Sail Your Dreams with A Full-Service Luxury Sailboat Charter
Hello, and welcome to Jester Sailing Adventures–One of the world’s leading sailboat charter companies. We are proud to announce that we hold an unsurpassed record of achievement whenever it comes to ‘dream’ destinations and customer satisfaction.
Founded in [Year], Jester Sailing Adventures is committed to the provision of top-notch sailboat charter. We truly believe that“Travel is necessary” not only for your physical but your mental health as well. And whether you are stressed out, bored or just need a break – We encourage you to take one of our best sailboat charters and spend quality time at our top destinations: Virgin Island, St. Thomas and/or St. John.
We provide an ideal way for you to travel and explore the destinations you have always longed to visit. Whether you are traveling alone, with a bunch of friends or family, we have the best, unique deals and packages for you. Our one-of-a-kind sailboat charter and dream destinations join together to create a beautiful vacation for you.

Exquisite and Wonderful Sailboat Charter Destinations
At Jester Sailing Adventures, we know exactly “what dreams are made of”, and so, we provide the best sailboat charter vacations to luxurious and diverse destinations such as Virgin Island, St. Thomas and/or St. John.
Whether you are an adventurous “travel freak” or a simple “quiet type”, we tailor our sailboat charter to suit your preferences, wants and needs. If it is for a special moment, such as a St Thomas bachelorette party, proposal or a surprise birthday party, trust to make your special day memorable for you.
What’s more, we have a huge family of distinctive customers who have tried us and are satisfied with our work and services.
Sailboat Charter in Virgin Island

We understand how difficult it is to earn today, and so, we strive hard to make your wishes come true in this life by the provision of our first-class services at competitive yet affordable rates.


Sailboat Charter in St. John
The scenic and awe-inspiring beauty of Virgin Island is one of the major reasons why almost everyone across the world considers it a perfect vacation destination.
And if you are looking for a first-class yet affordable sailboat charter & sailboat cruises company at St. John, then you ought to be aware of the expenses of a vacation. You may even go broke. But who could blame you?
Fret no more! Since we are here to save you. With us, you will experience the best and the most memorable trip of your life. So, pack your bags and witness the exotic creatures you have always wished to see.
If you are planning a vacation, a wedding, a honeymoon, a birthday party etc. Join us now and let us help you – from the basic groundwork to actually visiting the Caribbean and making the most of your trip – we are here to help you and guide you accordingly.
Additional Services and Facilities: Fun-time with our sailboat charter
Jester Sailing Adventures offers everything you are looking for. Let the breeze sail you away with our “Full Day Sail” where we provide you with an opportunity to make the most of your day with facilities such as open bar and full-lunch. On the other hand, you may opt for a “Half Day Sail” under the sun and just swim around and snorkel with snacks and open bar.
And who doesn’t wish to sail into a 2-hour long “Sunset Sail” with appetizers? Appealing, isn’t it? We promise to make everyday a memorable day for you while you are with us.

Believe us when we say that “You are the center of our universe” and we are nothing without you.So, we let you walk into a new future with our special “Virgin Islands Bachelorette Party”services.
If you are an employer, then we invite you to boost the morale of your team by spending a stress-free day with us. You can visit the islands, enjoy a sail, swim around with turtles, play a sport-game and much more. We even offer tasty dinner cuisines and dishes from Thailand, India, America, Italy, France etc.
Why Choose Us
We believe that “Our customers come first”. You are our #1 priority. And we strive hard to ensure that you are satisfied not only with the standard of our services but with our overall conduct. This is why we have put together a highly professional yet friendly team of experts from across the globe to make sure that you experience the best.

Sail Jester virgin island
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Jester Sailing Adventures
Jester Sailing Adventures in St. Thomas, US Virgin Islands at Secret Harbour Resort – eastend
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