Ways You Can Explore the Water
You can get out on the water with our range of lessons and passes. We offer sailing and kayaking, harbor tours and experiences for corporate teams. All options are designed to be welcoming, flexible and accessible so we can share the harbor with you.
Passholder Reservations
If you already have a valid sailing pass you can book boats on our reservations page. Boats can be booked for a minimum of one hour, with the option to add additional time if available.
Classes and Experiences
We offer a variety of sailing classes and experiences, giving you the chance to enjoy everything from scenic harbour cruises to structured sailing lessons.
Learn to Sail
Learn the fundamentals of sailing including terminology, boat preparation, safety precautions, wind and weather, rigging, knots, boat handling, sail trim, emergency procedures, and basic navigation.
Find out moreHarbor Cruise
Join one of our seasoned skippers on a 90 minute cruise around the Boston Harbor in a 23-foot Sonar sailboat. You will have the best view of the Boston skyline, as well as views of some of Boston’s historical landmarks.
Book a cruiseGroup and Corporate Sailing
We provide group and corporate sailing opportunities to companies, foundations, other nonprofit organizations, really anyone who wants to give sailing a try!
Book group sailingPasses
Sailing passes are available to sailors who have completed our Learn-to-Sail program. Experienced sailors may also complete a ‘check out’ test to bypass the Learn-to-Sail program.
Sailing Pass
The 2026 Sailing Pass at Piers Park Sailing Center is your all-season invitation to step aboard our 23′ Sonar fleet and make Boston Harbor your playground.
Get a sailing passKayak Pass
Unlimited kayak access for the 2026 season. Perfect for those who want to explore Boston Harbor at their own pace. Includes all kayaking equipment and safety gear
Buy a Kayak PassMonthly Sailing Pass
Sailing passes are available to those who successfully complete our Learn to Sail program. Experienced sailors may also complete a ‘check out’ test to bypass the Learn to Sail program.
Monthly Sailing Pass detailsWhat Our Sailors Say
Hear from our community about their sailing experience
Excellent experience: friendly and knowledgeable staff, beautiful and convenient location. A perfect fun way to spend the day out on the water with friends on Boston Harbor.
Great sailing center, boats are clean and well maintained and a trip around the harbor gives great views of all of Boston
I feel so lucky to have found this place. The instructors made sailing feel like an incredible adventure. I was a complete beginner, and now I'm building my skills and confidence with every visit. My kids love it too - it's become our weekend family basis.
Passionate, experienced instructors and knowledgeable staff. Beautiful and convenient location. A perfect day out to discover early Boston from the harbor.
How thrilling to have a nice sail and see interesting landmarks around the harbor giving great views of all of Boston
Frequently Asked Questions
Common questions about classes and passes
No experience is necessary. Our instructors teach from the beginning and work at your pace. We welcome sailors of all levels.
Wear clothes you don’t mind getting wet and bring a towel. We provide life jackets and all sailing equipment. Sunscreen and water are
recommended.
Your safety is our priority. All participants wear Coast Guard-approved life jackets. Our instructors are trained in water safety and rescue
procedures.
We monitor conditions closely and reschedule sessions if necessary. Your safety comes first, always. We’ll contact you with any changes.
Anyone! We welcome sailors from five years old and up. We have adaptive sailboats and pride ourselves on offering inclusive sailing for sailors of
all abilities.
Still have questions?
If you have any questions, big or small, contact our team and someone will get back to you as soon as possible
Contact Us
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Your donation makes it possible for us to offer affordable
sailing opportunities to our community.
