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Yacht Experiences

Compelling Coastlines and Regattas in New England

Discover New England, from the sophistication of yachting capital Newport to the raw natural splendor around Maine. Sail in regattas, forage the coastline, and sip wine in The Hamptons.

When to go:
July – September


Begin your New England adventure on the gorgeous coast of Maine. Your luggage will be transferred to your yacht while you enjoy the thrills of white-water rafting along the Kennebec River. Along your route, you’ll find a wild barbecue lunch waiting for you at a riverside beach.

In the evening, you’ll dine aboard your vessel. Come morning, you’ll take a canoe up the forested waterways of North Woods looking out for black bears, Maine moose, and otters as you journey through part of the Appalachian Trail.

Switch to a traditional lobster boat and help the local fishermen haul in their traps. Back on the dock, enjoy a mouthwatering sea-to-table meal as a reward for your labors.


Discover the gorgeous fringes of Arcadia National Park while onboard one of your tenders. Watch the osprey and bald eagles wheeling over the jagged cliffs and towering rock formations that act as their nesting sites.

Discover Marshall Island next, one of the East Coast’s largest uninhabited islands. Explore its 985 acres on a hike following its criss-cross of trails leading to secluded coves, woodland, and, eventually, a beautiful beach where your crew has been preparing a wild meal.


Journey to Penobscot Bay next, in the Gulf of Maine, for the Castine Classic Yacht Race. You’ll sail the 20-mile racecourse from Castine to Camden taking in islands, harbors, and craggy cliffs while employing sophisticated navigation.

After an overnight cruise south, you’ll awaken to the scenic coast of Portland, Maine. You’ll embark on a foraging day with an expert local chef, gathering porcini, beach greens, seaweed, mussels, and clams before washing and prepping your bounty under the guidance of the chef. It’ll then be cooked over an open fire on the beach for a meal featuring the best of Maine’s ingredients.


Awake and breakfast on deck while you watch for whales playing in the waters around Cape Cod. Travel out on a tender and fish the waters of this unique yachting destination, taking your bluefin tuna, striped bass, or flounder back to your onboard chef to prepare.

Travel to the shore and discover the not-for-profit Woods Hole Oceanographic Institution. You’ll discover the important work undertaken at this world leader in oceanographic research and have the chance to become involved in a project.

Choose to sail the courses of the prestigious Nantucket Race Week or the Opera House Cup off the coast of Nantucket. Meet inspiring people during this unique time in New England, sharing stories over some fresh oysters.

Alternatively, sail the Vineyard Cup nearby. With a full slate of races over several days, these are New England’s premier regattas ideal for different classes of boats and contestants. Once you’ve navigated the challenging course, luxuriate in Nantucket’s natural beauty. Hike the conserved island, paddleboard or windsurf off the coast, and swim in the bracing waters of the Sound.


Round off your incredible New England experience in the Hamptons. Begin at the Shinnecock Reservation and cultural center to discover their crafts, culture, and history.

Your afternoon is spent at a gorgeous award-winning winery. You’ll enjoy a walking tour among the vines before trying the wine—alongside delicious cheese—at a private tasting.

Learn to surf with a beach day enjoying the Hamptons’ world-class beaches. Choose to kiteboard, windsurf, paddleboard or simply surf, while keeping your energy up with a picnic lunch prepared by your crew. After your sun-kissed farewell, you’ll travel west to New York and begin the journey home.


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