Chesapeake Country Scenic Byway Events Plan your road trip on our Byways to visit during local special events and enjoy an authentic Maryland experience. Filter Results: February (116) March (469) April (338) May (342) June (280) July (234) August (236) September (202) October (241) November (118) December (63) January (1) Cities Cecilton (1) Chesapeake City (1) Chestertown (62) Church Creek (1) Crisfield (4) (-) Easton (6) (-) St. Michaels (862) Regions Eastern Shore (868) Types Civil War (3) Fairs & Festivals (1) Food & Drink (860) History & Heritage (1) Nature & Outdoor (863) Ongoing (860) Performing Arts (4) Visual Arts (1) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters June 6-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More June 6-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More June 6-November 15, 2026 Beer Tasting Cruises on Epiphany! St. Michaels Learn More June 6-November 15, 2026 Half-Day Private Sail on Epiphany! St. Michaels Learn More June 7-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More June 7-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More June 7-November 15, 2026 Beer Tasting Cruises on Epiphany! St. Michaels Learn More June 7-November 15, 2026 Half-Day Private Sail on Epiphany! St. Michaels Learn More June 8-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More June 8-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More June 8-November 15, 2026 Beer Tasting Cruises on Epiphany! St. Michaels Learn More June 8-November 15, 2026 Half-Day Private Sail on Epiphany! St. Michaels Learn More Pagination First Previous … Page 15 Page 16 Page 17 Page 18 Current page 19 Page 20 Page 21 Page 22 Page 23 … Next Last
