St. Michaels Festivals & Special Events
Upcoming St. Michaels Events
August 10th – Watermen’s Appreciation Day – Hosted by the Chesapeake Bay Maritime Museum in partnership with the Talbot Watermen Association. Festivities include a workboat docking competition, live music, a locally harvested crab feast, with plenty of additional options to eat and drink. St. Michaels, Maryland.
August 30, 2025 – Chesapeake Bay Maritime Museum Annual Charity Boat Auction – Bid on donated vessels of all shapes and sizes. Proceeds support the Chesapeake Bay Maritime Museum. St. Michaels, Maryland.
October 3 – 5, 2025 – Mid-Atlantic Small Craft Festival – Annual celebration of small boats, featuring sailing skiffs, rowing shells, kayaks, canoes, paddle boats, prams, and more. Held at the Chesapeake Bay Maritime Museum. St. Michaels, Maryland.
October 25, 2025 – Chesapeake Bay Maritime Museum OysterFest – This popular annual festival features oysters served a variety of ways, along with other local fare, craft beer, and spirits, plus fun for the whole family with live music, an oyster stew competition, a full schedule of demonstrations and presentations, children’s activities, and more. St. Michaels, Maryland.