The world is Your Playground

Choose Your Toys Wisely..!

Our Fleet

Our fleet of three boats will serve any and all needs and desires: Classic Monohull Sailboat, Modern Multihull Catamaran, Luxurious and Fast Powerboat – It’s YOUR choice!

Zunzun Sailing Yacht & Floating Massage Spa IMG_7997

Only $225/

per Guest

Zunzun Sailing Yacht & Floating Massage Spa

Roomy, Newer Model Catamaran for Larger Groups

Only $175/

per Guest

Vitamin Sea Powerboat Charters

Hit lots of Fun Destinations in one Fun-Filled Day


Legendary Jester Sailing Adventures IMG_8015

Only $195/

per Guest

Legendary Jester Sailing Adventures

For the Pirate in You – Classic Sailing Fun!

About us

We make sure that your every trip is comfortable

We are the only ‘Trifecta’ Boat Charter company based in the gorgeous Virgin Islands! Includes three fabulous vessels in great shape and well maintained.

1 – Classic Monohull sailboat

1 – Newer model Catamaran

1 – Luxury Powerboat

We offer a wide variety of day charters – Full-Day, Half-Day, Sunset Cruises, Dinner Cruises, On-Board Massages and other Professional Bodywork and More!

Our Services

We offer Yacht Charter and Boat Rental Services for Special Occasions and Events.


“Very Best Day of Our Entire Vacation – By Far” is a comment we hear from our cherished Guests after nearly every Day-Sailing experience! Complete with Snorkeling Equipment, Full-Fresh Lunch, Bottomless Beverages, and Far More!


Our Destination Weddings and Honeymoons Abroad offer exclusive opportunity for newlyweds to share nuptials aboard or honeymoons elegantly and lavishly while island hopping the Caribbean!



Very Popular – Romantic Sunset Sails! Plus you can enhance your experience to a superb Dinner Sunset Cruise, depending upon the meal plan chosen (from full Thai or Indian cuisine to Steak & Lobster. Many varietals or Wine or Champagne available. 


Zunzun Sailing Yacht and Jester Sailing Adventures both
Why Choose Us

You Choose from Our Fleet

You Choose Destinations and Theme or Topic -Sailing Yachts or Power Yachts. Charter Rental and every Boat in between. Private or Captain and Crew.


Choose Your Favorite Vessel


Choose Your Depature Date


Received Your Confirmation


Show up Ready for Fun & Relaxation


Relaxing with Massages onboard Zunzun Sailing Yacht & Floating Massage Spa while anchored in the bay at Award-Winning Secret Harbour Beach Resort – includes champagne and fruit. * Limited availability – when the vessel is not out on charter


Having Hosted and Performed literally hundreds of Special Events over the years – You have found the right place for nearly any type of Party or Exciting Festivity or Occasion imaginable. Just ask for packages or we will customize something Special just for YOU!


Fun & easy sail through the crystal-blue waters of the Caribbean, beautiful surrounding cays and the Virgin Islands National Park. We anchor off a breathtaking white sand beach great beach away from the crowds. Colorful shallow reefs are teeming with loads of tropical fish, turtles and rays for some great snorkeling!



Great way to spend New Year’s Day!

Five stars to Captain Rich and Susan, 15 of us took a day sail when our cruise ship made port in St Thomas. We ranged in age from 4 to 83 and fun was had by all! The boat was clean, the music fit the island vibe, the beverages were plentiful, (Jester Juice was awesome), and lunch was great. We made two swim/snorkel stops, both were crowd free and had beautiful scenery and clear water. The boat had fins, masks, and snorkels for those who wanted them. There were also swim noodles for those who just wanted to float around. Captain Rich provided interesting info about the islands as we traveled along and he skirted around the afternoon showers which popped up. Finally as our day came to an end he allowed plenty of time so there was no concern about missing the all aboard time on our cruise ship. I highly recommend Jester Sailing especially if your looking for a great day on the water far away from the usual crowds!

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Family vacation trip

What an amazing time we had on zunzun! Not to mention the scenery and the snorkeling but the crew were so accommodating and pampered us all day long! They provided lunch for us and it was super delicious and everyone loved it! We did a private tour bc my group was so big however it was worth every penny. They played the music we wanted, mixed drinks for us and even broke out the snacks later in the day. My family included my grown adult children and my Littles that were 12 and 8 as well as my 72 yo mother. Everyone had a blast and agree this was the highlight of our trip. The guides were informative of the area and gave great recommendations for local eateries and activities. I highly recommend the swim to shore from the boat at the end of the day if able! Great experience…. highly recommend!

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Melissa P

Great hosts, great sailing!

We booked a Full day sail for 6 aboard Jester, kind of last minute (one day’s notice), but Captain Rich and mate Jill were very responsive, and took great care to make sure we had a great day. I wish we had more time, as I would love to do a full day’s sail on Jester.

Rich, Jill and crew mate Louis made sure we were very comfortable, safe and entertained. Captain Rich had many local “tidbits” to share during the sail and was careful to point out the best snorkeling spots in Christmas Cove, where we spent most of our time. Saw beautiful coral, fish and even a very large stingray; fascinating! My husband and I are very experienced sailors and really admired the way Rich handled the boat. Our “first time” sailing friends also enjoyed the trip very much. Jester is a beautiful classic-style 38’ Irwin, well-maintained and comfortable.

There was a cooler that provided beer, soft drinks and water available throughout the sail. We had some snacks mid-trip, but the crowning glory was Jill’s amazing “Jester Juice” cocktail. It was even more delicious than our beloved Painkillers! We highly recommend Jester and her crew if you are looking for an excellent sail/snorkel experience. Ditch those over-crowded excursion boats and book Jester for a truly personal and pleasant day.

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Macie Naquin

Its Your Day, Your Way! Caribbean sailing the way its supposed to be!

Offering multiple services to relax and rejuvenate during your time in ‘da islands, If you can imagine it, we can make it a reality!

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