Step aboard the Flying Frenchman, our newly designed, state-of-the art sailing catamaran for a fun and festive sunset sail departing from Frenchman’s Reef. Take in a magnificent Caribbean sunset while under sail and enjoying the... More

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones aboard our beautiful 40ft classic sailboat. The sailor's delight trip is a favorite by many and sure to ... More

Set sail on a semi-private yacht for an unforgettable day at Turtle Cove, where turquoise waters meet vibrant coral reefs. Under the guidance of a US Coast Guard Licensed Captain and professional Mate, enjoy personalized service a... More

This is the ideal trip for the true sailor's out there. Enjoy a private 3 hour adventure of straight sailing aboard our beautiful "Robert Perry" designed 40ft Baba pilothouse Cosmos Mariner. Whether you want to learn a few things ... More

This one of a kind excursion to Jost Van Dyke allows passengers to spend the most time on the island out of all other group charters. After checking in at the Ritz-Carlton on St. Thomas, guests board our 55′ catamaran for a tr... More

**New Stormy Pirates Itinerary* As with every Stormy Pirates tour, this is a small group tour with only a maximum of 12 guests. We depart from American Yacht Harbor in Red Hook and sail to world famous Pizza Pi, where you will ... More

We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful and authentic day at sea. We offer snorkeling options for all skill levels and swi... More

Your private group up to 12 individuals will enjoy a Luxury Sunset and Champagne cruise about our luxury 50' Voyage catamaran. We head out early evening where we begin cruising out of American Yacht Harbor in Red Hook on St. Thoma... More

Set sail and explore the Virgin Islands National Park! Enjoy a day of sailing and snorkeling with lunch and drinks provided! Where to meet: We will meet at American Yacht Harbor in Red Hook at C dock right next to the Marina off... More

If you are looking for a curated, private sailing experience, our goal is to not only meet, but to exceed your expectations. We will welcome you aboard with fresh fruit & muffins to discuss the days itinerary and to plan the day o... More

On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some of the most beautiful areas in the Virgin Islands and provide you with their expert knowledge. Lunch will... More

Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht for an amazing full day (10am - 4pm) sailing excursion. Relax and enjoy snorkeling the crystal clear waters of the Virgin Islands while you... More

Best 4 hrs on St Thomas! Enjoy a turbo-powered boat ride, snorkeling, swimming, and relaxation on 2 secluded beaches. Savor rum punch, beer, and local culture. - TURBO-POWERED BOAT RIDE: Experience the thrill of racing out of the... More

Embark on a snorkeling adventure to Maho Bay, a pristine paradise known for crystal-clear waters and vibrant marine life. Feel the salty breeze as you make your way to the bay on power catamaran, Jost Boat. The journey is a feast ... More

To maximize your day and our destination options in the National Park, we offer flexible timing allowing for an easy transfer away from the busy ports of St Thomas to meet near the commuter ferry terminal in Cruz Bay. The ferry ta... More

Experience serenity at sea on our St Thomas Sunset Sail! Enjoy champagne, rum drinks, and hors d'oeuvres while taking in breathtaking views of the harbor and sunset. Book now and create unforgettable memories on this 60ft catamara... More

Start the day with a sail to an offshore cay for premier snorkeling. In addition to fruit, salads, and cookies, our main lunch will be pizza from the Virgin Island’s ONLY floating food boat, PiZZA Pi, VI. We also include an open... More

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Lady Lynsey. After snorkeling in crystal blue waters, enjoy lite bites (hors d'ouevres) and a full bar. Explor... More

A Private Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless memori... More

You will set sail aboard one of the largest daysail yachts in the Virgin Islands. At 55 feet the Blue Dream is well equipped to sail you through the tranquil waters of the USVI and beyond. Our experienced captain and crew will sai... More