Sailing in Vineyard Haven

Sail Aboard SV Resolute

"Life is either a daring adventure or nothing"

Helen Keller couldn't have been more right.  The thrill of this sleek, fast Classic Island Cutter sailboat is the perfect adventure for your vacation to the Martha's Vineyard. Exploring the beauty & history of the Vineyard by sea is a special experience you won't forget.  The picturesque coastline of lighthouses, historical homes, and beautiful beaches are just a few of the beloved sights of the area. Feel the thrill of the wind in your hair or find your inner pirate and help us raise the sails, grind the winches and hoist the colors – Arrr! 


"The Sea, once it casts its spell, holds one in its net of wonder forever"

Let us show you the magic of the sea on one of our three sailing excursions. Breathe in the salt air and find your inner mermaid!  Enjoy snacks or a picnic lunch while under way, listen to the ocean as it swooshes by and feel the wonder of the vessel as the wind fills the sails and carries you away.

To some, it's just water. For us, it's a place to regain sanity

We all need a little help regaining sanity now and then.  The constant pull of technology - cell phones, email, social media - often prevent us from living in the moment.  Unplug with us.  Unwind for a few hours or an afternoon and regain your sanity.

See What Our Customers Are Saying

Join Our Mailing List

Be the first to hear about upcoming course registration and special events.