New England is steeped in history, especially its rich nautical heritage. Visit the Nantucket Whaling Museum or the hallowed halls of the New York Yacht Club in Newport, which kept the America’s Cup safe for many years.
Yankee traditions are strong here, from beachside lobster bakes with potatoes and corn to the gray-shingled houses that line Nantucket’s shores – a place that honors its whaling history. On shore, cobblestoned streets, shuttered clapboard houses, precious antiques and piping hot chowder await.
Newport, Rhode Island, with its America’s Cup heritage, has long been the gateway to New England, especially for sailors. Though they lie together off the Massachusetts coast, the islands of Martha’s Vineyard and Nantucket each have their own character. Cape Cod is part quiet countryside, part elite retreat. Hyannis is regarded as being a longtime outpost for American royalty, with the Kennedy family vacationing here for generations.
Spectacularly rugged shorelines, harbors, coves and islands. You could spend a lifetime cruising the Maine coast and still have an abundance of opportunities for new discoveries.
Scenically unmatched, settle into a day of gunkholing and land-based day trips. Refresh the palette with local seafood and your favorite sunset cocktail.
Meet your yacht in Newport, regarded as the sailing capital of the world – fittingly so as it’s home to the famed New York Yacht Club, which kept the America’s Cup trophy safe for 132 years.
Take time to visit some of the historic mansions that line the shore, peruse the boutiques and enjoy dinner at a waterfront restaurant.
Enjoy a leisurely breakfast as your yacht motors to Block Island, a beautiful gem that is a great spot for onshore outdoor pursuits such as hiking and biking, and on-water diversions such as sailing and fishing.
There are also plenty of beaches where you can while away the afternoon – the crew will pack you a picnic lunch. Dine on board this evening, enjoying island views.
After breakfast on board, the yacht will leave for Martha’s Vineyard, a longtime playground of the elite. The island is a summer haven, dotted with pretty beaches, harbor towns and cliffs topped by lighthouses. After a visit to the brightly colored cliffs at Aquinnah, sail around to Vineyard Haven and stop at the Black Dog Tavern for chowder at lunch.
A bit further down the coast is Edgartown, famed as the location where Jaws was filmed. Your captain will recommend an elegant restaurant for dinner ashore this evening.
Wake up to find the yacht en route to Hyannis on Cape Cod – famed as the Kennedy family’s getaway.
Those interested in presidential history should visit the JFK Hyannis Museum on Main Street. Dine on fresh seafood tonight, overlooking the harbor bustling with yachts and local boats.
Charms with its grayshingled cottages and a quaint main street. Don your “Nantucket reds” and feel right at home. Bike along the paths that lead to dunebacked beaches, or history buffs will enjoy a tour of the Nantucket Whaling Museum. Take a bicycle ride around the postcard-perfect island.
Leave Cape Cod behind as you head for the Elizabeth Islands, where you can stop off for a swim before anchoring in Hadley Harbor, secluded among forests and pastures. Cars are forbidden here, so the only way to arrive is by yacht, hiking in or on horseback. Take out the kayaks and water toys and enjoy frolicking in this quiet, picturesque spot.
One last breakfast in this idyllic setting, then it’s a few-hour cruise to Newport. Stroll through the town, and have another clam chowder or lobster before the plane home.