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. The usual charter options include sailboats, motor yachts, and catamarans. We will work with you to create the perfect New England charter itinerary based on your interests and desires.
Exploring Shorelines: Newport to Portland Maine Itinerary
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...
New York Charter Itineraries: Visiting The Liberty!
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. Hyannis Harbor Day 1 | Newport to Block Island On the first day of your Newport charter itinerary, sail towards Block Island, a picturesque destination known for its beautiful beaches and charming coastal village. Enjoy a leisurely cruise along the coast, taking in the scenic views of the Atlantic Ocean. Once you arrive at Block Island, drop anchor in one of its serene harbors and spend the afternoon exploring its natural beauty. Visit Mohegan Bluffs for stunning cliffside views or relax on the pristine beaches. In the evening, savor delicious seafood at one of the island's waterfront restaurants. Day 2 | Block Island to Nantucket As the sun rises, depart Block...
Newport Leisure Charter Itinerary | Vacation Vibes
Get ready for an epic 8-night Newport Leisure Charter Itinerary, where you can kick back and cruise at a laid-back pace. This itinerary is about taking it easy, enjoying sightseeing, rocking some watersports, and exploring cool spots with the tender. Nantucket Day 1 | Newport to Cutty Hunk, MA Start with a relaxing two-hour cruise from Newport Harbor to the historic Cuttyhunk Island in the Elizabeth Islands group. Cuttyhunk Island takes the crown as the farthest island in the Elizabeth Islands group. Kick back in the charming harbor, do some fishing, or hit the scenic hiking trails. Feeling adventurous? Try jet skiing or kayaking. Keep your eyes peeled for cute seals lounging in the sun at Gull Island. Day 2 | Cuttyhunk, MA Embrace the tranquility and spend the whole day soaking up the peaceful ocean vibes of Cuttyhunk. It's like finding a secret hideaway surrounded by stunning nature. If...
Newport with Woods Hole Itinerary: Relaxing on your Charter
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 luxurious yacht as you embark on your Newport with Woods Hole adventure. Once you've settled in, depart from Newport and set sail for Cuttyhunk Island. Departing Newport Harbor, you'll be captivated by the vibrant sailing scene. As you cruise along the harbor, you'll pass by colorful sailboats of all shapes and sizes. You'll also get to witness the skill and grace of the local sailors as they easily maneuver their boats. Newport proudly holds the title of the sailing capital of the East Coast. It has hosted America's Cup for an incredible 126-year winning streak. As you bid farewell to Newport, you'll pass by iconic mansions like the...
Explore Maine's rugged and beautiful coast, with 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 the yacht charter brokers at Luxury Yacht Charters to plan every detail of your Maine Sailing Itinerary. All you have to do is relax and enjoy the ride. Sailing Yacht August Maverick 7-Day Maine Sailing Itinerary from Mid-Coast and Downeast Maine 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 200+...
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
Sailing along the picturesque Massachusetts coast offers many sights to behold from the comfort of a yacht. Explore the historic city of Boston with its iconic skyline, charming harbor islands, and the renowned Boston Light on Little Brewster Island.
As you venture further, visit Cape Cod's pristine beaches, quaint seaside towns like Provincetown, and the majestic Cape Cod National Seashore. Don't miss the enchanting Martha's Vineyard and Nantucket islands, known for their picturesque lighthouses, elegant homes, and vibrant coastal culture.
Finally, cruise along the rugged shores of the North Shore. You'll encounter picturesque fishing villages, rocky cliffs, and the scenic beauty of Cape Ann.
Rhode Island
No New England charter itinerary would be complete without a visit to Rhode Island. New England's yacht charter hub is the smallest state, and Newport is the Queen of American Resorts. The Newport 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 USA's oldest Jewish house of worship. In addition, Newport hosts many summer music festivals.
Connecticut
Exploring the Connecticut coast by yacht unveils a wealth of captivating sights and experiences—cruise to the charming town of Mystic. Visit the renowned Mystic Seaport Museum and indulge in the town's rich maritime history.
Spend the day discovering the picturesque harbors of Old Saybrook and Essex, with their charming New England architecture and cozy waterfront restaurants.
Finally, explore the lively city of New Haven, home to Yale University. Revel in its vibrant arts scene and beautiful shoreline.
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 wishing to relax in luxury while enjoying the beauty.
Please call us today at 1 (321) 777-1707 or describe Your Vacation Vision to help you plan your fully-crewed private luxury yachting vacation!
Inquire as soon as possible about your custom, crewed yacht charter.
