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Caribbean Sailing

Updated: Aug 10



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Caribbean Sailing conjures up many different images and emotions, all positive.

Whether pursued as a fulltime lifestyle, or a recreational activity, the life of sailing is undoubtedly one of man’s oldest passions, and is the perfect antidote to the stresses of the modern world.

For the adventurous spirit, who envision a sailing adventure, experience this in the truest sense by controlling your own bareboat monohull balancing the force of the Caribbean breezes on the vessel’s mast & sails.

The more relaxed sailors may choose a catamaran or powered yacht taking the effort out of the journey. Hopping from island to island up or down the Caribbean chain, each island nation giving its own unique and very different experiences in culture, language and gastronomy, but all on “island time.”


From the diving the Wreck of the Rhone in the stunning beauty of the BVI’s,

swimming with pigs in the Bahamas at Big Majors Cay,

a sojourn in Barbados to enjoy a workout with the horses at an instructional polo clinic

or some golf at the World famous Sandy Lane, https://www.sandylane.com/barbados-golf

onward to a wealth of sheltered anchorage in Grenada, there is no shortage of unique activities to be experienced in the year round warm Caribbean weather.


Others yearn and live to experience the thrill of a racing type of adventure. If you love the thrill of the chase and the sensation of victory, participate in the many Caribbean Regattas held annually in each of the Islands. You are in store for an exciting experience of a lifetime event. Here is an upcoming schedule where you can experience these thrills!

Heineken Regatta in St. Maarten - https://heinekenregatta.com/

BVI Spring Regatta in the BVI - https://bvispringregatta.org/

Grenada Sailing Week - https://grenadasailingweek.com/

Antigua Sailing Week - https://sailingweek.com/

This is by no means an exhaustive list of the calendar of yachting events held in the Caribbean annually. You can get more info at https://caribbean-sailing.com/calendar/


There’s very little that can beat the sensation of connecting with nature, being out on the water, the wind filling the sails, harnessing the power of nature, and relying on your skills and expertise.

For those that prefer the more leisurely side of yachting, a crewed yacht vacation provides many options to embark on the experience of a lifetime. Envision the luxury of a private 5 star Hotel on the water that allows you to wake up in a new location each morning without ever having to think about the logistics & crowds.


Crewed Yacht Charters are luxury yacht rentals that have dedicated crew experienced in making this the vacation of a lifetime for you. They are experts in the local areas that you will visit, and take care of everything from the cooking & cleaning, to sailing & safety. Crewed Yachting is also the perfect family and kid friendly vacation.


On a yacht charter, each new day is an adventure that can be filled with both relaxing and

exhilarating activities. From sunbathing and lounging on deck to exploring the depths of the sea or local flavors, everyone can find something that’ll make their yacht charter vacation a dream come true. Besides sailing itself, there are plenty of boating activities you can enjoy.


Yacht cuisine is indeed one of the most enjoyable aspects of choosing to sail on a crewed yacht. The talented chefs curate the most exquisite and delectable meals utilizing seasonal Caribbean produce and fresh caught seafood.


Snorkeling and scuba diving are both fun underwater activities that allow you to explore the beauty of marine life.Swimming is probably the easiest and most accessible activity you can do on a chartered yacht. It requires no equipment and no effort to prepare. There’s nothing quite like plunging into the refreshing water after spending the day soaking in the sun! The ocean is your private pool, so you can take a dip anytime you want. It’s a great way to entertain your kids or throw a pool party and dance the night away.


Most charter yachts also have a nice selection of “water toys” available for their guests, such as noodles, floaties, and swimming mats. If you’d like a bit of an adrenaline rush, you can enjoy tubing, jet-skiing, or wakeboarding as well. More athletic types and speed junkies will surely appreciate wind sports like kiteboarding, windsurfing, or wing-foiling.

A charter yacht also allows you to explore some incredible fishing grounds in a lap of luxury. It also gives you an opportunity to catch fresh fish for dinner or impress friends with a tale about ‘the one that got away’.

There’s no party like a yacht party. Designed for luxury entertaining, charter yachts offer endless amenities and décor possibilities. You can throw an unforgettable bachelor party, a murder mystery party, a masquerade ball, or any other thematic event you can think of. The only limit is yourimagination! Whether you’ve been pondering a gift for that special someone or you want to celebrate a special occasion with your nearest and dearest, you can charter the perfect boat to accommodate all your friends and family and throw the celebration of a lifetime!

Sightseeing, hiking, cycling are other land based activities that your yacht crew can arrange for you.


There’s nothing quite like the feeling of Caribbean Sailing with a gentle breeze in your hair and the exhilarating freedom as you watch your boat glide through the big blue and explore the beauty of each Caribbean Island.

 
 
 

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