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 (142) 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 (64) Church Creek (1) Crisfield (4) Easton (8) (-) St. Michaels (862) Regions Eastern Shore (863) Types Food & Drink (860) History & Heritage (1) Nature & Outdoor (862) Ongoing (860) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters April 26-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More April 26-November 15, 2026 Beer Tasting Cruises on Epiphany! St. Michaels Learn More April 26-November 15, 2026 Half-Day Private Sail on Epiphany! St. Michaels Learn More April 27-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More April 27-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More April 27-November 15, 2026 Beer Tasting Cruises on Epiphany! St. Michaels Learn More April 27-November 15, 2026 Half-Day Private Sail on Epiphany! St. Michaels Learn More April 28-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More April 28-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More April 28-November 15, 2026 Beer Tasting Cruises on Epiphany! St. Michaels Learn More April 28-November 15, 2026 Half-Day Private Sail on Epiphany! St. Michaels Learn More April 29-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More Pagination First Previous Page 1 Page 2 Page 3 Page 4 Current page 5 Page 6 Page 7 Page 8 Page 9 … Next Last
