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Itineraries | Experience New England

Yacht Charter ItineraryExperience New EnglandItinerary 

New England has long been a summer destination for America’s gilded class, and even today, the region is still best explored by motor yacht. A yacht charter is a perfect way to discover New England’s rugged coastline – a nautical playground filled with charming towns steeped in history.

From the coastal mansions of Newport, Rhode Island, to the quintessential East Coast ambiance of Martha’s Vineyard and Nantucket – two of the country’s most stylish island retreats – the whole of New England is home to spectacular architecture, picturesque views, and the very roots of North American yachting.

Discover quaint port towns, sandy beaches, romantic islands, unique shops, galleries, and fine restaurants that exude understated elegance. And at every stop along the way, experience New England’s deep love of yachting, sailing, and fishing firsthand.

Day 1: Newport

Newport has long been the gateway to New England – especially for yachtsmen. Wealth and power have gravitated to this seaside town for well over a century, making it a hub for high society. Visit the summer homes of America’s marquis industrialists, spend an afternoon strolling the world-famous Cliff Walk and enjoy the natural beauty of the Newport shoreline as it meets the architectural history of Newport's gilded age. End your stroll at one of the city’s beloved waterfront bars and enjoy a drink at sunset.

Day 2 & 3: Martha’s Vineyard

Set a compass for the exclusive summer destination of Martha's Vineyard, known for its beaches, boardwalk, and quaint enclaves. Bike the paths along its wild coastline or step ashore at Edgartown for a clambake – a true island tradition. You can also browse the shops, explore sensational real estate and try the freshest fish you’ll ever taste.

Day 4: Nantucket

Nantucket is a crescent-shaped island famous for its grand cedar-shingled homes, wonderful restaurants, antique shops, and galleries. The best way to explore the island’s relaxed, winding roads is by bicycle. In summer, enjoy its wide beaches and ocean waters, and in fall, take romantic pictures at one of its many lighthouses while the leaves change and the breeze cools.

Day 5: Provincetown

Located at the northernmost point on Cape Cod, Provincetown is edged with beaches that disappear into the sea. Discover the outer cape by bicycle, or explore the rich offerings of this scenic and welcoming fishing village and artistic community. Provincetown and its surrounding areas offer plenty of opportunities to explore vast stretches of sand dunes, forests, beaches, and more.

Day 6: Plymouth

Plymouth is home to cranberry farms, beautiful nature walks, and more, and it’s where you’ll find Plymouth Rock. This landmark is where the Mayflower came ashore 400 years ago, bringing with it English pilgrims who helped shape the nation we know today. Plymouth boasts exceptional whale watching, dining, shopping, and cultural activities in a quaint New England setting, much of it nestled along the shore.

Day 7: Boston

With hundreds of attractions, Boston is an ideal stop on any yachting trip through New England. Boston Harbor alone boasts 40 miles of continuous waterfront, perfect for strolling, jogging, and cycling. Revered for its food, sports, culture, and history, Boston is home to the USS Constitution Museum, the New England Aquarium, wonderful boutiques, and authentic bakeries.

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