Sailing Lessons and Private Charters in the heart of Casco Bay. Located at Handy Boat in Falmouth Maine just north of Portland. Casco Bay is so beautiful. Over 200 islands, some inhabited and some not. So tranquil and serene.

Your Time, Your Schedule, Your Adventure

Additional Info:

Online Ordering

Ordering online is now being done through Square, Inc. To see a list of all offerings, click the image.
Order Sailing Lessons, Charters Online


Contact me at (207) 615-6917 or email me at gosailing.cascobay@gmail.com if you have any questions regarding any of the programs. Customized cruises and lessons can also be arranged at any time.

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Discover the thrill of sailing this year.
Gift Certificates always available.

Capt. Lyman Stuart

Capt Lyman Stuart

Located at Handy Boat in Falmouth Maine six miles north of Portland, I can get you out on the waters of Casco Bay with either sailing lessons or private charter. There are no preset schedules as all of my offerings are on-demand which means you will most likely be the only student for lessons. If I am available when you want to go then that is when you can "Go Sailing". All offerings are conducted on a 30' Pearson sloop, the Marisa III or instruction can be performed on your own vessel. View the Flyer

PreOrder Online before April 15th using Promo Code: PRESEASON2016 (entered at time of checkout) and receive 10% off the event price. You will receive a Gift Certificate that does not expire.


Build the confidence to sail 22' to 30' sailboats through the Certificate courses. Also available are Private Lessons, Adult Refresher or Basic Navigation. Schedules are flexible and courses are affordable. See Sailing Lessons for more information.


Whether it is a Sunset Sail or a Day Sail, I can get you out on the waters of Casco Bay for a few hours without the structure of a classroom setting. Just relax and enjoy the ride. Listen to the wind in the sails and the rush of the water against the hull. The stress just melts away. Just schedule one of these wonderful ways to enjoy sailing. The adventure will last a lifetime. See Sailing Charter for more information.

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Maine Island Trail Visit Portland Certified Instructor