Beautiful cruising and historic sights combine to make New England one of the most fascinating charter grounds in North America. This is the where the United States of America was born, when the Mayflower landed in modern-day Massachusetts. Civilization spread, with whaling towns and capital cities from Boston all the way to Maine. Historic cobblestone streets and lovingly preserved buildings remain in many waterfront towns. While the whaling ships are gone, hundreds of lobster and clamming boats now take their place.
When to go
May - late August
May - August
New England charter itineraries usually start in Newport, Rhode Island, which was home to the America’s Cup for much of the 1900s. The city has a thriving waterfront with shops, restaurants and marinas that are wonderful to explore before casting off for a sail to Martha’s Vineyard and Nantucket. There, you will find the playgrounds of the rich and famous, who ride bicycles through the streets and attend clambakes on the shore.Farther north, itineraries are available in Maine during the late-summer months. The scenery here is more rugged in beauty, with rocky trails to hike on any number of islands. Watch for traditionally elegant sailing and picnic boats here, especially in Southwest Harbor, the home of the storied Hinckley Yachts shipyard.