St. John: Sailing & Powerboat Charters

Going on a charter is often the highlight of vacations to St. John. Enjoy the wonderful weather, beautiful waters and the service of professional and knowledgeable captains and crew. Sail or motor into quiet coves, snorkel at beautiful reefs and just bask in the delightfully warm sun and tropical breezes. Or take a sunset sail and enjoy the tranquil beauty and romance of Caribbean evenings. Many charter boats are 6-packs, holding a maximum of 6 passengers. There are larger boats that can accommodate groups. Charters are available in ½ day trips, full day, sunset sails, dinner cruises and also overnight trips or Term Charters. Prices range from about $50 to $150 a person depending on charter and length of charter. Amenities vary but might include open bar, lunch, snorkel gear, floats and other water toys. Visit the featured charters below!


Cimarron Yacht Charters

  • Cimarron Yacht Charters

    One of the most beautiful sailing vessels available for charter in the Virgin Islands. Join Coast Guard Licensed Master Captain Rick Smith aboard his one-of-a-kind classic wooden yawl for the best day of your vacation. Snorkel hidden reefs, take the helm and sail, or relax and enjoy. Every trip is customized. At 43' Cimarron offers ample space to stretch out. Snorkel Gear and Open Bar is included on every trip. Offerings include half-day and full-day snorkel trips, Full-day Jost Van Dyke / Soggy Dollar Bar, Overnight trips and more. Cimarron can comfortably accommodate groups of up to 12. Book Today!

Cimarron Yacht Charters

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  • Island Wilson Excursions

    Of course we know where the great snorkeling spots are and the cool beach bars and great off the path places and the hot spots as well. You're covered. But WE know something else: we know the capital of Australia. Drinks, munchies, fun, music and a comfortable place to really stretch out and you're talking a 'Island Wilson Excursion.' (30ft power catamaran with twin 250hp Suzuki 4-strokes: very fast, quiet and stable.) Leaving from St. John or St. Thomas (your choice). Charter 'Deja Blue' for a great day, where getting there isn't half the fun, it's about 52.8%.

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Island Wilson Excursions

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  • Sonic Charters

    Sonic Charters offers private custom day trips to the U.S. and British Virgin Islands on 32' Intrepid and 33' Jupiter center console power boats. Whether you want to party the day away or lay back and unwind, we want to make it happen! With comfortable seating for up to 9 and capacity up to 12, Sonic Charters can provide unsurpassed luxury for a fun filled day. The USVI and BVI are an open canvas to explore and our local captains can take you to places other companies won't! We look forward to spending the day with you!

Sonic Charters

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Cruz Bay Watersports, "Island Time"

  • Cruz Bay Watersports, "Island Time"

    This yacht is professionally crewed and able to entertain weddings, private charters and groups to 70 passengers. Experience the "Limousine style" of comfort, speed and amenities aboard the 60 foot Express Cruiser, "Island Time". Two decks, sun and shade, two boarding ladders, two warm water showers, upholstered seating and stereo throughout make for a very comfortable day on the water. Three trips a week to the Baths and Caves. Available for half day, full day, sunset sails, weddings, and private charters. Island Time departs from Westin Resort St. John, and is available for inspection on request.

Cruz Bay Watersports, "Island Time"

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Cruz Bay Watersports, "Island Spirit"

  • Cruz Bay Watersports, "Island Spirit"

    This yacht is professionally crewed and able to entertain weddings, private charters and groups to 70 passengers. Experience the comfort and amenities aboard the 60 foot sailing catamaran "Island Spirit". The vessel is unique featuring a "water slide", large U shaped bar for beverage/food service, upholstered seating in sun and shaded areas, boarding ladders for beach landings, warm fresh water showers and stereo throughout the vessel. Three trips a week to Foxy's & Soggy Dollar Bar, half day snorkel sail & sunset sails. Available for half day, full day, sunset sails, weddings, and private charters. Island Spirit departs from Westin Resort St. John, and is available for inspection on request.

Cruz Bay Watersports, "Island Spirit"

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  • Rockhoppin Charters

    Explore the USVI or BVIs on board of our comfortable 32 FS Regulator Powerboat with twin Yamaha 250s. It has cushioned, forward-facing seating and will provide a comfortable, dry ride. Join us on a day trip, half day trip or sunset cruise out of Cruz Bay, St. John. Our experienced Captains Steve and Tyler can take you anywhere in the USVI or BVI: Jost van Dyke, Norman Island, Willy T, Peter Island, Cooper Island, Tortola, Virgin Gorda, Anegada... and will make sure you have a great day on the water. We also offer paddle board rentals, check out our SUP division: SUP-stjohn.com.

Rockhoppin' Charters

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  • Caribbean Blue Boat Charters

    AFFORDABLE PRICING for Families & Friends! Rent a Private Boat w/Captain! Our Stylish 36ft Marlins provide a most comfortable ride. Feel the wind as you cruise the islands. Listen to Buffet, Reggae or your choice from our 12 speaker surround sound. Your Day, Your Way! Snorkel w/ turtles, rays & tropical fish. Explore around St. John, visit The Baths, Virgin Gorda, Jost Van Dyke, Willy T's or relax on a beautiful beach. Call us today to help design an unforgettable trip! All things are possible! Includes seating up to 12ppl, snorkel gear & bathroom. Our Captains are FUN & experienced. Visit TripAdvisor/Facebook. Call or Text, we book up fast!

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Caribbean Blue Boat Charters

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  • Lion In Da Sun

    Lion In Da Sun uses a 28ft Scout powerboat providing stability, speed, and open bow seating while island hopping on a day trip. Discover what the area is known for; snorkeling, beachside restaurants and bars and white sand beaches. Visit the BVI islands of Jost Van Dyke and Norman Island or head to the Baths for the day. Stay in U.S. waters and see all of what St. John has to offer in the bays and cays surrounding the island. Ultimately the entire trip is up to you; we are however more than pleased to help you design it and then boat you to the best day of your vacation!

Lion In Da Sun

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  • Beach Bum Boat Rentals

    Don't just "rent a boat"... have the best day of your vacation! We have the largest selection and widest variety of stylish and comfortable boats for rent on St Thomas & St John. Large group? We can accommodate up to 32 people on one boat! Swim with turtles, rays and dolphin, lay on white sand beaches, sip a Painkiller in a hammock at the Soggy Dollar Bar, and enjoy the spectacular beaches of the U.S. & British Virgin Islands. Your captain will customize the perfect day for you. Flexible cruise ship schedules. Reserve your day early, we book up fast!

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Beach Bum Boat Rentals

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  • Goddess Athena

    Join us for unique adventures aboard our stunning, one-of-a-kind pirate ship! Queen of the Fleet for over 40 years, her 84 feet of classic lines make Goddess Athena a sight to behold. Friendly, knowledgeable crew, wonderful food and drinks, and sailing/snorkeling excursions tailored to your tastes will provide memories to last a lifetime. We invite you to experience the magic of sailing as only the pirates of the Caribbean knew. Our record 100% guest satisfaction speaks volumes. Join us today aboard the Goddess! Cannons by Request. Busty Wenches by Appointment Only. Sailing from Cruz Bay, St John.

Goddess Athena

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Catania Yacht Charters

  • Catania Yacht Charters

    Come Sailing with Catania Yacht Charters: excursions in the USVI and BVI, specializing in small groups of up to 6 guests. Catania is a traditional 80 year old sloop with a legacy of spending over 30 years circumnavigating the globe. Be pampered on an unforgettable excursion of a lifetime. Captain Ocean will enthrall you with the history of the Virgin Islands and stories of his around the world voyage. Discover pristine white sand beaches and enchanting hidden coves. Experience an underwater world full of spectacular marine life. Enjoy refreshments from our open bar. Full day, half day, and sunset sails available.

Catania Yacht Charters

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  • One Love Charters

    Experience the British Virgin Islands and the U.S. Virgin Islands the way the locals do! Book with One Love Charters and you'll be able to visit all the destinations the VI has to offer... Including the ones you can't read about! Whether you want to snorkel beautiful reefs, bar hop beach to beach, or just relax on the boat with an ice cold beverage in hand, One Love Charters will work to make your day with us the highlight of your vacation!

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One Love Charters

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  • Take It Easy

    What do Brad Pitt, Kenny Chesney, and Cate Blanchett all have in common? They have all cruised on Take it Easy! Explore the islands in luxury! The day is yours! Whether it's with family, friends, a wedding party, or private getaway; you will surely enjoy the crystal blue waters and the warm Caribbean sun on TAKE IT EASY. This luxurious 45' Sea Ray can accommodate up to 12 passengers in comfort and style. We pick up at the National Park Dock in Cruz Bay. Visit our Facebook page at www.facebook.com/pages/Take-It-Easy-VI or our website for more information. Check out our excellent reviews on Trip Advisor!

Take It Easy

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  • Scubadu

    Scubadu is a 40 by 25 foot luxury Catamaran, specializing in private day, sunset, and/or dinner sailing excursions. Leave the crowds behind as you explore the beautiful waters, islands, and beaches of the U.S. Virgin Islands. We sail to beautiful snorkel and swimming spots you can't get to by car. Scubadu departs from Cruz Bay, St. John or Red Hook, St. Thomas. Because we only do private charters for a maximum of 12 people, we can customize your trip to your groups' needs. We provide the Captain, first mate, delicious food, beverages, snorkel gear, and fresh water showers. All you need to bring are towels and non-spray sunscreen.

Scubadu

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Coupon
  • Ocean Runner USVI

    Let us provide the best day of your vacation! Whether you want to visit the BVI, cruise around locally with or without a captain, or sail the beautiful Caribbean waters, we have what you need. Conveniently located right in Cruz Bay, we have the finest fleet of boat rentals available, as well as a team of knowledgeable captains ready to show you the best the islands have to offer. Each boat is equipped with a large cooler and Bluetooth speakers. Snorkel, GoPro, and fishing gear are available to personalize your experience! Learn more from our guests on Facebook, Instagram and Twitter!

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  • Receive $50 off your Ocean Runner Boat Rental

    Ocean Runner USVI

    Ocean Runner USVI
    Mention this VINOW coupon when booking directly at (340) 693-8809 and receive a $50 discount on your boat rental! Cannot be combined with other discounts. Must be booked directly at (340) 693-8809
    Visit Website

Ocean Runner USVI

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Island Roots Charters

  • Island Roots Charters

    Explore the islands both above and below the water aboard Island Roots, a 25' fuel efficient World Cat Power Catamaran with U.S. Coast Guard Licensed Captain and PADI Certified Dive Instructor, Jason Siska. Island Roots Charters specializes in snorkel trips and island hopping to the most popular and most secluded spots in the U.S. and British Virgin Islands. Born on St. John and having spent the better half of his life there, Captain Jason is knowledgeable of the marine life, natural history, and local tales of these islands. Let him show you an experience worth remembering as you explore this Caribbean paradise.

Island Roots Charters

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St. John offers rest, relaxation and an adequate amount of sporting activities. Plan the activities you would like to do most and have a great vacation!



Desiring Paradise

VITraders

$18.95

If you've ever considered moving to the USVI, or if you know someone that wants to, this book is for you. Desiring Paradise is a true story about two New Englanders who followed their dream. Experience the island from a different perspective - as newcomers trying to survive their first year in Paradise. It's guaranteed to raise your eyebrows.

Places to Explore

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