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Popular Events

Our corporate charter offerings are presently on hold due to state guidelines around social distancing and gatherings, but we could offer sailing with fewer people onboard. Upper Deck rentals are likely to be unavailable for 2021. Please reach out if you are interested in hosting an event and we can put together a tentative proposal for you. 

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 forty years of experience on boats ranging from twenty-four to forty feet, Boston Sailing Center is well equipped to satisfy your company’s needs.

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. 

Around the Islands 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. The boats then jockey for position for the start between the signal boat and the starting mark. Once the starting horn sounds, the fleet heads out around one of the Harbor Islands. If the conditions permit, the instructors will coach the crew on setting the spinnaker for the run back to the finish.

Do you have a more advanced group of sailors who would like a more intensive racing experience? We also offer Buoy Racing, which requires more boat handling by the crews. Contact the office for more information

Group Size

Group sizes for 2021 TBD based on guidance for group events from the city/state.


Availability for 2021 TBD based on guidance for group events from the city/state.The Boston Sailing Center is available Monday - Friday from 10am to 5pm for corporate or private charters. Single boat charters can be accommodated in the evening for a sunset sail.


Pricing for 2021 TBD based on guidance for group events from the city/state. There is a 2-hour minimum for single boat charters and a 3-hour minimum for multiple boat charters. Call or email us for updates at This email address is being protected from spambots. You need JavaScript enabled to view it., or submit a quote request below. 

Upper Deck Rental

The top deck of our permanently docked riverboatThe Merrimack Queen, features beautiful views of Boston Harbor. Spend the day on the water and come back for a post race award ceremony and BBQ. If you just need the space to host your private or corporate party then we have the perfect space for you!