Step aboard our luxury 53 foot catamaran for an evening escape to the island of St. John. This popular sail departs directly from The Ritz-Carlton Resort’s beach, and begins with cocktails and appetizers while underway to St. Jo... More

Enjoy dinner service complimented by an open bar on the Flying Frenchman, the newest and most luxurious catamaran in our fleet. Take in a magnificent Caribbean sunset while under sail and enjoying special locally inspired cuisine,... 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

An Unforgettable 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... More

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

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

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

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

Step aboard our luxury 65 foot sailing catamaran, Flying Frenchman for an evening escape to Charlotte Amalie. This popular sail departs directly from Frenchman’s Reef and begins with cocktails and appetizers while we position fo... More

We can have a tour on our lovely motor sail boat Treasure where its not crowded and can take maximum of 6 we can go to the inhabitable Secret Saba Island if weather conditions are good to where we can snorkel there in a transpare... 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

An Unforgettable 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... 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

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

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

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

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

Aboard Bella, you will get an authentic sailing experience. Sailing is about exploration and adventure - no two days are the same! In just a day, you'll experience the many aspects of sailing that we love. You'll let go and let th... More

The Legends Luxury Dinner Sail features dedicated service highlighting the distinctive flavors of St. Thomas, with private seating in the comfort of the cabin as well as top-side on our spacious deck. Enjoy the cool ocean breeze w... More