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

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

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

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

Sailing on Helios in the Virgin Islands can be one of the most memorable days spent on your vacation. The Virgin Islands are a popular destination for sailors, with near-constant trade winds, all-year round high temperatures and ... 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

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

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

With 20 years of experience sailing here in the US Virgin Islands we have found that our guests value the smaller venue for purists sailing. We can offer as much or as little instruction as you request while you take the helm of y... 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

Step aboard luxury sailing catamaran Flying Frenchman for a 3-hour snorkeling adventure. Perfect for families and small groups alike, this excursion allows for an extraordinary snorkeling experience in the clear waters around the ... 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

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

Sail the beautiful and calm protected waters of the Virgin Islands National Park aboard your private and all inclusive sailboat. Full Day, all inclusive, private Day sail adventures are also available. We are a classic sailing com... 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

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

Captain Trevor with his First Mate and lifelong friend, Blake are your expert guides on unforgettable sea adventures. Together, they form a dynamic team, committed to making each trip a seamless experience. Whether you are snorkel... More

This is a private personal sailing experience for up to six guest. Avoid the crowds and choose how you want to spend the best day of your vacation. Whether you want to sail all day or find a nice anchorage to relax and swim, we're... More