See and feel the islands aboard the awesome "MT 105"


 Coming to the Vineyard and missing an opportunity to sail this 105' puppy would be like visiting Niagara Falls, NY, and not seeing a waterfall.

 Sailing Martha's Vineyard offers ultimate, enviable sailing aboard a sleek and powerful, sweet and dazzling, custom built, 5-spreader mega-yacht. All this combined with hardy, friendly, 

island passage-making. 

We guarantee "MT-105" to be the 

highlight of your “To Do” list while on vacation.

For sailors and non sailors alike. 

For all those who love the Vineyard and keep coming back for more.   

We specialize in a variety of short, protected sails that will glide you across Vineyard Sound to Cuttyhunk and through the remote and pristine Elizabeth Islands for swim, cook out or mini-adventure ashore......with time frame to match your budget.

Or, instead of island hopping, heck, if the wind is right, why not take advantage of it and just keep on sailing for the afternoon? Your call. 

Either way, it's all fun in the sun. And wind power’s the way to go; partnering with “MT-105,” using the wind but not using it up.

For the more adventurous we provide longer, more exposed ocean sailing around the "Head," (outside Aquinnah), past Nomans and eastward along the South Shore. Circumnavigate Martha's Vineyard and/or, (sailing through Wood’s Hole), the Elizabeth islands. 

Sail to Nantucket for dinner and a night out on the town. Roam the cobblestone, then, for a taste of "cruising," crash aboard the mighty "MT-105"  in snug, historically acclaimed harbor, waking up to blueberry pancakes hot off the grill before sailing back to Menemsha.

Sail Vineyard Sound, Nantucket Sound, Buzzards Bay or sleigh ride the sweet ground swells of the Atlantic Ocean by moonlight.

 (Now there’s somethin’ to talk about!) 

On "MT-105" we do it all. 1-hour sails, 2-hour sails, 1/2 day sails, all-day sails, sunrise sails, sunset sails, moonlight bundle-up sails, overnight sails, pick up/drop off destination sails, birthday sails, bachelorette sails, wedding-proposal sails, wedding sails, memorial sails, out of this world sails; the best of any and all kinds of sails and the best sailing of a price you can afford.

Check out our new, consumer-friendly Rescheduling and Cancellation Insurance policies, the most flexible and reassuring in the industry, (setting yet another standard), allowing you to book ahead with confidence, leaving you more options for the weather of your choice.


We offer Public Sails and Private Charters for up to 6 guests, in full accordance/compliance with all US Coast Guard Rules and Regulations.

All sails come with USCG licensed Captain. That would be “Admirable” Nick himself, at your service. Your boat. Your (US Navy - been there) captain.

Departs from Menemsha Bite, outer harbor, Martha’s Vineyard.

Featuring live music 

with “Nick & The Pirates.”

Let the (“pirate”) crew be you (or you may opt for additional, hired crew.)

For the best sailing on the planet.....

let’s talk. 

We're happy to answer any and all of your questions and assist you in any way we can.