Sail Jester Day Sail

One of The Top Jester Day Sail Providers in The Caribbean, the Virgin Islands, St. John and St. Thomas.

Tired of your daily routine? Well, who isn’t? However, opting for a refreshing vacation, either alone or with your family, in such a situation is never a bad idea.

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If you need a break or wish to achieve peace of mind, then look no further. Sail Jester is your safe haven. We are here to make your dream vacation memorable. Experience the astounding moments full of luxury, comfort and fun with a Jester day sail along the Virgin Island, St Thomas, and St John. Day Sail with Sail Jester would prove to be an awesome day out.

If you are in search of the best team to guide you through your entire wedding plan, and make the most of the best cruises available, Sail Jester is there to help you out.

Create Unforgettable Memories with A Day Sail

One of the marvelous ways to spend your time is to enjoy a Jester day sail and to create unforgettable memories which you will cherish for the rest of your life. You can either relax or enjoy a few drinks with a variety of snacks or you can just soak in the crystal-clear waters of the Caribbean or swim with the exotic aquatic life – Whatever you do, we ensure that you do not spend a minute regretting your decision.
Your day sail can prove to be the most extravagant trip of your life.

However, this trip is going to be magical! Make it fast to plan your trip with Sail jester and enjoy the sailing with a refreshing experience. Explore the beauty of waters and white sandy beaches of the Caribbean and make your moments unforgettable.

Day Sail in the Virgin Islands

Day Sail in the Virgin Island is an amazing experience which anyone would love to have. Breathtaking views of the virgin island are eye-catching – From white sand beaches to crystal clear waters to luscious islands to marine life and much more.
Beat the heat of a summer day by taking a Day Sail trip across the hidden gem of nature with Sail Jester. We enable you to have fun at the greatest level with your friends and family or the ones you hold near to your heart. Do not forget to discover every inch of the islands since it has many points of interest and wonderful places to visit.


Our well-dedicated team welcomes our esteemed guests and serve them with great hospitality. Enjoy the smooth flow of water with astonishing scenes around and attain the peace of mind you have long longed for.
We provide state-of-the-art boats and other essentials to ensure that you have a pleasant and unforgettable journey. We understand your day-to-day struggles to earn a living and know how expensive a Day Sail vacation can be and so, we provide all our high-end services at economical rates.

All you have to do is to call or text, or drop us an email. Book your cruises now with Sail Jester and get ready for an entirely new experience.

Day Sail in St. Thomas

St. Thomas is another astounding place to sail with many incredible beaches and places to look out for! Day Sail in St. Thomas is not a dream anymore, you can experience it now with Sail Jester.
We have been working in the industry for 24 years however we have enhanced our high-end services over the years. The reason why we are recommended by Trip Advisor, Award Winner Travel Agency.
Book your trip for Day Sail in St. Thomas, either a half-day or a full-day, and we promise to make your trip special with our top-notch services. Experience the most relaxing day of your life, sense the calmness and feel the cold tropical breeze around you that not only freshens your mind but your soul too.

Day Sail in St. John

Day Sail in St. John can prove to be the most remarkable experience of your life. Experience the lively aqua-blue waters and white sand beaches at St. John and fulfill your wish to snorkel or swim along with aquatic creatures such as Platinum Arowanas, Salt Water Turtles and more.

St. John can prove to be a cure against fatigue, stress and your day-to-day anxiety.If you choose to take a vacation with us, the odds of your having the best vacation of your life are 100%. Our high-end services are all-inclusive and are available at competitive rates so you do not even have to think twice before booking a vacation with us.

Why Choose Sail Jester?

We are a well-reputed and trustworthy travel platform. Our crew is professional and well-mannered and will be glad to guide you while you are on the boat. We provide high-end facilities to our distinguished guests at economical rates. Our boats and additional amenities correspond to our top-notch standards, maintenance and hospitality. Space, stability and style – Our boats offer everything you can ever dream of.Whether you want to learn sailing, or just want to relax on deck, or swim or soak under the sun or enjoy drinks along with delicious snacks with your loved ones and friends – We are here to aid you in best possible way.

Your satisfaction and loyalty are our top priorities and we do everything we can to make your wishes come to life. We firmly believe that “You Deserve the Best” and thus, we have hired a team of professionals who ensure that you do not return home unsatisfied.

Sail Jester has gained experience on many aspects of sailing, especially the wedding cruises so start planning your dream cruises wedding with Sail Jester and feel free to call.

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Jester Sailing Adventures

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