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Accommodations for Sailing the Nantucket Sound

One of the fabled waterways of the New England coast, Nantucket Sound happens to be a world-class place to find yourself on a sailboat. And with accommodations at Greydon House, that on-the-water bliss is yours for the taking!

Nantucket Sound: Introducing Our Backyard Waters of Rich Natural & Historic Heritage

Nantucket Sound comes hemmed by peninsulas and islands of New England’s celebrated Outer Lands: to the north by Cape Cod, to the west by Martha’s Vineyard, and to the southeast by our very own farflung Nantucket. Monomoy Point of Cape Cod’s southeasterly extremity, Monomoy Island, and Nantucket’s Great Point form the sandy gates of Nantucket Sound’s eastern entrance, a romantic (and shoal-ridden) pass to the open Atlantic.

Nantucket Sound is part of a fascinating transition ground between the Middle and North Atlantic coasts, close to where the Gulf Stream and its subtropical flavors angle away from shore in close proximity to colder but immensely productive waters of the Gulf of Maine. It’s been a coveted fishing ground and maritime crossroads for centuries.

Sailing Trips on Nantucket Sound

Multiple charters offer scenic sailing cruises out on Nantucket Sound within easy reach of your boutique abode at Greydon House. The longest-running is the sloop Endeavor helmed by Captain Jim, which offers daily public cruises and private outings in Nantucket’s coastal waters from May to October. Endeavor docks at Straight Wharf on the Town of Nantucket’s waterfront, just a short stroll from the Greydon House perch here on Broad Street.

Then there’s ACK Sunset Sail, a company offering Nantucket offshore cruises aboard the 30-foot Weathervane steered by Captain Vin Raimo. These private charters may be enjoyed midmorning, late afternoon, or during that magic hour of sunset.

Self-Guided Sailing on Nantucket Sound

If you’re a sailor yourself, you’ve got multiple options for sailboat rentals on Nantucket. It’s hard to imagine a more quintessential New England day than one spent tacking and jibing your way around Nantucket Sound, soaking up the summer sun and listening to the shove of the salt breeze in the mainsail.

A Sailing Getaway to Nantucket With Accommodations at Greydon House

You’re just minutes from the postcard-perfect Nantucket waterfront as a guest of ours here at Greydon House: within shouting distance of scenic and informative charter cruises or outfitters ready to rent you your very own sailboat for the day. Come experience the magic of cruising offshore Nantucket and enjoying the singular hospitality we offer at our boutique Broad Street hotel, including a post-sail feast at our very own restaurant! We’ll see you out on the water…