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Top St John Boat, Cruises & Sailing Tours

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Circle the Island of St. John | Lunch stop at Lime Out (Taco Boat)

clock 7 hours
  • ** We only take a maximum of only 12 guests per trip **
    This is a very personalized tour. Spend your day with one of the world's most picturesque islands always in view. We cruise along the North Shore and pass scenic Hawksnest Beach, Trunk Bay, Cinnamon Bay, Maho and Francis Bay. The Captain will choose a calm and clear snorkel spot before...Read more

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

clock 5 hours
  • 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, our main lunch will be pizza from the Virgin Island’s ONLY floating food boat, PiZZA Pi, VI. We also include an open...Read more

Full Day Private Boat Charter exploring the "Best of the USVI"

clock 6 hours
  • The U.S. Virgin Islands are an unforgettable boating paradise!
    -
    Crystalline waters, secluded beaches, superb snorkeling, floating restaurants and exotic beach bars are yours for the choosing. With virtually unlimited possibilities, you’ll have no problem creating the best day of your vacation!
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    Our captains have years of...Read more

US Virgin Islands Beach Bar and Island Hop - Full Day!

clock 8 hours
  • Visit 4 different US Virgin Islands in 8 hours.

    This is a NEW *Stormy Pirates* Itinerary!!

    Today is all about having fun and meeting new friends in a small-group setting. We take only a maximum of 12 guests per trip.

    You get to experience the beautiful scenery from the water, as we Beach Bar & Island Hop our way through the US...Read more

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

clock 1 to 30 minutes
  • 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 the calm waters of Pillsbury Sound with views of the beautiful beaches on the north shore of St. John, returning back to...Read more

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

clock 8 hours
  • 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 list of The World’s Greatest...Read more

St. John Dinner Sail to Lovango with Open Bar and Hors d'Oeuvres - Westin

clock 4 hours 30 minutes
  • 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, while dining on executive chef, Stephen Belie’s, Caribbean coastal cuisine matched with delicious cocktails and a sunset...Read more

Visit The Baths & Jost Van Dyke from St Thomas or St John

clock 9 hours
  • This trip is to the Baths in Virgin Gorda and Jost Van Dyke.  A Full Day trip to the British Virgin Islands from St Thomas or St John is a fun, action-packed excursion. Start with a breakfast during the  boat ride to the Baths on the island of Virgin Gorda, where a guide takes you through a series of tidal pools and hidden grottoes that are...Read more

St. John Two-Stop Snorkel Sail with Picnic Lunch & Open Bar - Westin

clock 5 hours
  • The Picnic Snorkel Sail takes place on a luxurious catamaran, guided by knowledgeable crew. The picnic lunch being provided onboard allows for maximum snorkeling time at both of the 'off the beaten path' reef...Read more

St. John Half Day Two Stop Snorkel Excursion by Catamaran w/ Open Bar - Westin

clock 3 hours
  • Explore the underwater life surrounding St. John aboard our power catamaran Jost Boat with our knowledgeable crew. This trip is perfect for families and adults who are looking for a half day option out on the...Read more

Private Boat Excursions around the US and British Virgin Islands

clock 8 hours
  • Explore the Virgin Islands on your own Private Boat!  "Gypsea Girl" is a 31 foot Grady-White Bimini equipped with twin 2016 300hp Yamahas.  With a cruising speed of 30 knots, she is fuel efficient and quiet.  She has extremely ergonomic seating, so there's always a great place to sit to enjoy the sunshine, the shade, or the beautiful views. ...Read more

Private Full Day, Fun Day Aboard SY Mazu - Luxury Gemini Legacy 35 Catamaran

clock 7 hours
  • An island tradition, Full Day-Fun Day aboard SY Mazu makes lasting memories. MY Mazu is a Gemini Legacy 35 sailing catamaran and she is fast and fun. SY Mazu will whisk you from Red Hook to destinations of your choice throughout St. Thomas and St. John. SY Mazu is a private charter with an ideal capacity for 6-8 guests. She is licensed for up to...Read more

Group Sunset Sail St. John

clock 2 hours 30 minutes
  • We are a family owned small business; we have a love for true sailing and authentic relationships here in the...Read more

Midnight Sun Charters - 37ft OBSIDIAN

clock 5 to 8 hours
  • A day in the British Virgin Islands aboard our black Midnight Express 37' Open named Obsidian. Stand out from the crowd on this ultra luxurious and comfortable boat, one of the newest on island. Sight see, island hop, snorkel, or beach bar hop your way through the BVIs in style. We could even take you up to Anegada for the...Read more

Private Day Sail

clock 4 to 5 hours
  • 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 takes 12 minutes and shows you more of the surrounding cays in transfer. Your crew awaits as you arrive on the beach...Read more

Cruz Bay Champagne Sunset Sail with Open Bar & Hors D'oeuvres

clock 1 hour 30 minutes
  • 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 the calm waters of Pillsbury Sound with views of the beautiful beaches on the north shore of St. John, returning back to...Read more

All Inclusive St. John Day Sail

clock 5 hours
  • 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 swim with sea turtles daily. We look forward to sharing our passion for true sailing, hospitality and the best day of your...Read more

Private Boat Charter to the US and British Virgin Islands

clock 3 to 7 hours
  • With One Love Charters, it’s more about the journey than the destination! Owners Joe and Amanda Trattner are self-proclaimed travelers who moved from the mainland in search of adventure and new opportunity. They learned the local way of life, and the amazing destinations that the British/U.S. Virgin Islands have to offer, and would love to share...Read more

3 Hour Sailing and Snorkeling Tour on 60’ Sailboat from Cruz Bay, St. John

clock 3 hours
  • The best day of your Virgin Islands Vacation will be your day out sailing with Island Sailing Tours. You will enjoy the sun, wind, and water sailing out of Cruz Bay to Pillsbury Sound on the beautiful, large comfortable classic sailboat Tandemeer, which is the same boat shown in the 1980's hit movie "Trading Places" with Eddie Murphy, Dan Akroyd...Read more

Luxury Private Day Charter

clock 8 hours
  • Our boat, Silver Coral, is an Aquila 36 with ample space and seating for up to 12 passengers. With a high end full bar, breakfast, afternoon snack and more included this is the best boat for The Best Day of Your Vacation...Read more
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