All Sailing Experiences
Martha's Vineyard

Discover the Magic of Martha’s Vineyard with a Personalized Sailing Adventure

Martha’s Vineyard is renowned for its picturesque towns, but there’s another side to explore — a serene, timeless sailing adventure that will captivate your senses. Each journey with us is thoughtfully tailored to your interests and desires, ensuring a unique experience every time.

From the deck of our sailboat, the stunning landscapes and harbors of Martha’s Vineyard come to life. Marvel at historic lighthouses still in operation, take in the breathtaking views of Vineyard Sound, the Elizabeth Islands and the North Shore, and witness the incredible diversity of wildlife. Whether you’re new to sailing or an experienced mariner, let the wonders of Southeast Massachusetts reveal themselves to you from the water, creating memories that will last a lifetime.

For those seeking something truly special, we offer customized arrival options to iconic locations on Martha’s Vineyard such as Edgartown, Oak Bluffs, Menemsha, and beyond. Explore the Elizabeth Islands, Cuttyhunk, Falmouth, Hyannis, Nantucket, or Woods Hole, and if time permits, extend your adventure to delve even deeper into the beauty of the region.

You’re welcome to bring your own food and beverages, making our sailboat the perfect setting for special gatherings and events. On longer voyages, enjoy lunch in a secluded cove, take a refreshing swim, or hike to landmarks like Naushon Island’s lighthouse. Whether you prefer to relax and soak in the scenery or actively participate by raising sails, steering, and learning the art of sailing, your journey will be as enriching as it is enjoyable.