Come Sail Away With Seastreak in Martha’s Vineyard!

Martha’s Vineyard offers an escape from the hustle and bustle of the big city. This island is perfect for those who think that beaches should be peaceful and quiet, and not a scene for the next rowdy spring break movie.  Martha’s Vineyard is quaint, uncommercialized and focuses heavily on the sustainability of local businesses. One of the most magical parts of the island is the water.  With so many places to go, how do you take advantage and see as much as you can?  On a sailboat of course!


Winds Up

If you’re new to sailing, head over to Winds Up!  It is the spot for any of your sailing and water-sports needs.  Never sailed a day before in your life?  Not a problem!  They have sailing lessons too.  And if you’re looking for a more personal, wind-inspired excursion, they also offer windsurfing lessons.

Winds Up

199 Beach Rd  Vineyard Haven, MA 02568

(508) 693-4252


Sea Witch Sailing

If you aren’t really in the mood to man the deck, you can always charter a captained boat.  On the Sea Witch you can sit back and relax while the captain takes you wherever you need to go. They also offer catering services, so everything you need is taken care of, including food!

Sea Witch Sailing Charters

(508) 631-6535


Not one for sailing?  Maybe you’re looking for to charter a bigger vessel to fit a family reunion or wedding reception.  If you still want to enjoy being on the water, but on a larger scale, Seastreak offers boats for charter.  We can arrange everything from catering to entertainment, or you can pick your own. Just give us a call, and we will get your next adventure into action!


Sea you soon,

The Seastreak Family

Filed Under: Destination Guides, Visiting Martha's Vineyard