Events in Annapolis Find Events in Annapolis Filter Results: July (804) August (605) September (336) October (224) November (118) December (104) January (13) February (11) March (14) April (14) May (9) June (8) Cities Annapolis (149) Regions Central Maryland (149) Types (-) Fairs & Festivals (17) Food & Drink (9) History & Heritage (111) Literary Arts (35) (-) Miscellaneous (132) Multicultural (6) Nature & Outdoor (194) Ongoing (69) 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 October 11-19, 2025 2025 Thomas Point Shoal Lighthouse Tours Annapolis Learn More October 12-25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More October 17-25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More October 18-December 20, 2025 African American Heritage Tour Annapolis Learn More October 18-25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More October 18-25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More October 19-25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More October 19, 2025 2025 Thomas Point Shoal Lighthouse Tours Annapolis Learn More October 25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More October 25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More November 1-December 6, 2025 Scandalous Annapolis Annapolis Learn More November 2, 2025 First Sunday Arts Festival Annapolis Learn More Pagination First Previous … Page 5 Page 6 Page 7 Page 8 Page 9 Page 10 Page 11 Current page 12 Page 13 Next Last