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New England Charter Itineraries

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New England Charter Itineraries includes sample itineraries for Maine, Massachusetts, Rhode Island, Connecticut, and the state of New York.
All itineraries are customized based on the charterer’s preference and, most notably, the weather.

The charter season in New England starts late spring and ends in early October. The weather is cooler except for July and August, when there could be hot days and cool evenings. Traveling with a selection of clothing for local weather is essential.

Many yachts relocate from Florida, the Bahamas, and the Caribbean to New England for the charter season. Sailboats, motor-yachts, and a few catamarans are the usual charter options.

New England Charter States

Maine Sailing Itinerary

Maine Sailing Itinerary
Maine Sailing Itinerary from Mid-Coast and Downeast Maine (7 Day Cruise) New England yacht charter "Fiona Rois" Explore the rugged...

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New York Charter Itineraries

New York Charter Itineraries
Your captain will assist you in creating the perfect New York Charter itinerary. There's so much to see and do...

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Newport Charter Itinerary

Newport Charter Itinerary
Lighthouse in New England NEWPORT TO NEWPORT - 7 DAY ITINERARY Start your Newport Charter Itinerary from one of the...

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Newport Leisure Charter Itinerary

Newport Leisure Charter Itinerary
This 8-night Newport Leisure Charter Itinerary lets you cruise at a relaxing pace. You'll have plenty of time to enjoy...

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Newport with Woods Hole Itinerary

Newport with Woods Hole Itinerary
This sample Newport with Woods Hole Itinerary prepared by Captain Meagher, combines history, seafood, island life, and shopping. Enjoy jet...

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Newport-Portland Maine Itinerary

Newport-Portland Maine Itinerary
The New England Coast is known for its rugged coastline and historic ports. When you sail the Newport-Portland, Maine itinerary...

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Maine, the Pine Tree State, offers relatively unspoiled beauty. The state’s 230 miles of coastline have lighthouses, small beaches, fishing villages, many bays, and islands. Lobsters and seafood lead the cuisine offerings in Maine. And Portland has become known for its fine dining. Acadia National Park, on Mount Desert Island, is a national treasure. For the active guest, there is hiking.


Massachusetts offers Nantucket Island, Martha’s Vineyard, Cape Cod, and many other select ports.

Rhode Island, the smallest state, is the yacht charter hub for New England. Along with Newport being the Queen of American Resorts. Its Gilded Age of 19th-century mansions, charming shops, restaurants, and cafés are all within walking distance. Before departing on your yacht enjoy the Cliff Walk, a national historic trail along the bluffs. The Museum of Yachting, the Touro Synagogue National Historic Site, the oldest Jewish house of worship in the USA. In addition, Newport hosts many summer music festivals, which are a treat.

Connecticut offers charming towns along the coast with marinas. Old Saybrook and Mystic are two destinations along the coast. Moreover, Mystic’s seaport looks like a whaling village from the 1800s.


New York combines the excitement of New York City with the tranquility of the Hamptons on Long Island. Furthermore, explore the Hudson River or sail from the Hamptons to Block Island, Mystic, Nantucket, or Martha’s Vineyard.

New England Charter Itineraries has many options. For the sailor, or those who wish to relax in luxury while enjoying the surrounding beauty.