Villa Margarita St Croix USVI

St Croix Sailing and Boat Tours

Sailing in St Croix US Virgin Islands

If you love the sound of the wind cracking in the sails, the wondrous smell of fresh sea air, and the ocean breeze on your face, then you’re bound to find Heaven in St Croix sailing!  The island offers a rich variety of sailing and boat tours to fit any budget.  From exciting day trips to Buck island, to romantic evening dinners, a real sunset cruise in St Croix accompanied by live Caribbean music and dancing, to island-hopping and open-sea sailboat racing for the daring and intrepid visitor.  A trip or two on the water is the perfect complement to your land-based adventures and will provide a complete appreciation of St Croix’s majestic beauty.

Below is a list of St Croix sailing organizations and tour operators:

Sailing Tours in St Croix

Lyric SailsSt Croix sailboat tours

Location: West End
Tel:  340-201-5227

Villa Margarita’s tip pick!  A unique sailing musical venue offering St. Croix’s best sunset cruises, daytime tours , full-moon cruises, and stargazing sailing, plus live music and fine-dining events. Evening sails feature live music, unlimited rum punch, a cash bar, and hors d’oeuvres. Day sails for private groups can be customized to include sailing, snorkeling reefs & shipwrecks, plus we offer yoga & meditation sails. Our 63-foot catamaran the “Jolly Mon” can host up to 49 passengers, so it’s perfect for parties, weddings or any special occasion. Our goal is to bring fresh entertainment and let both traveling and local guests enjoy sailing in St Croix USVI at affordable prices.

swan charters st croix excursions

Swan Charters


Location: Green Cay Marina
Tel:  340-727-2727

Priceless sunsets. Beautiful prices.  A 2 hour sunset sail from 4 – 6 PM. Up to 6 people. Includes two bottles of white wine or champagne for $475.

Our Catamaran is a 4 Cabins 4 Heads, 2012 Lagoon 450 well-equipped for comfort and long distance cruising. She offers an extensive range of activities to satisfy any sailing desire. The Lagoon 450 is a reliable, innovative, and fast catamaran that is easy to handle and comfortable at sea and anchor. There is 360 degree visibility from the salon thanks to the large hull windows. The 2012 Lagoon 450 is a well-maintained boat ready to be sailed away!

Teroro II & Dragonfly Buck Island Chartersbuck island st croix tours sailing

Location: Christiansted
Tel:  340-718-3161

Captain Carl, who’s been called “Buck Island’s Breeziest Boater” is the man to go to for day sails to beautiful Buck Island.  Born into a local St Croix seafaring family and with 30 years of local sailing, he knows every nook, cranny, tide, wind, current, bay, and reef around. Climb aboard his 38 foot trimaran “Dragonfly” for the only solely wind-powered Buck Island charter, plus the most relaxed experience to be found in a region already famous for taking it easy. Rum, a few rhythms, a salty breeze, some snorkeling at the Buck Island Reef National Monument, sun, magical beaches, and as much limin’ as can fit in a day—all under the soothing, sunglasses-wearing watch of Captain Carl.

A sunset cruise in St. Croix can also be arranged and is highly recommended.

Jolly Rogerst croix sailing tours

Location: Christiansted
Tel:  340-513-2508

Sail to world-famous Buck Island aboard the lovely Jolly Roger, a 42-foot sailing catamaran.  Swim in fantastic reefs, enjoy a beach with powdery white sand, and tour the underwater snorkeling trail (a US national monument).

You’re in good hands with Captain Mike, licensed by the US Coast guard, and his great crew. Day trips leave from downtown Christiansted. Sunset sails also offers, so call and book your St Croix sailing adventure today!

World OceanRoseway sailing ship

Location: Christiansted
Tel:  340-626-7877

Climb aboard this amazing tall-sail ship and step back in time! Marvel at the huge masts, the giant anchor, the intricate rigging and imagine the past lives of this remarkable ship. The Roseway is a beautifully-restored 137-foot schooner with giant scarlet sails. Registered as a US national historic landmark in both Boston and St Croix, it is owned and operated by the World Ocean School. From November to May it plies Caribbean waters, offering educational programs for students and tours for visitors.  Sunset sails are open to the public Sunday – Friday, as well as public day sails and private charters. Witness one of the truly remarkable sights in St Croix with a visit aboard this spectacular ship! A unique way to sail in  St Croix USVI.

St Croix Excursions and Boat Tours

Whether it is St. Croix excursions, a cruise to St. Croix, or a St. Croix sunset cruise that you’re looking for, you’ll find the these boat tours will provide wonderful times and memories.  

Caribbean sea adventures boat tours in St Croix USVI

Caribbean Sea Adventures

Location: Christiansted
Tel:  340-773-2628

One of the Best Sailing Companies from St. Croix.  They offer you a great way to complete your holiday on our beautiful island by taking a cruise on the gentle Caribbean waters. They offer group tours and private sailing excursions, always staffed with a friendly expert crew today.  And if you’re looking for a St Croix charter boat, they offer different private options.  Call them to get a quote.

big beards st croix excursionsBig Beard’s Adventure Tours

Location: Christiansted
Tel:  340-773-4482

Relax and enjoy the scenery of St. Croix’s stunning shoreline and the history in Christiansted Harbor.

We’ll sail you into a beautiful Caribbean sunset on the RENEGADE or cruise on ADVENTURE and explore the island from the water. Treat yourself, your kids, or your sweetheart to a couple of hours on the water watching the sun melt into the sparkling sea as you sip on complimentary Mutiny vodka punch, fruit punch and water. You’ll be glad you did!

Discover St. Croix like you have never seen it before. Join us aboard our newest boat, the Discovery, and explore St. Croix on your own terms. Tours depart from Christiansted Boardwalk or Green Cay Marina upon request. We can accommodate private groups of up to 12 people in spacious comfort. The Discovery is a 32’ center console power-catamaran built by World Cat and is fully equipped for fishing, snorkeling, sightseeing or just enjoying a relaxing day on the water.

St Croix Fishing Charters

A St. Croix fishing charter offers spectacular Caribbean sport fishing for pro fishermen and amateurs alike.  Here are some tour operators offering St Croix fishing charters and excursions. 



Hook and Sun Fishing Charters

Location: Green Cay Marina
Tel:  340-227-9650

Your charter operator is Jens Hookanson.  He was born in St Croix and grew up fishing, swimming and sailing in the waters off of St Croix. He is a certified yacht captain and world class sailor. His 30+ year of fishing experience brings him a wealth of local knowledge. His knowledge of where to catch and best times to catch put fish in the boat!

The boat is a Bluewater 2550 with New Twin Suzuki 150 ,4 stroke engines. The Bluewater is built for fishing. The boat is equipped with a head (bathroom), coolers, outriggers and an array of top of the line gear. We can accommodate a maximum of 6 people.

Captain Cook Charters St Croix Captain Cook Charters

Location: Green Cay Marina
Tel:  340-277-2415

There will be no “one that got away” stories on this trip! Spend the day on the open water and catch your fill of all that St Croix has to offer. Fishing stories and photos to share with everyone you know will be in abundance on this memory maker.

Enjoy the day on the beautiful blue waters of St Croix. This trip is built for the serious angler. If it is marlin you are after, 8 hours gives us plenty of time to track them down. Any others we reel in on this trip are a bonus.


Step into adventure with St Croix USVI sailing and St Croix excursions!

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