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Top 10 Best US Virgin Islands Sailing Trips

Found 65 Sailing Trips activities in US Virgin Islands. Sort by Popularity.
 

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

(4.9 of 354 reviews)

Spend the day on your own Luxury Yacht. This price is all inclusive for the Yacht, up to 12 people. You can select a half or full day charter. Visit the islands and harbors of St. Thomas, Buck Island, Water Island, and maybe even ... More

Special Offer
Free Cancellation
Private Tour
Start From $1,270.75
(Saving 15% ) $1,495.00
 
-15% Private Luxury Catamaran Yacht. Full or Half Day Charter - Sail, Beach, Snorkel. Likely to Sell Out

Private Luxury Catamaran Yacht. Full or Half Day Charter - Sail, ....

  • US Virgin Islands
  • Superb354 reviews4.9

Spend the day on your own Luxury Yacht. This price is all inclusive for the Yacht, up to 12 people. ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,270.75
    (Saving 15% ) $1,495.00
 
 

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island

(4.8 of 1,947 reviews)

Come swim with the resident green sea turtles and tropical fish on this 3 hour snorkel & sail adventure in St. Thomas aboard The VI Cat. From your departure, set sail on our 54-foot US Coast Guard inspected catamaran to the idylli... More

Free Cancellation
Private Tour
Start From $119.00
 
Turtle Cove Catamaran Snorkel and Sail at Little Buck Island Likely to Sell Out

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island

  • US Virgin Islands
  • Superb1,947 reviews4.8

Come swim with the resident green sea turtles and tropical fish on this 3 hour snorkel & sail advent....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin

(4.8 of 246 reviews)

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

Free Cancellation
Private Tour
Start From $179.00
 
St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin Likely to Sell Out

St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin

  • US Virgin Islands
  • Superb246 reviews4.8

Join us for a day of sailing and snorkeling aboard one of our luxury catamarans and enjoy a sun-fill....

    Free Cancellation
    Private Tour
    Start From $179.00
 
 

50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

(4.9 of 561 reviews)

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up to 12 guests. You can select a half or full day charter. Visit the islands of St. Thomas, St. John and surrounding cays. SY Sire... More

Special Offer
Free Cancellation
Private Tour
Start From $1,355.75
(Saving 15% ) $1,595.00
 
-15% 50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience Likely to Sell Out

50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & B....

  • US Virgin Islands
  • Superb561 reviews4.9

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,355.75
    (Saving 15% ) $1,595.00
 
 

Snorkel Cat All Inclusive Adventure - 9:45 am

(4.9 of 684 reviews)

What makes our trip unique is the rare opportunity to snorkel at both the pristine waters of St. John’s National Park and a remote, uninhabited island—all in one all-inclusive excursion. We provide breakfast, lunch, drinks, an... More

Free Cancellation
Private Tour
Start From $170.00
 
Snorkel Cat All Inclusive Adventure - 9:45 am Likely to Sell Out

Snorkel Cat All Inclusive Adventure - 9:45 am

  • US Virgin Islands
  • Superb684 reviews4.9

What makes our trip unique is the rare opportunity to snorkel at both the pristine waters of St. Joh....

    Free Cancellation
    Private Tour
    Start From $170.00
 
 

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

(4.8 of 153 reviews)

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

Free Cancellation
Private Tour
Start From $299.00
 
St. John Jost Van Dyke & Soggy Dollar Snorkel Sail with Breakfast - Westin Likely to Sell Out

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

  • US Virgin Islands
  • Superb153 reviews4.8

This one of a kind excursion to Jost Van Dyke allows passengers to spend the most time on the island....

    Free Cancellation
    Private Tour
    Start From $299.00
 
 

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

(4.9 of 125 reviews)

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

Free Cancellation
Private Tour
Start From $149.00
 
St. John PiZZA Pi Snorkel Sail with Beach Stop, Lunch & Open Bar - Westin Likely to Sell Out

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

  • US Virgin Islands
  • Superb125 reviews4.9

Join us aboard one of our luxury catamarans, as we set sail for the best snorkeling destinations sur....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Live Music Sunset Sail

(4.9 of 223 reviews)

Rated the number 1 Sunset Sail on St Croix! Magical. Unforgettable. The best way to enjoy a sunset on St. Croix. This is how our guests describe our signature sunset sail! For your sail, you will depart from the Frederiksted pier ... More

Free Cancellation
Private Tour
Start From $70.00
 
Live Music Sunset Sail Likely to Sell Out

Live Music Sunset Sail

  • US Virgin Islands
  • Superb223 reviews4.9

Rated the number 1 Sunset Sail on St Croix! Magical. Unforgettable. The best way to enjoy a sunset o....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

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

(4.9 of 215 reviews)

We offer a semi 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... More

Free Cancellation
Private Tour
Start From $155.00
 
Sail/Snorkel Adventure from Sapphire Marina,STT NO CROWDS~ 6 GUEST MAX Likely to Sell Out

Sail/Snorkel Adventure from Sapphire Marina,STT NO CROWDS~ 6 GUES....

  • US Virgin Islands
  • Superb215 reviews4.9

We offer a semi private setting with a maximum of 6 guest and a personalized experience. The sailboa....

    Free Cancellation
    Private Tour
    Start From $155.00
 
 

St. John Champagne Sunset Sail with Open Bar & Hors D'oeuvres - Westin

(4.8 of 246 reviews)

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

Free Cancellation
Private Tour
Start From $109.00
 
St. John Champagne Sunset Sail with Open Bar & Hors D'oeuvres - Westin Likely to Sell Out

St. John Champagne Sunset Sail with Open Bar & Hors D'oeuvres - W....

  • US Virgin Islands
  • Superb246 reviews4.8

As the sun sets our sails rise, and the champagne flows. Experience a Caribbean sunset and celebrate....

    Free Cancellation
    Private Tour
    Start From $109.00
 
 

St John & Surrounding Cays - Full-Day Sail/Snorkel, All-Inclusive

(4.9 of 585 reviews)

An Unforgettable Sailing Experience! We offer a Semi-private and all inclusive Day trip that will be the best day of your vacation. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we e... More

Free Cancellation
Private Tour
Start From $219.00
 
St John & Surrounding Cays - Full-Day Sail/Snorkel, All-Inclusive Likely to Sell Out

St John & Surrounding Cays - Full-Day Sail/Snorkel, All-Inclusive

  • US Virgin Islands
  • Superb585 reviews4.9

An Unforgettable Sailing Experience! We offer a Semi-private and all inclusive Day trip that will be....

    Free Cancellation
    Private Tour
    Start From $219.00
 
 

Half Day Sail and Snorkel with the Turtles

(4.9 of 282 reviews)

Snorkel and Sail with the USCG Licensed Crew aboard the Sailing Yacht "FURY", a beautifully restored Morgan 46' Ketch. We actually "SAIL" out to the refuge and encounter the Green Sea Turtles in their natural Habitat. The reef is ... More

Free Cancellation
Private Tour
Start From $140.00
 
Half Day Sail and Snorkel with the Turtles Likely to Sell Out

Half Day Sail and Snorkel with the Turtles

  • US Virgin Islands
  • Superb282 reviews4.9

Snorkel and Sail with the USCG Licensed Crew aboard the Sailing Yacht "FURY", a beautifully restored....

    Free Cancellation
    Private Tour
    Start From $140.00
 
 

Full Day Sail with Max Charters

(5 of 118 reviews)

A day with Max Charters is a unique way to experience the Virgin Islands. We carry fewer passengers than most charter companies in order to provide a more intimate experience. Avoid the crowd and enjoy a relaxing day in the island... More

Free Cancellation
Private Tour
Start From $270.00
 
Full Day Sail with Max Charters Likely to Sell Out

Full Day Sail with Max Charters

  • US Virgin Islands
  • Superb118 reviews5

A day with Max Charters is a unique way to experience the Virgin Islands. We carry fewer passengers ....

    Free Cancellation
    Private Tour
    Start From $270.00
 
 

St. Thomas Champagne Sunset Sail with Open Bar & Hors D'oeuvres - Ritz-Carlton

(4.6 of 42 reviews)

Enjoy a relaxing and romantic sail in the calm waters of Pillsbury Sound with views of the beautiful beaches on the north shore of St. John, returning back to the beach at The Ritz-Carlton in time for dinner. A champagne sunset sa... More

Free Cancellation
Private Tour
Start From $129.00
 
St. Thomas Champagne Sunset Sail with Open Bar & Hors D'oeuvres - Ritz-Carlton Likely to Sell Out

St. Thomas Champagne Sunset Sail with Open Bar & Hors D'oeuvres -....

  • US Virgin Islands
  • Superb42 reviews4.6

Enjoy a relaxing and romantic sail in the calm waters of Pillsbury Sound with views of the beautiful....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

(5 of 43 reviews)

Sail away aboard Lady Lynsey II into the Virgin Island’s National Park to discover the wonders of snorkeling with sea turtles. ... More

Free Cancellation
Private Tour
Start From $179.00
 
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton Likely to Sell Out

St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

  • US Virgin Islands
  • Superb43 reviews5

Sail away aboard Lady Lynsey II into the Virgin Island’s National Park to discover the wonders of ....

    Free Cancellation
    Private Tour
    Start From $179.00
 
 

St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton

(4.8 of 31 reviews)

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 Ritz-Carlton on St. Thomas, guests board our 55′ catamaran for a tr... More

Free Cancellation
Private Tour
Start From $319.00
 
St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton Likely to Sell Out

St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast....

  • US Virgin Islands
  • Superb31 reviews4.8

This one of a kind excursion to Jost Van Dyke allows passengers to spend the most time on the island....

    Free Cancellation
    Private Tour
    Start From $319.00
 
 

St. Thomas Dinner Sail to Lovango w/ Open Bar and Hors D'oeuvres - Ritz-Carlton

(4.6 of 42 reviews)

Step aboard our luxury 65 foot catamaran Lady Lynsey II for an evening escape to the private island of Lovango Cay for dinner under the stars.... More

Free Cancellation
Private Tour
Start From $139.00
 
St. Thomas Dinner Sail to Lovango w/ Open Bar and Hors D'oeuvres - Ritz-Carlton Likely to Sell Out

St. Thomas Dinner Sail to Lovango w/ Open Bar and Hors D'oeuvres ....

  • US Virgin Islands
  • Superb42 reviews4.6

Step aboard our luxury 65 foot catamaran Lady Lynsey II for an evening escape to the private island ....

    Free Cancellation
    Private Tour
    Start From $139.00
 
 

St. Thomas Dinner Sail to St. John with Open Bar & Hors D'oeuvres - Ritz-Carlton

(4.6 of 42 reviews)

Step aboard our luxury 53 foot catamaran for an evening escape to the island of St. John. This popular sail departs directly from The Ritz-Carlton Resort’s beach, and begins with cocktails and appetizers while underway to St. Jo... More

Free Cancellation
Private Tour
Start From $149.00
 
St. Thomas Dinner Sail to St. John with Open Bar & Hors D'oeuvres - Ritz-Carlton Likely to Sell Out

St. Thomas Dinner Sail to St. John with Open Bar & Hors D'oeuvres....

  • US Virgin Islands
  • Superb42 reviews4.6

Step aboard our luxury 53 foot catamaran for an evening escape to the island of St. John. This popul....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Days End Sunset Sail from the Westin at Frenchman's Reef

(4.4 of 17 reviews)

Step aboard the Flying Frenchman, our newly designed, state-of-the-art, luxury sailing catamaran for a fun and relaxing sunset sail departing from Frenchman’s Reef. Take in a magnificent Caribbean sunset while under sail and enj... More

Free Cancellation
Private Tour
Start From $99.00
 
Days End Sunset Sail from the Westin at Frenchman's Reef Likely to Sell Out

Days End Sunset Sail from the Westin at Frenchman's Reef

  • US Virgin Islands
  • Exellent17 reviews4.4

Step aboard the Flying Frenchman, our newly designed, state-of-the-art, luxury sailing catamaran for....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Sail, Shop and Snorkel in St. John from Frenchman's Reef

(4.4 of 7 reviews)

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Flying Frenchman. After snorkeling in crystal blue waters, enjoy lite bites and a full bar. Explore St. John o... More

Free Cancellation
Private Tour
Start From $129.00
 
Sail, Shop and Snorkel in St. John from Frenchman's Reef Likely to Sell Out

Sail, Shop and Snorkel in St. John from Frenchman's Reef

  • US Virgin Islands
  • Exellent7 reviews4.4

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas a....

    Free Cancellation
    Private Tour
    Start From $129.00
 
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