New England charter itineraries include 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.
Lobster and Clams at Stewmans Lobster Pound. Credit-Dobbs Productions and Bar Harbor Chamber of Commerce
The charter season in New England starts in 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.
Maine Sailing Itinerary
Explore Maine's rugged and beautiful coast, where there are hundreds of picturesque islands, coves, and harbors. The next New England sailing vacation offers visits to out-of-the-way fishing villages accessible only by boat and seacoast towns with restaurants and shops. Allow Luxury Yacht Charters to plan every detail of your Maine Sailing Itinerary. All you have to do is relax and enjoy the ride. Maine Sailing Itinerary from Mid-Coast and Downeast Maine (a 7-Day sail) New England yacht charter "Fiona Rois." Day 1 Meet your yacht charter in Southwest Harbor and enjoy lunch while watching the harbor activity. Sail through the famous Hinckley Yacht moorings and view some of the prettiest sailboats ever. Then, set sail for Frenchboro, Long Island, passing Placentia, Black, and Gott’s island. If the tide is low, you can see seals on rocky ledges along the way. Frenchboro is a traditional offshore Maine fishing village with a...
New York and New England have so many interesting places to see and things to do that it would take you months to see everything. For your New York charter itinerary, we will work with you and your yacht's captain to create the perfect New York Charter itinerary. New York | Places to See There is much to see just in the New York City harbor. Cruise around the inner harbor and check out all the sights of New York such as the Seaport, Statue of Liberty, aircraft carrier Intrepid, and the Brooklyn Bridge. Statue of Liberty. Photo by Priyanka Puvvada on Unsplash. Long Island and Greenwich, Connecticut, are also excellent options for your New York Charter itinerary. Depart Brooklyn and sail up the East River into Long Island Sound. Enjoy lunch as you travel 45 miles (about 4 hours) to Huntington Harbor, Long Island. While in Huntington, visit the...
Start your Newport Charter Itinerary from one of the many marinas in the town. Explore the town before you board your yacht, or on your return. There are many sights to see, shops to explore, and food to sample. Newport Rhode Island. Photo by Gregory Runyan on Freeimages. Day 1 | Newport On the first day of your Newport Charter Itinerary, arrive at your yacht in Newport, one of the world’s yachting capitals. The historic waterfront and Bannister’s Wharf are worth exploring, as are the fabulous mansions such as the Vanderbilts’ ornate Breakers. Have a drink at The Candy Store, a watering hole for America's Cup crews, or savor a bowl of award-winning chowder at The Black Pearl. Day 2 | Block Island This is a quiet island with just a single village surrounded by miles of fine beaches and hiking trails. Rent a bicycle and enjoy the flat terrain, but be sure to stop at Aldo’s Bakery for to-die-for...
This 8-night Newport Leisure Charter Itinerary lets you cruise at a relaxing pace. You'll have plenty of time to enjoy sightseeing, watersports, and exploring in the tender. Nantucket Day 1 | Newport to Cutty Hunk, MA Begin your journey with a scenic two-hour cruise from Newport Harbor to historic Cuttyhunk Island in the Elizabeth Islands group. The Island is the outermost of the Elizabeth Islands. Moreover, yacht charter guests enjoy the ambiance of the area. Day 2 | Cuttyhunk, MA Cuttyhunk has a lovely harbor with good fishing and scenic hiking trails. Spend the day enjoying this quiet destination's solitude and peaceful ocean atmosphere. Or, if you'd like, try something more active such as jet skiing or kayaking. Nature lovers will enjoy looking at seals at Gull Island. Day 3 | Vineyard Haven, Martha's Vineyard After a leisurely breakfast, cruise one and a half hours from Cuttyhunk to Vineyard Haven....
The New England Coast is known for its rugged coastline and historic ports. When you sail the Newport-Portland, Maine itinerary, you will experience this beautiful area's history, wildlife, and cuisine. Southeast Lighthouse, Block Island, Rhode Island. Day 1 | Newport, Rhode Island Meet your yacht in Newport. This town is home to the famed New York Yacht Club, which kept America's Cup trophy safe for 132 years. Visit historic buildings, peruse the boutiques, and enjoy dinner at a waterfront restaurant. Day 2 | Block Island Block Island is a great first stop on your sailing vacation. Whether you enjoy outdoor activities, art, music, shopping, dining, or simply enjoying the scenic beauty, this island has it. Best of all, you won't find any traffic lights or chain stores here. Day 3 | Nantucket Charming Nantucket awaits you with sandy beaches and cobblestone-paved streets. Visit Cisco Beach and the Jethro Coffin House...
This sample Newport with Woods Hole Itinerary, prepared by Captain Meagher, combines history, seafood, island life, and shopping. Enjoy jet skiing, seals, and fresh seafood while relaxing on your private yacht. Martha's Vineyard Day 1 | Newport / Cuttyhunk Welcome aboard your yacht on your Newport with Woods Hole itinerary. As soon as you are settled in, depart Newport for Cuttyhunk Island. Leaving Newport Harbor is always exciting. Newport has the distinction of being the sailing capital of the East coast. It was also home to America’s Cup for 126 years, the longest winning streak in sports history. Today the harbor is filled with both modern and classic sailing vessels. Departing Newport, pass some of the famous Newport mansions, including the Vanderbilt estate “The Breakers.” You are leaving the Providence river, cruise through Block Island Sound into Buzzards Bay. Then your Captain will anchor in the harbor on the only town on...
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. The hiking in Maine is fantastic.
Massachusetts
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. Also, visit the Museum of Yachting and the Touro Synagogue National Historic Site, the oldest Jewish house of worship in the USA. In addition, Newport hosts many summer music festivals.
Connecticut
Connecticut offers charming towns along the coast with marinas. Old Saybrook and Mystic are two destinations along the coast. Mystic's seaport looks like a whaling village from the 1800s.
New York
New York combines New York City's excitement with the Hamptons' tranquility on Long Island. Explore the Hudson River or sail from the Hamptons to Block Island, Mystic, Nantucket, or Martha's Vineyard.
New England Charter Itineraries have many options for sailors and those who wish to relax in luxury while enjoying the surrounding beauty.
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