Sea Witch Sailing Charters

Bask in the sea breezes and warm sun, unplug from the stress and rush of daily life, and live the dream for an afternoon, a day or a week.  With the wind in your hair and the warmth of the sun on your skin, you’ll get bewitched by the magic of the sea aboard our sailing yacht.

Based in Martha's Vineyard, Massachusetts, from June to mid-September and the Caribbean Islands from November through April, we offer everything from day sails, to live-aboard vacations, to offshore passages for guests with the right skill set.  In addition, Sea Witch Sailing Charters offers expedition point-to-point sailing opportunities as well as sailing vacations in world-wide destinations such as the islands of the South Pacific, Australia and the Mediterranean.  We will whisk you away to the best anchorages featuring tranquil coves, seaside towns and perfect islands during your time aboard.

Aspire to living your own dream at sea?  We can provide you with opportunities to learn to sail, gain offshore experience and carve a path to fit your future plans.  As a certified American Sailing Association Instructor and 100-Ton Master Mariner, our Senior Captain, John Stephenson, offers not only a genuine, easy personality but also a wealth of knowledge and experience that adds to any sailing trip.  Our support captains, crew and staff offer additional knowledge and experience to provide a well-rounded experience aboard any of our sailing charters.

For more information about any of our sailing vacation options, excursion voyages or learning opportunities, call or email us!  Wake up from your dreams and live the reality aboard our magical sailing vessel.

Whatever your preference, Sea Witch offers something for everyone.  We look forward to having you aboard!