Corporate Charters

Are you looking for an exciting alternative to golf or sightseeing for your group? Experience the beauty and excitement of Boston Harbor in a way few people can.

Whether you seek a relaxing seaside outing or a serious team building experience, Boston Sailing Center can customize the perfect sailing event for your organization. With over forty years of experience on boats ranging from twenty-four to forty feet, Boston Sailing Center is well equipped to satisfy your needs. 

Our staff is experienced in working with adults of all sailing abilities and teaches several hundred students each year. Most of our instructors are life-long sailors and many have competed in world class fleets and/or made trans-oceanic passages. 

Our fleet of 75+ boats range in size from 23 to 40 feet and are excellent for racing and cruising. In planning your event we will detail various options and recommend the best format and selection of boats to fit your group size and goals.

Harbor Cruise

This relaxing, skippered outing provides a unique view of Boston Harbor and the surrounding islands for you and your guests. Your team members can try their hand at trimming the sails and taking the helm or they can just relax and enjoy the view. This event works on any of our boats and is a great way to unwind and enjoy the best view of Boston Harbor.

Island Race

Regattas offer a friendly element of competition to both new and experienced sailors. This format starts with a briefing on safety and basic sailing held on our upper deck overlooking the harbor. The group then divides into teams and heads to the boats for a practice session with their onboard coach. As the starting time approaches, the boats jockey for position between the signal boat and the starting mark. Once the horn sounds, the fleet heads out around one of the Harbor Islands before finishing the race near the inner harbor.

Group Size

We can accommodate up to 32 guests for either the Harbor Cruise or the Island Race. Teams are broken up into groups of 4-6 depending on the type of boat we are using. 

Groups of 12 or less:

For groups of 12 or less (i.e. three boats or less), rates are per boat, per hour as listed on our Boston Charters page. If you wish to do an Island Race, there is an additional fee of $190 per hour for the Race Committee boat to run the races. A Harbor Cruise does not require Race Committee. 

Groups of 13 to 32:

For groups of 13 or more (i.e. four to eight boats), rates are per person for either the Harbor Cruise or the Island Race. Please submit an Event Quote Request and our team will be in touch.


The Boston Sailing Center is available Monday – Friday from 9am to 5pm for corporate or private charters. Single boat charters can also be accommodated in the evening for a sunset sail on a limited basis. Events requiring six or more boats are restricted to Mondays and Tuesdays. 


For a personalized quote, call or email us at, or submit a quote request below. 



Our team is here to help! Please reach out by phone or email and an office manager will be happy to assist you.