Classic Harbor Line Boston

At Classic Harbor Line, we are dedicated to providing the most impeccably luxurious and hospitable sailing experience in Boston. Our guests can look forward to the privilege of being escorted on a breathtaking excursion aboard the most elegant sailing vessel in Boston Harbor, the schooner Adirondack III or a relaxing cruise aboard the motor vessel Northern Lights If you are a first time visitor or a seasoned local, an excursion aboard one of Classic Harbor Line’s yachts will provide you with a new perspective on the city of Boston. While aboard our stylish boats, you will be treated to views of the spectacular Boston skyline, historical sites, harbor islands, and perhaps a glimpse of some of our elusive wildlife, such as: the harbor seal. So, come on out and experience the best sightseeing adventure in Boston! And please, kick up your feet because we’ll do all the heavy lifting (and drink pouring)!

Charles River Canoe & Kayak : Allston Brighton

Rent a Canoe, Paddleboard and Kayak in Boston and enjoy one of the most scenic sections of urban river in the country. Boating on the Charles River from our Boston location in Allston/Brighton is a wonderful respite from the surrounding city, with parkland on both shores and rowers plying the waters. Paddle downstream towards Boston to see local colleges (Harvard, M.I.T., and B.U.) the Esplanade, and Boston skyline. Make sure to stop for a picnic

Boston Harbor Boat Rentals

To truly see Boston, you have to see it from the Harbor. Your guests will appreciate and thank you for the opportunity to see the many sights and rich history of Boston Harbor aboard “Indiscretion” an Uncompromising 42’ Post Marine Sportfish Yacht. Chart your course before you get the marina. View the interactive maps,see aerial marine photos and plan your day.Bring a camera because you will want to cherish these memories. But your will want to keep coming back. 75% of our guests become repeat customers or were referred by a previous guest. We've maintained this standard since 1998, and this is the single best testimony to the quality value and personal attention we lavish on our guests. Don't forget to view us on Tripadvisor!

Boston Sailing Center

Our facilities are unique - a Louisiana Riverboat berthed at Lewis Wharf on Boston Harbor. Just a short walk north of Faneuil Hall Marketplace, our floating classroom and clubhouse is an excellent venue for parties and other functions. We're also close to a wide variety of historical sites, restaurants and nighttime entertainment spots. Public parking is available nearby. From the Riverboat, we enjoy unrestricted sailing along Boston's historic waterfront and beyond, including day sails among the beautiful Boston Harbor islands, overnight trips to Marblehead and longer sails to destinations like Provincetown, Martha's Vineyard and Newport.

Boston Belle Charters

Boston Belle Charters is one of Boston's oldest Boat Charter Service. You'll get spectacular views of the Boston skyline and Atlantic horizon as you sail through the historic Boston Harbor. We're happy to accommodate a full boat, or even an intimate tour of the Harbor for you and your lover, or other special occasions. You can customize your experience, right down to the food, music, decoration and drinks. We look forward to sailing with you! Whether you want to join one of our unique tours or book a private event for your team, our professional crew can handle every detail.

Paddle Boston - Stoneham

Nantasket Kayaks

It’s hard to describe a day with Nantasket Kayaks without making it sound like a paradise. The sunshine’s warm and the breeze is light. Between the sounds of the water and birds, everything feels at peace. There’s even time to explore or swim at World’s End if you’re feeling a little adventurous. There’s always something unique to experience around here. If it’s all new to you, don’t fret. Our owner, Scott, and the rest of our crew is happy to give some training with every rental.

Community Boating Inc

Located on the Charles River Esplanade between the Hatch Memorial Shell and the Longfellow Bridge, Community Boating is the oldest public sailing organization in the United States. We have inspired community sailing programs around the country, and the image of dinghies floating on the Charles has become a classic symbol of Boston. Still, our founding mission of offering affordable, accessible Sailing For All is starkly unchanged.Community Boating Inc. is a private, not-for-profit 501(c)3 corporation, offering programming for adults, youth, and individuals needing special assistance. In addition to our membership programs, Community Boating offers a variety of our watercraft for rental along with our facilities for business and corporate events.

Paddle Boston - Newton

Paddle Boston - Waltham