Next Meetup

Log Canoe Races in St. Michaels
ADVENTURE IDEA: Head to St. Michaels to watch the Chesapeake Bay sailing log canoe races along the Miles River. 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. You can anchor along the course to watch or if you drive you can catch a ride on the maritime museum's Winnie Estelle. 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 $28 for CBMM members, or $35 for non-members, with boarding limited and advanced registration needed at For racing info: For CBMM info:

Chesapeake Bay Maritime Museum

213 North Talbot Street · St. Michaels, MD

    Past Meetups (277)

    What we're about

    Chesapeake sailboat skippers and crew connecting for day sails, overnight cruises, and social events to broaden our sailing experience and knowledge, share sailing tales and expand our sailing social circle. Social events help establish rapport and include informal happy hours and educational opportunities.

    You don't have to know how to sail, just be willing to learn. Boat owners often welcome guests aboard to help pull ropes, turn cranks, or pass out refreshments. That is what "crewing" is all about. Skippers need useful crew and the more you crew, the more you learn.

    Now about that knowing-how-to-sail part, here's a few more thoughts...

    There is a saying: "There is no substitute for a formal education". There is another saying: "There is no substitute for experience". Both sayings are true! If you don't have much sailing experience, it is recommended that you sign up for a beginner's 2-day (weekend) or 3-day course at one of the many competent local sailing schools in our area where many of us started long ago, or perhaps take a course while on a tropical vacation. The courses are challenging and fun. In the meantime, take some free or minimal cost online courses through the Boat US Foundation ( so that you can learn about boating safety and the parts of a sailboat, particularly the rigging lines that control the sails. That way, you can make yourself more useful aboard. Otherwise, you can start from scratch and learn aboard, but that is a slow process with inconsistent opportunities and results.

    To join this group, a recognizable face photo without sunglasses is required. The group profile photo is accessed via the "My profile" menu "View profile" selection under the meetup group banner at the top of the page. Photos with multiple people tend to be ambiguous and are not helpful - after all, you want to know who you are looking for before the boat leaves the dock or when you walk into a bar filled with strangers!

    We prefer that skippers and members post their own sailing and social events. However, to do so, Meetup requires you to be added as an Event Organizer. It's easy to be added, just message Bev Wright to be added as an Event Organizer. Skippers who post sailing cruises will select crew from RSVPs, then work out details with the crew.

    Sailing the Chesapeake Bay is challenging, rewarding, and fun, so let’s go have some fun!

    Members (371)

    Photos (1,378)

    Find us also at