explore the Fleet

Our 75+ boat fleet features boats from 23 to 40 feet and span 5 distinct membership categories. Each boat is rigged for spinnaker and comes with all necessary equipment.

Daysail Boston Harbor and the Islands aboard our fleet of 25 Solings and 7 Sonars in historic Boston Harbor. 

Our fleet of J/24s and J/27s are perfect for daysailing, night sailing, and cruises of up to 3 days. Mid-range boats are kept at slips for easy boarding and provisioning. Each is equipped with outboard motor, VHF radio, and safety gear.

Enjoy Access To The Cruising 30 Fleet For Daysailing And For A Cruise Of Up To 7 Days.

Our cruising boats have standing headroom, full galley, barbecue, stereo CD player, GPS, enclosed head, berths for 6 adults, inboard diesel and roller furling headsails. Inflatable dinghies with outboards are available for all cruising boats.

The Cruising 35 fleet features large, comfortable cockpits, wheel steering, pressure water, and more cabin space than the 30s.

Enjoy the use of Cruising 35 fleet for daysailing, nightsails, and a cruise of up to 7 days.

In addition to large comfortable cockpits and wheel steering, our Cruising 40 fleet features bright spacious cabins with warm hardwoods, hot and cold pressure water, showers, refrigeration, propane stoves with oven, galley utensils and place settings for six.

These are seaworthy, performance cruising boats that can be taken offshore with confidence. Enjoy the use of Cruising 40 fleet for daysailing, nightsails, and a cruise of up to 7 days.


Hanse 375 Syrena

The Hanse 375 features twin wheels, which allows better visibility from the helm. The self tacking jib combined with excellent upwind performance means you can short tack the channel instead...

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Fleet of 10. J/24's are very popular to daysail among the harbor islands and overnights to further destinations like Plymouth and Salem.

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