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 (176) March (468) April (335) May (342) June (280) July (234) August (236) September (202) October (241) November (118) December (63) January (1) Cities Chestertown (5) Easton (6) (-) St. Michaels (860) Regions Eastern Shore (860) Types Food & Drink (860) (-) Nature & Outdoor (860) 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 15-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More April 15-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More April 15-November 15, 2026 Beer Tasting Cruises on Epiphany! St. Michaels Learn More April 15-November 15, 2026 Half-Day Private Sail on Epiphany! St. Michaels Learn More April 16-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More April 16-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More April 16-November 15, 2026 Beer Tasting Cruises on Epiphany! St. Michaels Learn More April 16-November 15, 2026 Half-Day Private Sail on Epiphany! St. Michaels Learn More April 17-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More April 17-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More April 17-November 15, 2026 Beer Tasting Cruises on Epiphany! St. Michaels Learn More April 17-November 15, 2026 Half-Day Private Sail on Epiphany! St. Michaels Learn More Pagination First previous Current page 1 Page 2 Page 3 Page 4 Page 5 Page 6 Page 7 Page 8 Page 9 … Next Last
