Events in May in Annapolis

• Sat, 09 May, 2026 - 08:30 PM

  Al Di Meola

  Rams Head On Stage
• Mon, 11 May, 2026 - 08:00 PM

  Madeleine Peyroux at Rams Head On Stage

  Rams Head On Stage
• Sun, 24 May, 2026 - 05:00 PM

  Marcus Miller at Rams Head On Stage

  Rams Head On Stage
• Sat, 23 May Onwards

  Marcus Miller

  Rams Head On Stage
• Fri, 08 May, 2026 - 07:00 PM

  Al Di Meola Electric Band

  Rams Head On Stage
• Sat, 02 May, 2026 - 08:00 PM

  Graham Parker at Rams Head On Stage

  Rams Head On Stage
• Mon, 04 May, 2026 - 08:00 PM

  Ottmar Liebert and Luna Negra at Rams Head On Stage

  Rams Head On Stage
• Wed, 13 May, 2026 - 12:00 AM

  Paul Gilbert with Greg Koch

  Rams Head On Stage - Annapolis
• Wed, 20 May, 2026 - 10:00 AM

  U.S. Naval Academy Air Show/Graduation Flyover

  Annapolis Md

  4+ Interested
• Thu, 14 May, 2026 - 06:00 PM

  Friends for Friends

  Fluegel Alumni Center

  18+ Interested
• Tue, 05 May, 2026 - 12:00 AM

  Ottmar Liebert and Luna Negra

  Rams Head On Stage - Annapolis
• Sun, 17 May, 2026 - 04:45 PM

  The Hip Hop R&B Yacht Party Annapolis MD 5.17.2026

  Annapolis City Dock

  USD 79
• Sun, 24 May, 2026 - 08:00 PM

  Marcus Miller (8:00 PM)

  Rams Head On Stage
• Thu, 07 May, 2026 - 12:00 AM

  Colin James, Matt Andersen & Terra Lightfoot

  Rams Head On Stage - Annapolis
• Sun, 10 May, 2026 - 07:00 PM

  Madeleine Peyroux

  Rams Head On Stage