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New England

New England Yacht Charter

In the face of seasonal tourist traffic and aggressive property development, the southern New England yacht cruising ground steadfastly clings to its atavistic roots. Newport, with its notorious nineteenth-century mansions and colonial-era housing stock, maintains its classic charm. The well-known larger islands south of the Cape – Nantucket, Martha’s Vineyard and Block Island – are all about weathered shingle cottages and cobblestone streets.

Let Chamberlain Yachts custom tailor your 4, 7, 10 or 14 day New England yacht cruising itinerary


About New England


Rhode Island

Your yacht welcomes you on board in Newport, Rhode Island. Discover “the City by the Sea,” known for its mansions, the breath taking beauty of the three-mile coastal hugging Cliff Walk, the International Tennis Hall of Fame, and the Museum of Yachting. Depart Newport for Block Island.

Block Island

Just 12 miles off the coast of Rhode Island is quaint, peaceful Block Island. Within its 25 square miles are 17 miles of elite beaches, a varied terrain of hills, countless freshwater ponds, 2,000 miles of stone walls and an exceptional variety of flora and fauna. After lunch, explore the island by bike.


Depart for Cuttyhunk and enjoy a freshly prepared meal before taking a hike to its highest point for an astonishing view of the eastward-running archipelago, its surrounding waters and the distinctive cliffs of Martha’s Vineyard to the southeast. Swim or relax in the sun with your favorite cocktail as the sun sets.

Chappaquiddick Point

Rise early and depart for the elegant port of Edgartown, Martha’s Vineyard. Stroll down the cobblestone streets or the beautiful beaches of famous Chappaquiddick Point. Have lunch ashore at a dockside bistro and then take a tour of the rest of the island or head back to your yacht for some water sport fun. Dinner on board made just for you by your very own chef.


It’s a short sail to Nantucket, home to many fashionable summer residents, itinerant yachtsmen, and the seasonal scallop and cranberry industries. After dropping anchor, prepare for another day of water sports, sightseeing or relaxation. After lunch on board take a tour of the whaling museum and the cranberry bogs.


In the morning sail to Hyannis, a praise to sun, sand, seafood and saltwater. After indulging in a relaxing lunch, sail onto Hadley’s Harbor, a deep-water anchorage off of Woods Hole. It is extremely protected, and also on the fair side of the tides that rush through the Woods Hole passage. There is an island to walk on and a never-ending parade of boats, people and dogs coming through the anchorage.

Newport Winery

After breakfast head back to Newport to shop, dine, and unwind. If time permits, take an afternoon tour of the Newport Winery and rolling hill countryside. Disembark.