• The Clarks

    Rams Head On Stage, 33 West St, Annapolis, MD 21401, USA

    Early on, The Clarks were once described as a bunch of out of tune country hicks. Eleven studio albums and a couple of guitar tuners later, The Clarks have struck …

  • Art @ the Park

    Art @ the Park
    Quiet Waters Park, 600 Quiet Waters Park Rd, Annapolis, MD 21403, USA

    This year marks the 36th anniversary for Art @ the Park. The festival, held in Quiet Waters Park, Annapolis, Md., is an exciting outdoor event that includes visual art, live …

    $8.00
  • DragonFest 2026

    Pier 4 Marina 301 4th Street, Annapolis, United States

    What do Dragon Boats, breast cancer survivors, and Spa Creek have in common? DragonFest 2026! Join the fun at the Annapolis Dragon Boat Club’s annual fundraiser. The Annapolis Dragon Boat …

    Free
  • Boney James

    Boney James
    Rams Head On Stage, 33 West St, Annapolis, MD 21401, USA

    slow burn: noun, informal A feeling that grows with a slow but deliberate intensity. For saxophonist and composer Boney James, these words perfectly describe the music he has crafted for …

  • Party in the ‘Port: Boat Show Edition

    Eastport Yacht Club 317 1st St, Annapolis, United States

    After the Boat Show, head across the bridge—Eastport Yacht Club is where the night continues. Party in the ’Port brings live music, waterfront views, and the easygoing, high‑energy vibe EYC does …

  • Anchors & Artisans Pop-Up Market

    Anchors & Artisans Pop-Up Market
    Annapolis Town Center, 1906 Towne Centre Blvd, Annapolis, MD 21401, USA

    Anchors & Artisans, a pop-up market hosted by the Makers of Maryland, will take place on the third Sunday of the month, May through October. Visitors will enjoy shopping handmade …