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St. John Boating Charters

A day on the water is always recommended and is often the highlight of a St. John vacation. Whether you’re looking for group or private charters, power or sailboat, British Virgin Islands, or local trips, we can assist you with planning and reserving a memorable excursion. Below are several of the many options available to you for booking charters for St John boating and fishing excursions. Our experienced concierge staff will help you find and reserve the right charter just for you.

Let our concierge service coordinate your trip for you when you stay at a Cimmaron St. John vacation rental property. Our professional staff will be glad to handle the details for you, so you can just relax and enjoy the ride. St, John Boat charters and St John Boat Rentals are available for every type of traveler. Submit your request here or by calling/texting 340-227-9255.

Looking for St. John Fishing Charters? View our directory here!

Ocean Runner Powerboat Rental

Ocean Runner is the most convenient and affordable place for boat rentals and chartered trips in the USVI. We offer day trips, boat rentals, guided tours, chartered trips, captained vessels, and bare boating (for experienced boaters only).

We offer a wide range of rental options to accommodate up to 12 guests and make your day on the water the best day of your visit to the islands. We are also one of the few companies to offer bare-boating for the experienced boater who wants to explore the Virgin Islands themselves. We look forward to helping you realize your dream vacation in the Caribbean Virgin Islands. We hope to see you soon!
Book a Charter Here

Wet Woody's Boat Charters

A chartered boat trip with Wet Woody’s means guests pick the type of boat and day to head out on the water and play. Providing a captain and first mate, it’s an amazing way for you and a group of your closest friends to hit the waves in style when you’re vacationing in the Virgin Islands and definitely one of the best things to do in St John!

Want to learn more about Wet Woody's Boat Charters? Visit here!
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Bad Kitty & Calypso Charters

Bad Kitty can be chartered for your own private day in the Virgin Islands. You may choose our popular “5 stop, 4 islands” BVI tour or you may customize your own trip to create your own special day. Options include most BVI destinations: The Baths, Jost Van Dyke, Sandy Spit, Norman Island, and much more! Let our experienced crew help you create the ideal itinerary based on your preferences.

With Bad Kitty and Bad Kitty 2 in our fleet, we are able to accommodate large groups (up to 66 guests). If you are looking for an event sure to please all, this is the answer. Let us make your party, wedding, or corporate retreat THE most memorable day.

Charter Calypso for your own private sail for a full-day or half-day excursion or a sunset cruise. Calypso is a 40′ sailing catamaran based in Cruz Bay, St. John, U.S. Virgin Islands. Calypso has ample seating for up to 32 guests with a forward seating bench for sun lovers or covered seating within our open cockpit. Guests are welcome to lounge on our forward trampoline while at a snorkel stop or on a mooring. She is also equipped with plenty of snorkeling equipment for your underwater adventures.

You may choose from the selection of our popular sails such as Jost Van Dyke, Waterlemon Cay, or Half Day Snorkeling. Customize your own trip with the help of our friendly and knowledgeable staff to create your own special day. Hold your rehearsal dinner or wedding party on board. Let us host your Bachelor or bachelorette party at Jost Van Dyke, . Also great for corporate retreats and team building.

What could possibly be more romantic than sailing the blue waters around St. John? Let us arrange everything for your wedding party including cake and music. Whether you are planning on an after-party or a bachelor/bachelorette party we can work around your vision to make your special day exactly as you planned.

Full-day trips include continental breakfast (assorted breakfast bread and sliced fresh fruit), open bar (beer, wine, painkillers, bloody mary’s, mimosas, champagne, vodka, gin, rum, juices, sodas, and water), and snorkel gear with instruction.
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Palm Tree Charters

Spend a day with Captain Jimmy Key in fuel-efficient comfort aboard Palma Bella, a 26-foot Glacier Bay power catamaran. And, while Captain Jimmy is knowledgeable and more than happy to help you plan your day, whether snorkeling, beach-hopping or just cruising, where you go is ultimately up to you
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El Gato Private Charter

El Gato is a 2009 Robertson and Caine Leopard 37’ Powercat. She features outdoor and indoor dining areas, a roomy fly bridge, a fully equipped galley, and spacious saloon with navigation station. The layout consists of 2 cabins and 2 heads with plenty of storage space, ventilation and lighting, providing ideal comfort while aboard.
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Sunshine Daydream Boat Charters

Come enjoy the “Best of the USVI” with Sunshine Daydream Charters! No passports? No problem! Many of our guests are opting to spend time in US waters these days. By doing so, you can save yourself the extra time and money involved with British customs, while still enjoying world-class snorkeling, sightseeing, and delicious food and beverages at LIME OUT (taco boat), ZOZO’S H2O (on Lovango Cay) or PIZZA PI (pizza boat).

On your 5-hour “Best of the USVI” charter, we can circumnavigate St. John, making 2-3 snorkel stops at some beautiful offshore reefs only accessible by boat. Or if floating around on a noodle while enjoying a cold beverage in our crystal clear waters is more your speed, we can do that too!

Worked up an appetite from all the snorkeling and swimming? Let’s stop at Lime Out in Coral Bay, St John for some delicious tacos and tasty craft cocktails! More in the mood for pizza? Let’s make our lunch stop at Pizza Pi, located in Christmas Cove off of St Thomas.

This trip is an excellent way to explore the beauty of the U.S. Virgin Islands while avoiding the time and money involved with customs over in the British Virgin Islands. Let Sunshine Daydream Charters help you plan a memorable day on the water enjoying your “Best of the USVI” charter!
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Kekoa Sailing Expeditions

Half day, full day, Jost Van Dyke, sunset sails, and private charters!

Public trips include an open bar, snorkel gear, and light snacks!

Kekoa is a beautiful and unique 55-foot hand-built catamaran with black sails, silver hulls, and a deck that glows blue at night. She has ample seating on the deck including comfortable bean bag chairs and hammocks, plus plenty of space in the shaded cockpit where there is also a wet bar and a bathroom. For easy water access, there is a stairway that lowers right into the water. Kekoa offers half-day morning and afternoon or full-day St. John local sailing trips which are all fantastic for families with children, romantic sunset sails, an exciting day trip to Jost Van Dyke, and a unique combination snorkel and sunset sail.

Explore the white sand beaches and snorkel in the pristine bays of the US & British Virgin Islands aboard Kekoa.

Make any of Kekoa’s sailing trips a private event for just you and your guests and have Kekoa and her crew all to yourselves. Kekoa is a wonderful 55′ catamaran and is a US Coast Guard certified to carry as many as 78 passengers for all domestic trips and 55 guests for sails to the British Virgin Islands.
Book a Sailing Charter Here

Sail Helios

Sailing on Helios in the Virgin Island 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 dazzling white sandy beaches lapped by tranquil, clear turquoise waters. This can include exploring many of the islands and Cays, all excellent snorkeling spots teeming with fish and coral. Your lunch is included with beverages and a very open bar!
Book a Sailing Charter Here

Cimarron Yacht Charters

Cimarron Yacht Charters sails from Cruz Bay, St John US Virgin Islands from November – June and from July – October, Cimarron can be found sailing in Mid-coast Maine. All charters in the Virgin Islands include an open bar and snacks. Domestic trips (in US waters) also include lunch. On international trips, we will stop at The Soggy Dollar Bar for lunch (not included). No need to bring your own snorkel gear, Cimarron has plenty on board that you can use.
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Salty Dog Day Sails

S/V SELKIE is fitted with traditional tanbark sails and all the expected refinements of a mighty Yar Yacht! Come explore St. John USVI and nearby Jost van Dyke, BVI’s for a memorable day on the water!

Salty Dog Day Sails offers dynamic, fun, and affordable trip itineraries within the US Virgin Islands. A full day on the water is a dynamic balance between exhilarating sailing and delightful snorkeling. On all our excursions we visit the best snorkel locations, often not the same bays and reefs listed in the guidebooks which are no longer in healthy condition. US water trips with Salty Dog Day Sails include off-the-beaten-track sites that are often places you cannot get to by car like some of St. Thomas and St. John’s idyllic neighboring cays like Lovango, Congo, Henley & Whistling Cays or the marine preserve at Greater St. James called Christmas Cove. We also explore the Us Virgin Islands National Park and snorkel at Waterlemon Cay in Leinster Bay, St. John.

Want to learn more about Salty Dog Day Sails, visit here!
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Blue Ocean Booking - Survivan

Survivan is a 46 ft. Jeanneau Sloop with all the amenities. The largest of all the monohull charters on St. John, offering plenty of room, and a full bimini for plenty of shade. Survivan handles waves and wind with a stable comfort that you just won’t get with a smaller boat.

The boat is kept clean, uncluttered, and fully maintained to safe charter boat standards. She has a clean, easy to use restroom below and a freshwater shower off the stern (if you want to rinse off after snorkeling.) Snorkeling in St. John’s crystal clear water is a breeze with the open stern and easy swim ladder.
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Wayward Sailor Sailing Charters

Sailing & Snorkeling on the S/V Wayward Sailor. Full-days, half-days, BVI, (private) sunset sails. Weddings & Vow Renewals by Capt./Rev. Phil Chalker.
Book a Charter Here

Cloud 9 Sailing Adventures

Half-day, full-day, Jost Van Dyke, sunset sails, and private charters for up to 10 passengers

Includes an open bar, snorkel gear, snacks, and lunch (on full-day local trips only)

There are two Cloud 9s — both luxurious Beneteau sailing sloops. Each offers comfortable shaded seating under its Bimini top as well as ample sun-drenched relaxation on the spacious foredeck. The swim platform of the back provides easy water access for swimming and snorkeling. There is also a bathroom down below.
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Born to Rhumb Charters

Explore the beautiful waters and islands of the Virgin Islands when going on this St. John Boat charter. Pick from their fleet of the Juggerknot, a 41’ Maine Lobster Boat, or Coqui, a 29’ Worldcat!
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Island Roots Charters

Offering half-day trips, and affordable private day charters with luxury amenities like Yeti coolers and a top-quality sound system, Island Roots allows you to cruise in style without breaking the bank.
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Love City Excursions

Proud operators of the largest small power boat on the island, Love city Excursions promises a comfortable and safe ride during customizable trips with flexible start times.
View Charter Itineraries Here

Rockhoppin’ Adventures

Take advantage of convenient online booking with Rockhoppin’ Charters to schedule your private full or half-day trip and learn to paddleboard with an ISA-certified SUP instructor. SUP lessons are about two hours, and board rentals are available for the lesson, day, or week. Complimentary delivery to your villa is included with your SUP board rental.
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St. John Fishing Charters

There are just too many amazing fishing charters to list alongside the numerous boating charters on the island - head over to our fishing charter directory to see our full directory of recommendations!
View Fishing Charter Directory

St. John Diving Charters

Looking for a scuba trip or a one-in-a-lifetime invasive lionfish hunt? See our island recommendations in our diving charter directory!
View Diving Charter Directory
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