Sailing Trips in St John
Top 10 Best St John Sailing Trips
Found 16 Sailing Trips activities in St John. Sort by Popularity.St. John Jost Van Dyke & Soggy Dollar Snorkel Sail with Breakfast - Westin
This one of a kind excursion to Jost Van Dyke allows passengers to spend the most time on the island out of all other group charters. After checking in at the Westin on St John, guests board our 55′ catamaran for a truly extra... More

St. John Jost Van Dyke & Soggy Dollar Snorkel Sail with Breakfast....
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St John
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Superb147 reviews4.8
This one of a kind excursion to Jost Van Dyke allows passengers to spend the most time on the island....
St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin
Join us for a day of sailing and snorkeling aboard one of our luxury catamarans and enjoy a sun-filled day topped off with lunch at Lime Out, the only floating taco bar in the Virgin Islands and listed on Time magazine’s 2019 li... More

St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin
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St John
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Superb233 reviews4.8
Join us for a day of sailing and snorkeling aboard one of our luxury catamarans and enjoy a sun-fill....
St. John PiZZA Pi Snorkel Sail with Beach Stop, Lunch & Open Bar - Westin
Join us aboard one of our luxury catamarans, as we set sail for the best snorkeling destinations surrounding St. John. Start the day with a sail to an offshore cay for premier snorkeling. In addition to fruit, salads, and cookies,... More

St. John PiZZA Pi Snorkel Sail with Beach Stop, Lunch & Open Bar ....
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St John
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Superb122 reviews4.9
Join us aboard one of our luxury catamarans, as we set sail for the best snorkeling destinations sur....
St. John Champagne Sunset Sail with Open Bar & Hors D'oeuvres - Westin
As the sun sets our sails rise, and the champagne flows. Experience a Caribbean sunset and celebrate one of nature’s wonders of color under full sail aboard our 55′ catamaran, Daydreamer. Enjoy a relaxing and romantic sail in ... More

St. John Champagne Sunset Sail with Open Bar & Hors D'oeuvres - W....
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St John
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Superb243 reviews4.8
As the sun sets our sails rise, and the champagne flows. Experience a Caribbean sunset and celebrate....
Private Sailing Catamaran Day Charter
If you are looking for a curated, private sailing experience, our goal is to not only meet, but to exceed your expectations. We will welcome you aboard with fresh fruit & muffins to discuss the days itinerary and to plan the day o... More
Private Tour

Private Sailing Catamaran Day Charter
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St John
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Superb8 reviews5
If you are looking for a curated, private sailing experience, our goal is to not only meet, but to e....
Private Tour
St. John Sail with Bar and Hors d'Oeuvres to Lovango Dinner
The private island escape of Lovango Resort + Beach Club is the newest go-to destination in the USVI. Enjoy an unforgettable waterfront meal with breathtaking views looking out over Pillsbury Bay with St. John in the distance, whi... More
Private Tour

St. John Sail with Bar and Hors d'Oeuvres to Lovango Dinner
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St John
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Exellent27 reviews4.5
The private island escape of Lovango Resort + Beach Club is the newest go-to destination in the USVI....
Private Tour
Cruz Bay Champagne Sunset Sail with Open Bar & Hors D'oeuvres
As the sun sets our sails rise, and the champagne flows. Experience a Caribbean sunset and celebrate one of nature’s wonders of color under full sail aboard our 55′ catamaran, Daydreamer. Enjoy a relaxing and romantic sail in ... More
Private Tour

Cruz Bay Champagne Sunset Sail with Open Bar & Hors D'oeuvres
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St John
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Exellent58 reviews4.3
As the sun sets our sails rise, and the champagne flows. Experience a Caribbean sunset and celebrate....
Private Tour
All Inclusive St. John Boating Adventure
We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful and authentic day at sea. We offer snorkeling options for all skill levels and swi... More
Private Tour

All Inclusive St. John Boating Adventure
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St John
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Superb76 reviews5
We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National P....
Private Tour
Group Sunset Sail St. John
We are a family owned small business; we have a love for true sailing and authentic relationships here in the islands. Looking for more time on the water? Join us for our all inclusive private day sail adventure as well! ... More
Private Tour

Group Sunset Sail St. John
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St John
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Superb31 reviews5
We are a family owned small business; we have a love for true sailing and authentic relationships he....
Private Tour
All Inclusive Day Sail
Sailing on Helios in the Virgin Islands can be one of the most memorable days spent on your vacation. The Virgin Islands are a popular destination for sailors, with near-constant trade winds, all-year round high temperatures and ... More
Private Tour

All Inclusive Day Sail
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St John
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Superb89 reviews4.9
Sailing on Helios in the Virgin Islands can be one of the most memorable days spent on your vacation....
Private Tour
Private Day Charter Classic Sailboat
To maximize your day and our destination options in the National Park, we offer flexible timing allowing for an easy transfer away from the busy ports of St Thomas to meet near the commuter ferry terminal in Cruz Bay. The ferry ta... More
Private Tour

Private Day Charter Classic Sailboat
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St John
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Superb67 reviews5
To maximize your day and our destination options in the National Park, we offer flexible timing allo....
Private Tour
Learn to Sail - Sailing Lessons All Inclusive
With 20 years of experience sailing here in the US Virgin Islands we have found that our guests value the smaller venue for purists sailing. We can offer as much or as little instruction as you request while you take the helm of y... More
Private Tour

Learn to Sail - Sailing Lessons All Inclusive
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St John
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Superb4 reviews5
With 20 years of experience sailing here in the US Virgin Islands we have found that our guests valu....
Private Tour
Adventure and Relaxation Private Sail in the US Virgin Islands
Aboard Bella, you will get an authentic sailing experience. Sailing is about exploration and adventure - no two days are the same! In just a day, you'll experience the many aspects of sailing that we love. You'll let go and let th... More
Private Tour

Adventure and Relaxation Private Sail in the US Virgin Islands
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St John
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Superb8 reviews5
Aboard Bella, you will get an authentic sailing experience. Sailing is about exploration and adventu....
Private Tour
Turtles Guaranteed! Fuel Price Included. Smooth, Comfortable Ride
We would love to host you all and show you a wonderful day on the water! This itinerary is set to maximize witnessing the beauty of the Virgin Islands, particularly St John. Departing from Cruz bay allows us a wonderful day on ... More
Private Tour

Turtles Guaranteed! Fuel Price Included. Smooth, Comfortable Ride
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St John
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Superb8 reviews5
We would love to host you all and show you a wonderful day on the water! This itinerary is set to m....
Private Tour
SPECIAL - All Inclusive Day Sail
We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful and authentic day at sea. We offer snorkeling options for all skill levels and swi... More
Private Tour

SPECIAL - All Inclusive Day Sail
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St John
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Superb8 reviews5
We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National P....
Private Tour
SPECIAL - (Up to 4 Passengers) All Inclusive Day Sail
We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful and authentic day at sea. We offer snorkeling options for all skill levels and swi... More
Private Tour

SPECIAL - (Up to 4 Passengers) All Inclusive Day Sail
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St John
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Superb3 reviews5
We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National P....
Private Tour