Sailing & Charters

Endeavor SailingMad Max Sailing Adventures and Shearwater Excursions offer family friendly sailing excursions, harbor tours and whale watching trips, including ice cream and pirate-themed cruises around Nantucket Harbor.

The Black Dog Tall Ships are a timeless favorite. Their wood-hulled tall ships ply the waters of the Vineyard Sound on daily cruises. For information and to book tickets on a cruise, visit them at their website, theblackdogtallships.com

In Edgartown, Mad Max Sailing Adventures offers afternoon and evening cruises through Edgartown’s outer harbor as well as private charter offerings. 

Sea Witch Sailing Charters offers day sails and charters around the island tailored to you. 

Magic Carpet is a classic Sparkman & Stephens 56′ wooden yawl and a stunning sight to behold cruising around Edgartown Harbor. With a variety of cruises and charters offered, Magic Carpet is a local favorite. 

Cat Boat Charters is another iconic sight in Edgartown Harbor. Enjoy customized private sailing and charters with Cat Boat and their crew aboard their beautifully restored Cape Cod Cat Boat.  

 

The Winnetu on Instagram

Islanders Stay Free at the Winnetu Oct. 22nd or Oct. 23rd!

Be our guest and treat yourself to a mini getaway at your home away from home, the Winnetu Oceanside Resort. Join us Friday or Saturday night for a little rest and relaxation. Give us a call at 866-335-1133 to learn more.

📸: @trendsandtolstoy
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Soak up the last of this beautiful week. Stop by @thedunesmv for dinner with a view tonight.

#winnetu #mv #marthasvineyard #katama
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Join us on Martha's Vineyard for an intimate food + wine festival with Executive Chef Michael Hervieux. A thoughtfully curated culinary weekend by the ocean with tastings, wine pairings and a cooking demo with a comedian. Tap the link in our bio for details!

#winnetu #mv #katama #marthasvineyard
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Big news! Did you hear that our sister resort is now accepting reservations for its new accommodations? @lovangoresort reopens for its second season with expanded amenities and experiences, including luxury Treehouse, Glamping, and Villa accommodations. Tap the link in our bio to learn more and follow @lovangoresort for all the latest from the #USVI

#virginislands #lovango #isvirginislands #stjohn #stthomas
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Rolling into fall with our Pup + Play package. Tap the link in our bio to learn more about this special offer for you and your K-9 BFF!

#winnetu #mv #newengland #katama #edgartown @marthasvineyard
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Hop, skip, and jump downtown. What’s your favorite thing to do in Edgartown?

📸: @wanderingdarlings

#winnetu #edgartown #katama #mv #vineyard #marthasvineyard
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September is already in our mind. Those who know, know that fall is a glorious time to be on-island. What’s your favorite reason to be on the Vineyard in September and October?

📸: @prepfordwife // @marcsford

#vineyard #winnetu #marthasvineyard #mv #newengland #katama
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Escape for a long weekend this fall. Tap the link in our bio to learn why @bostonmagazine thinks Winnetu is one of the best ways to getaway this year.

📸: @wanderingdarlings

#winnetu #katama #mv #vineyard #thevineyard #marthasvineyard
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Head Concierge Tim Benoit and General Manager Matthew Moore are just two of the many smiling faces you’ll find around the resort.

#winnetu #katama #mv #newengland #marthasvineyard #southbeach #edgartown
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Guests and staff alike love welcoming the @vineyardsound to our Wednesday Night Clambakes. The seasonal group of acapella singers is a 29 year old tradition on the island.

Tap the link in our bio to learn about our weekly clambake.

#winnetu #mv #newengland #marthasvineyard #katama #coambake #vineyardsound #edgartown
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Say hello to our A+ Concierge team, Tim and Allison. Looking for a restaurant recommendation? A sailboat to charter? A way to spend a sunny afternoon? These two know the island inside and out and are ready to help you make the most out of your Vineyard vacation.

#winnetu #mv #vineyard #marthasvineyard #newengland
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Frosé your way to the Winnetu each Saturday for a little post-Beach Aprés Sea. Featuring poolside raw bar and summertime drinks, join us for this special event each weekend from 4pm - 5pm

📸: @kgeventsdesign

#winnetu #katama #mv #marthasvineyard
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A nightly adventure into town. Book a seat on our water taxi into Edgartown, running each evening in the summer.

📸: @wanderingdarlings

#katama #winnetu #mv #newengland #igersnewengland #marthasvineyard
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It’s clambake season at Winnetu!

📸: @mcmenimon

#winnetu #mv #katama #marthasvineyard #
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There’s magic in a stay at Winnetu, just ask @wanderingdarlings. Tap the link in our bio to read about their recent stay!

📸: @wanderingdarlings

#winnetu #mv #katama #marthasvineyard #newengland
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Wishing everyone a happy 4th from sea to shining sea 🇺🇸

📸: @catboatcharters

#vineyard #mv #marthasvineyard #katama #winnetu
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Hop a ride to the Edgartown Water Taxi aboard the Jitney, our beloved antique resort shuttle

📸: @marcsford // @prepfordwife

#winnetu #mv #marthasvineyard #thevineyard #vineyard #katama
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It’s frosé o’clock, happy Friday!

📸: @juliadags

#mv #vineyard #marthasvineyard #katama #winnetu #mv
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Welcome back: from the beach, from downtown, or whatever Vineyard adventure you got up to today.

📸: @juliadags

#winnetu #vineyard #vineyarding #marthasvineyard #thevineyard #katama #mv #newengland
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Forecast calls for sunny summer memories on the Vineyard.

📸: @yuriko_nyc

#vineyarding #mv #marthasvineyard #katama #winnetu
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In true Vineyard fashion, #NationalLobsterDay should be celebrated with a forkful of Fish Pot from Chef Mike’s new menu at @thedunesmv. Dunes is back open on Thursday, so we’ll see you for a post-#LobsterDay celebration then!

📸: @trendsandtolstoy

#lobster #mv #winnetu #katama #vineyard #marthasvineyard
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Summer is here to stay. Pull up a chair and enjoy the view from #Katama.

📸: @trendsandtolstoy

#winnetu #mv #vineyard #marthasvineyard
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