TOP 30 Best Coastal sailing excursions in Massachusetts

Sunset Sail Salem is a premier travel agency located in the historic city of Salem, Massachusetts. Our agency is dedicated to providing unforgettable experiences on the water, offering scenic sunset sails along the picturesque coast of Salem. Our expert crew ensures a safe and enjoyable journey as you relax and take in the stunning views of the sunset over the Atlantic Ocean. Whether you're looking for a romantic evening out or a fun adventure with friends and family, Sunset Sail Salem is the perfect choice for your next nautical excursion. Book your sail today and create lasting memories on the water.

Frayed Knot Sailing Charters is a premier travel agency located at 15 Ashland Avenue in the picturesque coastal town of Manchester-by-the-Sea, Massachusetts. Specializing in unforgettable sailing experiences, our charter services offer unique and personalized excursions on the open waters of the Atlantic Ocean. Whether you're looking for a relaxing sunset cruise or an adventurous day trip, Frayed Knot Sailing Charters has something for everyone. Our experienced crew and luxurious vessels ensure a safe and enjoyable journey for all our guests. Come sail away with us and create memories that will last a lifetime.

Captain Curley's Sailing Charters is a premier travel agency located at 255 Commercial Street in Wellfleet, Massachusetts. Specializing in sailing adventures, they offer a variety of charter options for those looking to explore the beautiful waters of Cape Cod. Whether you're a seasoned sailor or a complete novice, Captain Curley's experienced crew will ensure you have a safe and unforgettable experience on the water. From sunset cruises to day trips to nearby islands, there's something for everyone at Captain Curley's Sailing Charters. Come aboard and set sail on your next adventure!

Classic Sail Boston is a premier travel agency located in the heart of Boston, Massachusetts. Specializing in classic sailboat tours and experiences, our knowledgeable staff are dedicated to providing an unforgettable and authentic maritime adventure. Whether you're looking to explore the historic Boston Harbor or cruise along the picturesque New England coastline, Classic Sail Boston offers a variety of tailored sailing experiences to suit every preference. Come aboard and immerse yourself in the beauty and tranquility of the open sea with Classic Sail Boston.

Come Sail Away Now is a premier travel agency located in the heart of Boston, Massachusetts. Specializing in luxury sailboat vacations, our experienced team of travel experts will help you plan the perfect sailing adventure. Whether you're looking to explore the picturesque New England coast or set sail to exotic destinations around the world, Come Sail Away Now has you covered. Let us take the stress out of vacation planning and help you create memories that will last a lifetime. Visit us at 1 8th Street in Boston and start planning your dream sailing vacation today.

Sail Cape Cod Provincetown is a travel agency located at 9 MacMillan Pier in the picturesque town of Provincetown, Massachusetts. Specializing in sailing excursions and tours, this institution offers visitors the opportunity to explore the stunning waters of Cape Cod in a unique and unforgettable way. Whether you're looking for a relaxing sunset cruise or an adventurous sailing trip, Sail Cape Cod Provincetown has something for everyone. Join them for an experience you won't soon forget.

Mad Max Sailing Adventures offers thrilling and unforgettable experiences on the water in Edgartown, Massachusetts. Our expert crew will take you on a high-speed sailing adventure, where you can feel the wind in your hair and the salt spray on your skin. Whether you're a seasoned sailor or a first-timer, our trips are perfect for anyone looking for a unique and exciting way to explore the beautiful waters of Martha's Vineyard. Join us at 25 Dock Street for an unforgettable sailing experience with Mad Max Sailing Adventures.

Nauti Girl Excursions is a premier tourist attraction and travel agency located at 50 Dock Street in picturesque Edgartown, Massachusetts. Specializing in unique and unforgettable maritime adventures, Nauti Girl Excursions offers a variety of excursions for those looking to explore the beauty of the waters surrounding Martha's Vineyard. Whether you're interested in a relaxing sunset cruise, a thrilling fishing expedition, or a private charter for a special occasion, Nauti Girl Excursions has something for everyone. Come experience the magic of the sea with Nauti Girl Excursions and create memories that will last a lifetime.

Sail Anejo is a premier travel agency located in Gloucester, Massachusetts, United States. Specializing in sailing adventures, they offer a wide range of services including private charters, sailing lessons, and guided tours of the beautiful coastal waters of New England. With a team of experienced captains and crew members, Sail Anejo ensures a safe and unforgettable experience for all their customers. Whether you are looking for a relaxing day on the water or an exciting sailing excursion, Sail Anejo is your go-to destination for all things nautical. Book your next sailing adventure with Sail Anejo and set sail for an unforgettable experience on the open sea.

Halcyon Days Sailing Charters is a premier travel agency located in Gloucester, Massachusetts, United States. Specializing in unforgettable sailing experiences, Halcyon Days offers a variety of charter options for individuals and groups looking to explore the scenic waters of the New England coast. With expert captains and top-of-the-line vessels, guests can relax and enjoy a luxurious and personalized sailing adventure. Whether you're a seasoned sailor or a first-time explorer, Halcyon Days Sailing Charters promises an unforgettable journey on the open sea.

Boston Sail Tours offers unforgettable sailing charters in the beautiful Boston Harbor. Our experienced captains will take you on a journey through the historic waters of Boston, showcasing iconic landmarks such as the USS Constitution and the Boston Tea Party Ships. Whether you are looking for a romantic sunset cruise or a fun-filled day out on the water with friends and family, Boston Sail Tours has the perfect charter for you. Come aboard our luxury sailing vessels and experience the thrill of sailing in one of America's most historic and picturesque harbors. Book your charter today at our location on 28 Constitution Road, Boston, Massachusetts, United States.

Defiance Sail Charters is a premier travel agency located at 211 East Main Street in Gloucester, Massachusetts, United States. Specializing in unforgettable sailing experiences, we offer a variety of charter options for those looking to explore the beautiful waters of the New England coast. Our experienced captains and crew are dedicated to providing exceptional service and ensuring a safe and enjoyable journey for all guests. Whether you're looking for a romantic sunset cruise, a family adventure, or a corporate outing, Defiance Sail Charters has the perfect sailing excursion for you. Book your next nautical adventure with us and set sail for memories that will last a lifetime.

Witch of Endor Sailing Charters is a premier travel agency located at 99 Water Street in Tisbury, Massachusetts. We offer unforgettable sailing experiences along the beautiful coastline of Martha's Vineyard. Our expert crew and luxurious vessels ensure a safe and enjoyable journey as you explore the scenic waters of New England. Whether you're looking for a romantic sunset cruise or a thrilling adventure on the open sea, Witch of Endor Sailing Charters has the perfect excursion for you. Book your sailing adventure today and let us help you create memories that will last a lifetime.

Sail Ena is a renowned travel agency located at 350 Lake Street in Tisbury, Massachusetts, United States. Specializing in sailing adventures, Sail Ena offers a variety of exciting and unforgettable experiences for those looking to explore the open seas. Whether you're a seasoned sailor or a novice looking to try something new, Sail Ena has something for everyone. With expert guides and top-of-the-line equipment, you can trust that your sailing experience with Sail Ena will be safe, enjoyable, and truly memorable. Book your next sailing adventure with Sail Ena and set sail for an unforgettable journey on the waters of Massachusetts.

Sail The Vineyard is a unique travel agency located at 13 Marine Avenue in Wareham, Massachusetts. Led by an adventurous and accomplished female captain, our all-female crew offers sailing excursions in Martha's Vineyard and The Caribbean. Our captain is a US Coast Guard Master Mariner and a Certified instructor by the American Sailing Association, specializing in mentoring female sailors. Embark on a thrilling adventure aboard our classic sloop-rigged sailboat and explore the beauty and history of Martha's Vineyard by sea. Enjoy the picturesque coastline with lighthouses, historic homes, and beautiful beaches. Feel the wind in your hair, embrace your inner mermaid, and learn the art and science of sailing with us.

Plan Sea Adventure Charters, located at 53 Dock Street in Edgartown, Massachusetts, is the premier boat tour and rental company in Martha’s Vineyard and Cape Cod. Offering a variety of private cruise packages for groups of up to 18 passengers, our boat tours are perfect for family outings, bachelorette parties, team building events, and more. Our experienced Captains, with U.S. Coast Guard Masters Licenses, ensure a safe and enjoyable experience as you cruise along the beautiful shoreline of Woods Hole and Oak Bluffs. With indoor and outdoor heated seating, a bathroom, and a wet bar on board, our classic New England motor vessels provide a luxurious and comfortable ride for all guests.

Cape Ann Cruises is a reputable travel agency located at 63 Rogers Street in Gloucester, Massachusetts. They specialize in offering a variety of exciting cruise experiences along the beautiful Cape Ann coastline. Whether you're looking for a relaxing harbor cruise, a whale watching excursion, or a sunset cruise, Cape Ann Cruises has something for everyone. Their knowledgeable staff is dedicated to providing top-notch customer service and ensuring that every guest has a memorable and enjoyable experience on the water. Visit Cape Ann Cruises for an unforgettable adventure on the scenic waters of Massachusetts.

Located at 10 MacMillan Pier in Provincetown, Massachusetts, the Schooner Hindu and the Cutter Bloodhound travel agency offers unique and exciting sailing experiences. Step aboard these historic vessels and set sail on the waters of Cape Cod Bay for a memorable adventure. Whether you're looking for a relaxing cruise or a thrilling racing experience, the Schooner Hindu and the Cutter Bloodhound have something for everyone. Book your voyage today and discover the beauty of the Massachusetts coastline from a whole new perspective.

Local Tide Charters is a premier fishing and boating charter service located at 61 Crocker Drive in Edgartown, Massachusetts. Our experienced captains and crew are dedicated to providing unforgettable experiences on the water, whether you're looking to reel in a big catch or simply enjoy a relaxing cruise along the beautiful coastline. With a variety of charter options available, including deep sea fishing trips, sunset cruises, and private charters, Local Tide Charters is the perfect choice for both seasoned anglers and beginners alike. Join us for an adventure on the local tides and create memories that will last a lifetime.

The Schooner Thomas E. Lannon is a renowned travel agency located at 63 Rogers Street in the picturesque coastal town of Gloucester, Massachusetts. Specializing in unforgettable sailing experiences, the agency offers a variety of excursions aboard the historic Schooner Thomas E. Lannon, a beautifully restored 65-foot wooden vessel. Guests can enjoy breathtaking views of the Atlantic Ocean, learn about the rich maritime history of the area, and even participate in sailing the ship themselves. Whether you're looking for a romantic sunset cruise or a family-friendly adventure on the water, the Schooner Thomas E. Lannon promises a memorable and unique experience for all who come aboard.

Onset Bay Center, located at 186 Onset Avenue in Wareham, Massachusetts, is a hub for environmental education and outdoor activities provided by the Buzzards Bay Coalition. The institution was recently honored with the 2021 Coastal Stewardship Award by the Coastal and Estuarine Research Federation for its extensive efforts in protecting and preserving Buzzards Bay. A documentary highlighting the impact of nitrogen pollution on the Westport River and Buzzards Bay sheds light on the environmental challenges faced by the region. With Buzzards Bay being renowned as one of the top sailing destinations in North America, the Onset Bay Center offers high-quality on-the-water programs for individuals of all ages to connect with the natural wonders of the area through activities like sailing, paddling, rowing, and shellfishing.

Yankee Clipper Harbor Tours is a premier tour company located in Newburyport, Massachusetts. Our 45-passenger boat, the Yankee Clipper, operates from the Newburyport Town Dock on the Merrimack River, while our new 30-passenger catamaran style boat, the Rachel Carson, operates from the Haverhill Municipal Dock. Please note that the Newburyport waterfront is undergoing construction, but alternative parking options are available. Additionally, during the month of August, we are offering 2-for-1 tickets on the Haverhill boat.

Liberte, The Schooner is a renowned travel agency located at 227 Clinton Avenue in Falmouth, Massachusetts, United States. Specializing in sailing adventures aboard their beautiful schooner, Liberte offers unique and unforgettable experiences on the open sea. With a team of experienced and knowledgeable staff, guests can expect top-notch service and expert guidance as they embark on a journey of a lifetime. Whether you're looking to explore the stunning coastlines of New England or simply relax and unwind on the water, Liberte, The Schooner is the perfect choice for your next nautical adventure.

Cape Ann Whale Watch is a premier tourist attraction and travel agency located at 415 Main Street in Gloucester, Massachusetts, United States. Embark on a thrilling adventure with experienced guides as you set sail to witness majestic whales in their natural habitat. Enjoy breathtaking views of the Atlantic Ocean while learning about these incredible creatures. Don't miss the opportunity to create unforgettable memories with Cape Ann Whale Watch.

Schooner Adventure is a historic maritime institution located at 23 Harbor Loop in Gloucester, Massachusetts, United States. The organization is dedicated to preserving and celebrating the rich seafaring history of Gloucester through the restoration and operation of the iconic Schooner Adventure. Visitors can experience the thrill of sailing on this majestic vessel, which once served as a fishing and cargo ship in the early 20th century. The institution also offers educational programs, events, and exhibits that showcase the importance of maritime heritage in the local community. Join Schooner Adventure for a unique and unforgettable journey through time on the open seas.

The Cottages at Nantucket Boat Basin is a charming lodging option located at 24 Old South Wharf in Nantucket, Massachusetts. This unique institution offers cozy cottages with stunning views of the marina, perfect for a relaxing getaway. As a real estate agency, they also offer opportunities to invest in waterfront properties in this picturesque location. Additionally, as a travel agency, they can help plan your dream vacation to Nantucket, ensuring a memorable experience. Whether you're looking for a weekend retreat or a long-term investment, The Cottages at Nantucket Boat Basin has everything you need for a perfect stay in this beautiful coastal town.

Cape Ann Harbor Tours is a popular tourist attraction and travel agency located at 66 Harbor Loop in Gloucester, Massachusetts, United States. Offering a variety of scenic boat tours and excursions, visitors can experience the beauty of Cape Ann's historic harbor and coastline. From narrated sightseeing tours to private charters, Cape Ann Harbor Tours provides a unique opportunity to explore the area's rich maritime history and stunning natural landscapes. Whether you're a local looking for a fun day out on the water or a visitor wanting to discover the charm of Gloucester, a trip with Cape Ann Harbor Tours is sure to be a memorable experience.

Massachusetts Bay Lines is a popular tourist attraction and travel agency located at 60 Rowes Wharf in Boston, Massachusetts. Offering a variety of scenic cruises and tours on the beautiful waters of Massachusetts Bay, this institution provides visitors with a unique and unforgettable way to experience the city's stunning skyline and historic landmarks from the water. Whether you're looking for a relaxing sightseeing cruise, a romantic sunset sail, or a fun harbor tour, Massachusetts Bay Lines has something for everyone. With knowledgeable guides, comfortable vessels, and breathtaking views, this institution is a must-visit destination for anyone looking to explore Boston by sea.

The Cape Cod Maritime Museum, located at 135 South Street in Barnstable, Massachusetts, is a captivating institution that showcases the rich maritime history of Cape Cod. As a combination of an art gallery, museum, and tourist attraction, visitors can explore a variety of exhibits and displays that highlight the region's seafaring past. From intricate ship models to fascinating artifacts, the museum offers a unique and educational experience for visitors of all ages. Whether you're a history buff or simply looking to learn more about Cape Cod's maritime heritage, a visit to the Cape Cod Maritime Museum is sure to be a memorable one.

Compass Rose Yacht Charters is a premier yacht charter company located at 346 Merrimac Street in Newburyport, Massachusetts. As both a school and a travel agency, Compass Rose offers a unique opportunity for individuals to learn about sailing while exploring the beautiful waters of the United States. With a fleet of luxurious yachts and experienced instructors, Compass Rose provides an unforgettable experience for those looking to embark on a sailing adventure. Whether you are a beginner or an experienced sailor, Compass Rose Yacht Charters has something to offer for everyone.