Sailing and Martha’s Vineyard go together like two peas in a pod. 

(Make that "two clams and a cod.")

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.

We offer ultimate, enviable sailing aboard a sweet and powerful, custom built, 5-spreader mega-yacht designed with you in mind for friendly and hardy, (can we add "invigorating?"), island passage-making.

"MT-105" is on the ”To Do/Bucket list”

of every sailor and non sailor alike. She's standing tall for all those living and loving the "island life," who keep coming back for more positive identity and peace of mind. 

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

Ever been to Cuttyhunk? Most haven't, (including Vineyarders). It's the Cape and Islands' best kept secret. You'll find out why when you get there. Accessible only by boat to those with the means and determination.  And what better way, more traditional (and romantic), to preserve such a treasure island than to get there by sail? And what better sailboat ride than aboard the highly evolved, finely tuned "MT-105?" We work in harmony with the elements; with the environment; with clean and quiet, renewable wind power; 

using the wind ......but not using it up.

Instead of island hopping, however, if the wind is right and the sailing perfect, (as is so often the case), why not take advantage of the moment and just keep on sailing for the afternoon? Who needs Cuttyhunk? (We'll catch it next time around.) We can be as spontaneous as you want and we are as flexible as our schedule allows. 

Your boat, your call. 

Either way, it's all healthy, refreshing fun in the sun. You and your family/friends deserve no less. Our prices and the feel-good quality of what we have to offer simply can’t be matched.  

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 life," crash aboard the elegant "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. (Talk about 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 all.....at a price you can afford.

And speaking of prices, here's the best part: we cut out the middle broker saving you all commission fees and communication hassles, keeping our prices lower and allowing you to deal directly with us. And get this: the more in advance you book your sail and the more frequently you come back to sail with us..(again and again).... the less you pay per sailing hour. Hey, when you come back, we've got your back. 

(WARNING: sailing "MT-105" can be very addicting!) 

And how about this?  If your family budget stands in the way, we'll put that gang of yours to work and barter for some good ole' fashion "elbow grease."  Bitcoin anyone? How about gold doubloons? Let's make this happen!

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 as opposed to the weather you have been dealt.

We offer Public Sails and Private Charters for up to 6 guests, in full accordance/compliance with all US Coast Guard Rules and Regulations. Or, you can "bare boat" with demise charter contract agreement with up to 12 in party.

All sails come with USCG licensed Captain. That would be yours truly, “Admirable” Nick himself, at your service; as well, (if you're lucky), with first mate extraordinaire and social director, Charlie make-'em-laugh Harari whose unique perspective on life and living and whose sailing acumen are truly legendary and known up and down the entire Atlantic Coast (both hemispheres), if not the world over.

We sail from Menemsha, Martha’s Vineyard, 

.....where the winds are more favorable 

and the setting more enticing and memorable.

Featuring live music 

with pick-any-song “Nick & The Pirates.”  (If we don't know it you get to pick another.)

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

Sailing is man in harmony with his environment. To experience some of the best sailing on this planet...let the party begin here and now. Give us a call so we can get you up to speed and help champion your ability to turn dream into reality. You can do this, and for introducing them to "MT -105" your good buddies are gonna luv ya' all the more for it. 

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

508-246-7034