Private Experiences

Intimate On-The-Water Adventures

Plan a private experience for your executive team, wedding, or bachelorette guests on the beautiful waters of the USVI.

Elevated Private Boat Charters

Boat Drifting Close To A Sandy Shoal

Axopar 37'



Capacity 11 guests

Captain, included beverages, etc.

Enjoy the speed, sunbeds, and easy dockage of our 37’ Axopar. We can customize full-day excursions for groups up to 11 guests.
Passengers Enjoying A Boat Ride

VanDutch 40'



Additional crew member to service guests

Open Bar

F&B additions

The brand-defining VanDutch 40, the original powerboat model, remains as striking and inspiring today as the day it was launched.
Top-Down View Of A Private 37' Boston Whaler On The Sea

37' Boston Whaler



Capacity 12 guests

Captain, included beverages, etc.

An unsinkable legend that’s perfect for entertaining, this roomy, meticulously maintained center console can accommodate guests with plenty of room to spare.
Enjoying The Sea Breeze On A Boat At St. John Shuttle

Private 42' Ultimate Boat



Capacity 12 guests

Captain, included beverages, etc.

We can customize full day excursions for groups up to 12.
A Group Discovery Beneath The Waves

Flying Frenchman

Available Upon Request

125 Guests

At 65’, the Flying Frenchman is our newest and largest additional to the fleet and can accommodate 125 guests. Step aboard and experience a day on the water in luxury.

The Flying Frenchman

At an impressive 65’, the Flying Frenchman is our newest and largest addition to our fleet, and there is ample space to comfortably accommodate up to 125 guests. Step aboard and experience a day on the water in luxury. Enjoy an open bar and a gourmet selection of food. The large upper sun deck allows guests space to sunbathe and sightsee or retreat beneath the covered deck below to enjoy shade during our snorkel sails and savor a refreshing tropical cocktail.

Experience the Difference

Let Dockside Watersports make your trip to the U.S. Virgin Islands exceptional.
Smaller Crowds

Escape large parties of guests and enjoy beautiful locations with the help of one of our captains.

Interesting Local Tidbits

See the USVI through the eyes of a local and get a fresh take on popular locations from our friendly crew members.

Luxurious Amenities

Sit back and relax on the water with comfortable seating and top-quality crew service.

Knowledgeable Crew Members

Know that you and your party are in safe hands with our highly skilled captains.

Curated Experiences

Participate in a variety of watersports activities based on your particular interests.

Great On-The-Water Service

Receive exceptional service from our friendly crew members, who help ensure a great boating experience.

More About Dockside Watersports

Think of Dockside Watersports as your premier guide to the ultimate Caribbean experience. We offer daily snorkel excursions, enchanting sunset sails, immersive kayak tours, and stand-up paddleboard opportunities. Located in our partner St. Thomas hotels, our concierge teams can meet with you directly to craft the trip of a lifetime tailored to your preferences.

Not sure which tour to start with? Consider booking a trip aboard our signature catamaran, The Flying Frenchman. This custom-built vessel is decked out with all the latest amenities to make your sailing experience truly exceptional. Explore the USVI in style and contact Dockside Watersports today.

Passengers Enjoying A Boat Ride
Bow Of A Small Boat


Read what our customers have to say about their exceptional experienceswith Dockside Watersports.
The crew was awesome! Professional, friendly, and fun! We had a great day on the water!
Laura S.
Great time today, highly recommend to anybody. Super crew!
Don L.
Such a memorable and wonderful experience! Outstanding, knowledgeable crew and a beautiful boat to enjoy the day. Great snorkeling spots to check out.
Sara R.
We had a great time! The sunset was amazing. The crew was great! We really enjoyed being on the water and watching the sun dip down past the horizon.
Alec L.

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