An Unforgettable Sailing Experience! We offer a Semi-private and all inclusive Day trip that will be the best day of your vacation. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we e... More

You will have private, personable and unique experience with Sailing Tipitina. We are owner/operators and live aboard this classic sailboat with our sweet Weimeraners Oyster and Pearl.... More

The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This trip is limited to only 12 guests. A light continental Breakfast and a full open bar w/bottomless... 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

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

NEW **Stormy Pirates** Itinerary for the 2024/2025 season!! Virgin Gorda - Cooper Island - Norman Island We explore the islands of the Southern British Virgin Islands. We hike, hydrate and snorkel. - Hiking and Exploring: The... More

If you’re looking for an unforgettable day at sea, book a private boat charter with Sweet Pea Charters. Our luxury 40 by 25 foot catamaran is the perfect vessel to take you on a personalized tour of the stunning U.S. Virgin Isla... 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

Join us for a morning snorkel and pizza lunch around Little and Great St James in the St Thomas East End Reserve marine sanctuary. We leave from P dock at American Yacht Harbor in Red Hook at 9am and head to St John to pick up gue... 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

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

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

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

Avoid the crowds! With no more than 12 guests, enjoy the best of both worlds on two amazing experiences. Snorkel with endangered green sea turtles and then a light Brunch with open bar and bottomless mimosas. Though she has a CE ... More

Private Beach Excursion, with two stops for photos, and island views. Spend a day relaxing at the gorgeous beaches and warm, turquoise waters of 3 of the top beaches in St. Thomas: Magens Bay Beach, Lindquist Beach, & Secret Harbo... More

The official shuttle partner, offering daily trips to the world famous Pizza Pi boat in St Thomas, US Virgin Islands. This unique trip allows you to visit the world famous Pizza Pi floating pizza boat; only accessible by sea. Step... More