Watch Log Canoe Races Aboard Winnie Estelle


Join the Chesapeake Bay Maritime Museum aboard the 1920 buyboat Winnie Estelle this summer for an up-close and personal view of the Chesapeake Baysailing log canoe races on the Miles River.

The two-hour scenic cruises begin with the Miles River Yacht Club’s 4th of July Series on June 29 and 30, and continue on select dates through CBMM’s Bartlett Cup on September 15. Boarding is limited, with all cruises dependent on marine conditions.

These iconic Chesapeake Bay sailing log canoes only race along the Chester, Miles, Choptank, and Tred Avon rivers on Maryland’s Eastern Shore. With long masts and large sails, these boats keep upright as they accelerate to speeds of 10 knots or more, thanks to crew members climbing to the ends of 15-foot boards that hang off the side of the canoe.

These two-hour special cruises aboard Winnie Estelle offer scenic views and photo opportunities, along with commentary from CBMM’s docents and crew. The cost is $35 per person, with a 20% discount for CBMM members. Cruises fill early, with dates, departure times, and online registration at

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