Painting by the Pier
June 20, 2026 | 4:30 PM – 6:00 PMCaptain Avery Museum1418 E West Shady Side RoadShady Side, MD 20764 Looking … Read more
Annapolis
Naptown Flea
June 14, 2026 | 1:00 PM – 6:00 PMFederal House Bar & Grille24 Markey SpaceAnnapolis, MD 21401 Naptown Flea returns … Read more
CAC’s 13th Annual Chip in for the Arts Golf Tournament
June 10, 2026 | 8:00 AMCompass Pointe Golf Courses9010 Ft. Smallwood RoadPasadena, MD 21122 Sponsorships and Foursomes on Sale now! … Read more
America’s 250 Afternoon Cruise
May 15, 2026 | 1:00 PM – 3:30 PMDarling ChartersPier 4 Marina, 301 Fourth StreetAnnapolis, MD, 21403 Put on your … Read more
Mother’s Day Dinner
May 10, 2026 | 5:00 PM – 10:00 PMCaptain’s Daughter100 Westgate CircleAnnapolis, MD 21401 Live DJ. $80 per person. Pre-fixed … Read more
Mother’s Day Brunch
May 10, 2025 | 11:00 AM – 3:00 PMCaptain’s Daughter100 Westgate CircleAnnapolis, MD 21401 Live Jazz Band $80 per person … Read more
Mother’s Day Harbor Cruises
May 4, 2026 | 9:30 AM – 8:00 PMDarling Charters Annapolis301 Fourth StreetAnnapolis, MD 21403 Give Mom the royal treatment … Read more
Jane Austen Tour
April 15, 2026 | 3:00 PM – 4:00 PMHammond-Harwood House19 Maryland AvenueAnnapolis, MD 21401 Participants will enjoy a 60-minute guided … Read more
Annapolis Vintage Market
April 12, 2026 | 10:00 AM – 3:00 PMVintage Vibe Finds/Artfully Acquired 40 Hudson Street #107Annapolis, MD 21401 Fun filled … Read more
