunch, great music, and loads of space to lounge and relax. We’ll then make another snorkel stop, time permitting, and enjoy a gentle downwind sail back to St. Thomas. Our destinations vary daily depending upon conditions to ensure maximum enjoyment for all. Book Now to enjoy Caribbean magic with a personal touch!
  • Duration: 6 hours
  • Free Cancellation
  • Duration: 6 hours
  • Free Cancellation
From  
US$ 155.00
From  
US$ 155.00
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Sunset Sail

At sunset, the Caribbean’s warm breezes complement stunning views. Take in the experience aboard a 54-foot catamaran sailboat complete with appetizers and alcoholic and non-alcoholic beverages. The trip is ideal for families, couples, and groups. You’ll return to the Marriott's Frenchman's Cove Dock in time for dinner.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
US$ 40.00
From  
US$ 40.00
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1/2 Day Swim with the Turtles Sail and Snorkel departing 8:30 and 12:30 daily

Get access to the National Wildlife Marine Refuge on a sailing yacht during this half-day tour from Charlotte Amalie. Learn about the turtles' behavior and habits through guided commentary and watch them munch on sea grass before sailing out to Buck Island, where you can swim and snorkel to explore the underwater world. This convenient tour combines two of the most popular water activities in a single booking.
  • Duration: 3 hours 30 minutes
  • Duration: 3 hours 30 minutes
From  
US$ 90.00
From  
US$ 90.00
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NEW TO VIATOR

St. John Snorkel & Pizza Pi

This tour sails along the scenic North Shore of St. John and stops at one of the most beautiful beaches in the world. Maho Bay is located in the Virgin Islands National Park and all park fees are included in the price. After our stop at Maho Bay we sail along the Northern Shore and stops at Christmas Cove, Great St. James Island, which is one of the most protected coves in the US Virgin Islands. Her we have time for more snorkeling whole we wait for our pizzas to be delivered via dinghy from Pizza Pi, the worlds only floating pizza boat.
  • Duration: 5 hours
  • Free Cancellation
  • Duration: 5 hours
  • Free Cancellation
From  
US$ 150.00
From  
US$ 150.00
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NEW TO VIATOR

Private, Luxury Virgin Islands Sunset and Champagne Cruise for Twelve Guests

Your private group up to 12 individuals will enjoy a Luxury Sunset and Champagne cruise about SY Pisces; a luxury 47' Leopard catamaran. We head out late in the afternoon where we begin cruising out of Port Charlotte Amalie sailing around Hassel, Buck and Water Islands. You get to appreciate and enjoy the peaceful atmosphere aboard SY Pisces and quickly understand this is the beginning of a spectacular evening where you have a front row seat for the sunset. This cruise is where you get to feel totally relaxed and disconnected from your daily routines. At sea it feels as though you are right next to the sunset. While watching the sun drop down in to the horizon you will enjoy Veuve Clicquot champagne or your choice of fine red or white wine while being served delicious freshly prepared appetizers featuring cuisine of the Virgin Islands. The price for this excursion is for the entire yacht up to 10 people. The price is all inclusive including Captain and Crew.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$ 500.00
From  
US$ 500.00
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NEW TO VIATOR

Sailor's Delight Sunset Sail (price is up to 6 guest)

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones aboard our beautiful 40ft classic sailboat. The sailor's delight trip is a favorite by many and sure to be a memorable experience aboard SV Cosmos Mariner! Come sail the cosmos with us!
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$ 550.00
From  
US$ 550.00
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NEW TO VIATOR

Sail and Snorkel Adventure St.John, USVI (9am and 1pm)

We offer a private setting with a maximum of 6 guest and a personalized experience. The sailboat Cosmos Mariner is stable, sea kindly, and a beautiful classic boat. With years of experience sailing and snorkeling these waters Rob and Deb are sure to deliver an unforgettable experience. Minimum 4 guest to sail. Note~if you have two in your party we do our best to match you up with another party of two to set sail.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$ 110.00
From  
US$ 110.00
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NEW TO VIATOR

Champagne Sunset Sail

We will only take a maximum of 8 people on this relaxing sunset sail, so it will be a very personalized experience for all on board.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$ 120.00
From  
US$ 120.00
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NEW TO VIATOR

Enjoy Private Full Day Sail, and Beach Experience USVI (price is up to 6 guest)

This is a private personal sailing experience for up to six guest. Avoid the crowds and choose how you want to spend the best day of your vacation. Whether you want to sail all day or find a nice anchorage to relax and swim, we're happy to show you the best the Virgin Islands have to offer! Leave all the sailing up to us or have Captain Rob help customize your perfect trip!
  • Duration: 6 hours
  • Free Cancellation
  • Duration: 6 hours
  • Free Cancellation
From  
US$ 900.00
From  
US$ 900.00
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NEW TO VIATOR

Private - Full Day, Catamaran Sail to Jost Van Dyke

The Virgin Islands are meant to be explored and are considered the sailing capital of the world, so what better way to explore the Virgin Islands than on a sailboat. This private excursion is for up to 8 people and we can sail and explore the US Virgin Islands or Jost van Dyke.
  • Duration: 8 hours
  • Free Cancellation
  • Duration: 8 hours
  • Free Cancellation
From  
US$ 1,300.00
From  
US$ 1,300.00
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NEW TO VIATOR

Simply Sailing the USVI Private (price is up to 6 guest)

This is the ideal trip for the true sailor's out there. Enjoy a private 3 hour adventure of straight sailing aboard our beautiful "Robert Perry" designed 40ft Baba pilothouse Cosmos Mariner. Whether you want to learn a few things about sailing or just enjoy the ride, this will be an unforgettable expierence. This is an unique trip where we simply sail the Virgin Islands with no snorkel stops. Come enjoy the day and Sail the Cosmos! If your group is interested in snorkeling we'll be happy to fit a snorkel stop in too.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$ 500.00
From  
US$ 500.00
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Book online or call
(888) 651-9785
(888) 651-9785