Open up a new world of excitement and adventure as you cruise past the 50+ tall sailing ships participating in the Sail Boston 250 event!
Join us on one of our 35'+ sailboats for a 3-hour harbor tour allowing for incredible views of the 50+ tall ships that will be docked around Boston. Take the helm, set the sails and get a window into the incredible world of sailing.
More info
Boston’s history stretches beyond the land to the sea. Boston has a wealth of maritime history—both past and present. Bostonians welcome crews and cadets from all over the world to their harbor on a continual basis as part of the Visiting Ship Program and are gearing up to greet the return of the tall ship fleet for Sail Boston® 2026 Presented by Meet Boston!
Known as America’s Walking City, Boston is home to many historic sites that date back to the American Revolution. Visitors to Boston are encouraged to stroll the Freedom Trail, a 2.5-mile red brick walking trail that passes sixteen nationally significant historic sites. The Freedom Trail begins at Boston Common and ends at Bunker Hill, near the Charlestown Navy Yard and the home of the USS Constitution, the oldest commissioned ship afloat in the world.
The year 2026 marks the 250th anniversary of our nation’s founding in 1776—the United States of America’s Semiquincentennial. For this milestone occasion, a fleet of the world’s most magnificent international tall ships and military ships, in an epic peacetime gathering, will sail into the port of Boston as part of Sail250®.
Sail Boston® will entertain its younger audience with educational programs focusing on US and international maritime history. Cadets and crewmembers will be available to educate children of all ages of their personal experiences at sea, home countries, and more.
What's included
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Private 35'+ sailboat
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USCG Licensed Captain
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Space for up to 6 guests
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Refrigerator/Cooler for drinks and snacks (Food and drink not included)
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Free Parking
Frequently Asked Questions
Can I bring alcoholic beverages onboard?
Guests are welcome to bring snacks and alcoholic beverages if they wish. Please no beer bottles (cans only).
Will we be sailing the whole time?
There are special vessel traffic restrictions on Boston Harbor throughout the duration of the Sail250 event. We will do our best to sail the whole time but may have to motor sail depending on weather conditions and traffic restrictions.
Can we take the helm and try out sailing the boat?
Absolutely! It's a perfect opportunity to dip your toes into the world of sailing as all of our captains are sailing instructors as well! Feel free to try out helming a cruising sailboat!
Is there a bathroom onboard?
Yes, all of our boats have functioning heads.
Where do I park?
We have free parking onsite. Your captain will direct you where to park and issue you a parking pass upon arrival.