Events in Annapolis Find Events in Annapolis Filter Results: July (857) August (582) September (331) October (211) November (116) December (103) January (13) February (11) March (14) April (14) May (9) June (8) Cities Annapolis (142) Regions Central Maryland (142) Types Fairs & Festivals (17) Food & Drink (9) History & Heritage (116) Literary Arts (35) (-) Miscellaneous (136) Multicultural (6) Nature & Outdoor (202) Ongoing (74) Performing Arts (148) (-) Sports (19) Visual Arts (42) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters August 9-October 25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More August 9-September 27, 2025 X-Golf Annapolis Cars & Golfing Annapolis Learn More August 10-October 19, 2025 2025 Thomas Point Shoal Lighthouse Tours Annapolis Learn More August 10-October 25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More August 13-27, 2025 Wilma Lee Wednesday Night Races Watch Party Annapolis Learn More August 14-October 25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More August 14-October 25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More August 15-October 25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More August 15-October 25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More August 16-October 19, 2025 2025 Thomas Point Shoal Lighthouse Tours Annapolis Learn More August 16-December 20, 2025 African American Heritage Tour Annapolis Learn More August 16-October 25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More Pagination First Previous … Page 2 Page 3 Page 4 Page 5 Current page 6 Page 7 Page 8 Page 9 Page 10 … Next Last