Best Boat
Charters in

Why These Boat Charters?

Our goal is to connect people with the best local experts. We scored boat charters on more than 25 variables across five categories, and analysed the results to give you a hand-picked list of the best boat charters in Boston, MA.

ReviewedCuratedTop Picks16510516

Our Selection Criteria:

  • 1. Reputation

    A history of delighted customers and outstanding service.

  • 2. Credibility

    Building customer confidence with licensing, accreditations, and awards.

  • 3. Experience

    Masters of their craft, based on years of practical experience and education.

  • 4. Availability

    Consistently approachable and responsive, so customers never feel ignored.

  • 5. Professionalism

    Providing service with honesty, reliability, and respect.

A C Cruise Line

A C Cruise Line has chartered private cruises in Boston Harbor and Massachusetts Bay for over 29 sailing seasons. The charter boats host special events, company functions, group tours, weddings, and more. Many catering options are also available to add to any event.

Boston, MA(617) 261-6633


All Hands Sailing Charters

All Hands Sailing Charters serves the greater Boston area with private charter cruises out of Charleston. Captain Bob Damiano has a U.S. Coast Guard Masters license, and Captain Linda Perry Riera has a U.S. Coast Guard Operator’s license. Both have certifications by the American Sailing Association. The captains conduct a 2014 40-foot Tartan 4000 sloop that can carry up to six passengers.

Charlestown, MA(617) 230-8753


Classic Sail Boston

Classic Sail Boston specializes in private sailing charters throughout Boston Harbor and the Outer Harbor Islands. Captain David Pruett commands the Nanatasis, a wooden 1941 Gaff-Rigged Pilot Cutter. Classic Sail Boston hosts from one to six passengers for two-hour, four-hour, and eight-hour charters. Guests may bring their own picnic or request catering from local restaurants.

Boston, MA(844) 724-5267


Classic Yacht Charters

Classic Yacht Charters books events and excursions throughout Boston Harbor on several vessels, yachts, and cruising ships. The types of events available include weddings, memorials, sightseeing tours, graduations, Great Gatsby themed parties, and holiday celebrations. Some past and present clients have been Bank of America, Boston Concierge, Ritz Carlton, and Women’s City Club of Boston.

Boston, MA(617) 622-3421


Constitution Yacht Charters

Constitution Yacht Charters is a boat charter brokerage based in Boston Harbor that helps clients plan any type of event or excursion. With over 50 years of experience, the charter specialists find the right vessel at the best price for corporate events, weddings, fishing trips, or destination cruises.

Boston, MA(617) 241-9640


Cruise Boston Yacht Charters

Cruise Boston Yacht Charters books custom private events on a 1920s-style yacht in Boston Harbor. The yacht, named Valiant, is 97-feet-long and features a covered canopy deck, extended bow, traditional salon, full-service bar, and catering. Cruise Boston Yacht Charters can accommodate up to 115 guests for day or evening events. Overnight or weekly charters offer rooms for up to 10 guests.

Cambridge, MA(617) 621-3001


Duchess of Boston Sailing Charters

Duchess of Boston Sailing Charters books a variety of events and charter cruises on The Duchess sailboat. Captain Chris is licensed by the U.S. Coast Guard and has over 20 years of sailing experience. Past customers highly recommend Duchess of Boston Sailing Charters for a memorable experience and knowledgeable tour of the Boston area.

Boston, MA(781) 591-9783


Frayed Knot Sailing Charters

Frayed Knot Sailing Charters offers both charter cruises and sailing lessons in the harbor of Manchester-by-the-Sea. The Frayed Knot is a 50-foot fiberglass boat that accommodates six overnight passengers. The charter boat hosts many events, such as reunions, corporate and client parties, engagements, weddings, bachelor/bachelorette parties, birthdays, and anniversaries.

Manchester, MA(508) 572-8364


Good Times Charters

Good Times Charters specializes in fishing trips for flounder, striped bass, and bluefish throughout Boston Harbor. Licensed by the U.S. Coast Guard, Captain Lou Abate has over 30 years of fishing experience. The 26-foot Good Times boat was refurbished from bow to stern in 2016 and can accommodate six passengers.

Quincy, MA(617) 435-4126


Karma Crew Yacht Charters

Karma Crew Yacht Charters offers cruises for up to 48 guests in the greater Boston area. Services include a variety of menu and bar options, several boarding locations, and set-up for various music choices (from mp3 playlists to DJ or live bands). Karma Crew books its 1948 65-foot Full Moon motor yacht for private events, photo shoots, engagements, and sunset cruises.

Boston, MA(617) 686-6964


Marty’s Cove

Marty’s Cove offers private sailing charters and lessons in Boston Harbor on a 40-foot Bristol sloop. The yacht, Yankee Girl, features a Bose stereo, VHF transceiver, Raytheon depth gauge and fish finder, and fishing rod and tackle. Captain Martin Aronson is a U.S. Coast Guard licensed captain with over 25 years of sailing experience. Charters include sunset, two-hour, three-hour, half-day, full-day, destination, and longer trips.

Hull, MA(781) 925-9728


Night Riders Charters

Night Riders Charters hosts all types of day and evening events on yachts in Boston Harbor. The company has two yachts available to charter: Night Rider, a 55-foot luxury sport sedan, or Timeless, a 64-foot elegant motor yacht. Captain Don Miele received his captain’s license over 30 years ago. His boating experience includes traveling with his wife and First Mate, Ann Marie, to Maine, South Florida, and the Gulf of Mexico.

Boston, MA(617) 337-7955


Sail Marblehead Inc.

Sail Marblehead Inc. specializes in sailing, boat building, and environmental awareness education based in the greater Boston area. The company offers classes, lessons, and captained sailboat charters. The fleet includes boats from 20 to 40 feet long. Charters can be booked for groups of up to six people and half-day, full-day, or five-day cruises.

Marblehead, MA(781) 631-6526


Sail On Patriot

Sail On Patriot is a yacht charter company based in Marblehead Harbor and traveling to destinations around the greater Boston area. The Patriot is a 1977 40-foot Gulfstar sailing yacht with room for up to six passengers. Customers can charter Patriot for trips to Boston, Gloucester, Beverly Farms, Manchester-by-the-Sea, and sunset cruises. Captain Marc Knittle has a United States Coast Guard, 50 Ton, Master’s Captain’s license. He is also certified in CPR, AED, and First Aid.

Marblehead, MA(978) 239-1197


Smooth Sailing Yacht Charters

Smooth Sailing Yacht Charters hosts corporate, social, and private events in Boston Harbor. The company’s licensed and experienced captains command a fleet of both motor and sailing yachts. Past customers praise Smooth Sailing Yacht Charters for exceeding expectations and successfully creating memorable events.

Boston, MA(617) 720-0029


Swift Yacht Charters

Swift Yacht Charters is a sailing charter company based in the greater Boston area and operating worldwide. Since 1987, the president and owner Hope Swift has represented a wide selection of bareboat fleets, luxury crewed yachts, and villas. Swift Yacht Charters is a member of the Charter Yacht Brokers Association.

Sherborn, MA(508) 647-1554


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