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

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

As the sun sets our sails rise, and the champagne flows. Experience a Caribbean sunset and celebrate one of nature’s wonders of color under full sail aboard our 55′ catamaran, Daydreamer. Enjoy a relaxing and romantic sail in ... 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

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

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

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

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

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

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

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 would love to host you all and show you a wonderful day on the water! This itinerary is set to maximize witnessing the beauty of the Virgin Islands, particularly St John. Departing from Cruz bay allows us a wonderful day on ... 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

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

Come sail on a beautiful classic monohaul sailboat. You're guaranteed to enjoy your day sailing and snorkeling with amazing green sea turtles here in the US Virgin Islands. Snorkel gear,noodles, fuel, drinks and light snacks are ... More