• Day on the Bay to St. Michaels

    Day on the Bay to St. Michaels
    1 Prince George Street 1 Prince George Street, Annapolis, United States

    Cruise across the Chesapeake Bay to St. Michaels on the Eastern Shore. Enjoy one complimentary non-alcoholic beverage on the way there! This quaint historic village offers fresh seafood, boutique shopping, …

    $45 – $118
  • William Paca Garden Plant Sale

    William Paca Garden Plant Sale
    William Paca House & Garden 186 Prince George Street, Annapolis, United States

    A tradition for over 50 years, the William Paca Garden Plant Sale provides the opportunity to take home a piece of history. HA volunteers personally raise over 8,000 plants—perennials, annuals, …

  • 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 …

  • Annapolis Irish Festival

    Annapolis Irish Festival
    Anne Arundel County Fairgrounds 1450 Generals Highway, Crownsville, United States

    The Annapolis Irish Festival roars back in 2026 with your beloved Irish bands and a lot of craic! Enjoy Carbon Leaf, Gaelic Storm, Scythian, Dublin 5, and more! This Irish celebration goes Friday night and all day Saturday! Join us Friday night for our first responder and military night featuring two incredible bands. Then return Saturday for a full day of Irish fun for all ages. Enjoy great live music, delicious food and drinks, and exciting Irish-themed vendors and activities. Get …

  • Paca Girlfriends Party

    William Paca House & Garden 186 Prince George Street, Annapolis, United States

    Wander the picturesque William Paca Garden as you enjoy a glass of bubbly and indulge in culinary creations prepared by the area’s premier chefs. Shop in our festive marketplace, meet …

    $150 – $500
  • The Oddities & Curiosities Expo

    The Oddities & Curiosities Expo
    Baltimore Convention Center One West Pratt Street, Baltimore, United States

    The Oddities & Curiosities Expo is the world's largest traveling oddities event showcasing hand selected vendors, dealers, artists, and small businesses with all things weird. You'll find items such as: …

    $15 – $20