Welcome to the Caribbean Sailing Directory. Here you will find listings based on location.
Select Your Island:

Sailing Directories


   Anguilla



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   US Virgin Islands



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Full Island Directories

   British Virgin Islands

   Bahamas

   St.Vincent

   US Virgin Islands

   Turks & Caicos

   St.Kitts & Nevis

   Aruba

   Bermuda



Caribbean Sailing Articles

Charter Sailing - Getting Started
Charter Sailing - Bareboat Charter
Charter Sailing - Crewed Charter
Charter Sailing - Types Of Boats And Hulls




St. Thomas
Treazzure Sailing Charters
Treazzure, a 60' classic beauty offers lush contemporary comfort with plenty of room to relax & have fun. Treazzure is fully equipped with air conditioning, spacious sundeck with shade awning, private changing rooms, shower, head & top quality gear.

http://www.sailingvirginislands.com/



St. Thomas
Fair Wind Sailing School - Sailing Charters
Monohull and catamaran sailing charters on our generously equipped and professionally maintained sailing charter fleet -- all with snorkel equipment and many other free upgrades.

http://www.fairwindsailing.com/sailing_charters_virgin_islands.html



St. Thomas
In the Wild Yacht Charters
In the Wild Yacht Charters is a yacht charter brokerage that offers world wide sailing and motor yacht cruise holidays on crewed or bareboat yachts.

http://www.inthewild.org/



St. Thomas
New Horizons Daysails
Come aboard! Sail away with us for a day & experience the perfect balance of adventure & relaxation in the Caribbean. There is nothing like it! All you need is a towel! Swim, snorkel, sun, or just "lime out" as you sail the Caribbean.

http://www.newhorizonsvi.com



St. Thomas
Nightwind
Join us at Sapphire Beach Marina, 9 a.m. where you start your day off with light breakfast aboard. Your day includes everything: open bar, champagne buffet lunch, snorkel gear and instruction.

http://www.beachtops.com/nightwind.html



St. Thomas
Daysail "Fantasy"
Have the Best Day of Your Vacation in paradise as Captains Pam or Brian take you on a relaxing, personalized sail from St. Thomas to St. John in the beautiful waters of the US Virgin Islands.

http://daysailfantasy.com/



St. Thomas
Oh Be Joyful Sailing LLC
Join Captain Dave for an unforgettable day of sailing, snorkeling, and Caribbean discoveries! Captain Dave makes sure you have an incredible sail and takes you to the best snorkeling and swimming!

http://www.ohbejoyfulsailing.com



St. Thomas
Jolly Mon Iguana Sailing Charters
Create the perfect Caribbean memory to last a lifetime.

http://www.jollymonstthomas.com



St. Thomas
Morningstar Charters
Let Captain Mike take you on the Morningstar, a classic 42’ Cheoy Lee cruiser for an unforgettable day of sailing and fun on the beautiful Caribbean Sea. We provide all snorkeling gear and treat you to a delicious lunch featuring grilled fare and a v

http://www.morningstarcharter.com/



St. Thomas
Bounty II Charters
Join the famous Captain Max on the S/V "Lou" for an unforgetable day of sailing, snorkeling and fun on St. John and the surrounding islands. S/V "Lou" sails with a maximum of six guests. Private parties always welcome. She has a full bar and a fantas

http://www.sailwithcaptainmax.com/



St. Thomas
Catatonic Crewed Charters
Vacation in the ultimate lap of luxury Catatonic, a Lagoon 440 Catamaran with all the amenities you'd ever dream of at sea...all-inclusive! Your Captain and Chef will ensure your every wish is granted as you sail throughout the Caribbean.

http://www.yachtcatatonic.com



St. Croix
Big Beard's Adventure Tours
Sail to Buck Island Reef National Monument on a luxury catamaran. Sunset sails, full & half day trips. Private charters & wedding packages available. Big Beards' crew are not only skilled sailors, but snorkel guides & BBQ masters.

http://www.bigbeards.com



St. Croix
Buck Island Charters
Take a personalized tour of Buck Island National Monument with US Coast Guard certified Captains Heinz & Carl. Recommended by Frommer's Travel Guide, tours include an underwater trail for snorkeling, beach walks, and hiking for the perfect view.

http://www.visitstcroix.com/captainheinz.html



St. Croix
Caribbean Sea Adventures
Caribbean Sea Adventures and friends have something to offer EVERYONE vacationing or relocating to St. Croix. Located on the boardwalk across from the Christiansted National Historic Site, we can arrange the adventure of your dreams.

http://www.caribbeanseaadventures.com/



St. Croix
Roseway, Historic Schooner
Built in 1925,this historic landmark schooner is home to World Ocean School. Hourly or multi day charters for weddings, events, and meetings during winter & spring. 80 passengers, full crew, use of spacious galley. Proceeds support the School.

http://www.worldoceanschool.org/



St. Croix
Bilinda Charters
Capt. Dee tailored our trip to our needs and wishes, was very knowledgeable, served wonderful refreshments and made us feel like we were sailing with an old friend.- Tripadvisor.com

http://www.sailbilinda.com/



St. Croix
Serena Sailing Charters
Personalized sailing charters. Day Sailing. Pirate cruises. Travel to other Virgin Islands or even the Bahamas, Greater and Lesser Antilles, or the Venezuelan Coast.

http://www.serena-stcroix.com/sail/



St. Croix
Kindred Spirit - International Charter Services
Adventure of a lifetime! Half day or full day sails around St. Croix. Sunset sails with hors d'oeuvers or full dinner. Excursions to the British Virgin Islands.

http://www.internationalcharterservices.com/



St. Croix
Jones Maritime
Home to several boats that operate for charter. The pride of the fleet is the everso fun Trimaran Rodeo Clown. Sunset sails are her most popular run with whole boat pricing available. Special trips and private bookings are available.

http://www.jonesmaritime.com/charter/index.html



St. John
Sail Caneel Bay
Offering day, half-day, sunset sails, private charters, motor excursions, weddings-on-board and a variety of other on the and in the water activities for Caneel Bay Resort and St. John guests.

http://www.sailstjohn.com/



St. John
Catamaran Calypso
Plan the perfect day by taking your family and friends for any of our half day and full day sails that depart from St. John, US Virgin Islands. Virgin Islands boating at its best.

http://www.calypsovi.com/



St. John
Blue Tang Yacht Charters
Come aboard the Blue Tang and experience a day of luxury and adventure. Island-hop with our certified captain and experienced crew while enjoying great food, snorkeling, and a yacht full of fun. Maximum of six guests for each charter.

http://www.bluetangyachtcharters.com/



St. John
St. John Yacht Charters
Come sailing on Survivan, a beautiful 46' Jeanneau sloop, and have what will be one of the highlights of your vacation to St. John! Survivan’s cockpit is one of the largest on St. John with a full bimini for plenty of shade.

http://www.stjohnyachtcharters.com/



St. John
Scubadu
Trips aboard Scubadu are tailored to your needs; from the menu that you choose to the bays & beaches you desire. Relax & enjoy while you set sail for adventure with Captain Joe! Trip includes: licensed captain/chef, 1st mate, gourmet food & more.

http://www.sailvi.com/



St. John
Lion In Da Sun
26ft powerboat catamaran providing stability, speed & comfort while island hopping the US and British Islands on a day trip. Let a captain show you the sights or design a trip of your own and visit Jost Van Dyke, Foxy’s, Norman's Island or the Baths.

http://www.lionindasun.com/



St. John
Sea More Charters
Join Captain Frank on your private 42ft. yacht Sea More for a special day exploring the sites around St. Thomas, St. John, Jost Van Dyke & Norman Island in the BVI. Full day trips allow for time to relax onboard and explore a secluded beach or party.

http://www.seamorecharters.com/



St. John
Sail Dream Weaver
Dream Weaver, a 45' Sea Master Ketch, is a spacious, solidly crafted sailing cruiser which handles the seas beautifully. Or maybe that's just the captain’s skill. Captain Jini has been chartering in the Virgin Islands for over 15 years.

http://www.stjohnusvisailingcharters.com/index.html



St. John
Best Day Boat Charters
Welcome to Best Day Charters, home of the beautiful 36 foot sailing vessel Noshooz. We invite you aboard to sail Comfort, Style & Performance with a personal touch here in the bright blue waters of St. John, USVI & the nearby British Virgin Islands.

http://www.bestdaycharters.com/



St. John
Tropic Power Boat Rentals
Experience all the Virgin Islands Aboard Tropicat with Capt. Bob Conn. Experience Adventure, Excitement, Fabulous tastes of Tropical Paradise with comfort and ease on our Eco friendly 26 foot Glacier Bay...

http://tropicpowerboatrentals.com/contact-info.htm



St. John
Oh Be Joyful Sailing
We sail daily for a full day, half day, or romantic sunset sail. Talk to us about our private charters where you customize your day!

http://www.ohbejoyfulsailing.com/objhome.html



St. John
Born To Rhumb
A full day on Born To Rhumb can be up to 8 hours long, or less if the guests wish, but keep in mind that an excursion to the British Virgin Islands (BVI) means we need to be back to clear Cruz Bay US Customs by 5 pm.

http://www.borntorhumb.com/index.html



St. John
Wayward Sailor
With beautiful lines and well-appointed details, the Wayward Sailor provides every comfort for your day aboard. She has a full galley, optional shade, a cushioned cockpit and a head (onboard bathroom) and an easy access boarding ladder.

http://www.waywardsailor.net/index.htm



St. John
Cloud 9 Sailing Adventures
Cloud 9 Sailing Adventures is owned and operated by Captain Jason Beasley. Captain Beasley has more than 25 years of extensive sailing experience including Open Ocean, and Racing. Cloud 9 Sailing Adventures is now offering this experience to you.

http://www.cloud9sailingadventures.com/



St. John
Fly Girl
Fly Girl is a wide comfortable catamaran offering day sails right from the beach in Cruz Bay St John. Sailing, snorkeling and exploring the coves, beaches and cays of the US Virgin Islands.

http://flygirlvi.com/



St. John
Bread On The Water Day Sail Charters
Bread on the Water is also one of the few charter boats in the USVI available for a sailing charter to Jost Van Dyke in the British Virgin Islands where you can visit the world famous Foxy's Tamarind Bar and Grill, the Soggy Dollar Bar.

http://www.sailbreadonthewater.com/





























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