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Events on Maryland’s Eastern Shore

Find upcoming events on Maryland’s Eastern Shore, including festivals, live music, arts and culture, food and drink events, and seasonal celebrations. This local events calendar highlights what’s happening in Easton, St. Michaels, Oxford, Chestertown, and nearby Eastern Shore towns, making it easy for visitors and residents to plan their time in the area.

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  • Old School R&B Crab & Cruise in Crisfield

    Get ready for the ultimate seafood extravaganza of the summer! This event has premium crabs measuring 6 1/4" up to 8"! 97.5FM DJ, Big Mark will be mixing up the […]

  • The Famous Annapolis City fireworks from the Water

    Come celebrate your Independence with us. Enjoy the famous Annapolis City fireworks from the water! Public 3 hour cruise includes a tour around the harbor, sunset, and then front row seats to the see fireworks! Memories are sure to be made. Book Today: www.TourBoatAnnapolis.com (443)333-1030 Event by Tour Boat Annapolis Venue: Annapolis, MD

  • Hip Hop R&B Yacht Party In Annapolis

    TICKETS AVAILABLE AT: https://hiphoprnbyachtpartyJune30.eventbrite.com Why party in the club when you can party on a yacht!!! Join us as we cruise out of Annapolis for The Hip Hop R&B Yacht Party!! WE OUTSIDE!!! THE HIP HOP R&B YACHT PARTY is the only party you want to be at on a Sunday!!! Get ready to dance […]

  • 4th of July Fireworks Cruise in Annapolis

    Join us for a festive cruise celebrating the 4th of July. Enjoy a sunset sail before we anchor close to the fireworks barge for the 9:15pm fireworks display. Following the end of the fireworks we will return to the dock. Maximum 30 guests Depart: 6:30pm from Annapolis Waterfront Hotel dock Return: After the end of […]

  • Skipjack Race & Festival

    Festival Grounds includes Food Vendors, Arts & Crafts Vendors, Heritage & Education Exhibits and free Children's Activities, both Sunday and Monday The Deal Island (Md.) Skipjack Races happen on Labor […]

  • 57th Annual Maryland Seafood Festival in Annapolis

    Maryland Seafood Festival is back with another year of tasty tradition! Saturday AND Sunday 11am-7pmFeaturing live music performances, chef demonstrations, delicious seafood, creative craft booths, and an interactive kids zone […]

  • Annual End of Summer Crab, Bull, and Oyster Roast In Grasonville

    Join us for our annual End of Summer Crab, Bull, and Oyster Roast! Enjoy crabs, oysters, pit beef, pulled pork, corn on the cob, coleslaw, domestic beer, wine, and seltzers, along with live music! Don't miss out, as this event sells out every time Event by Jetty Dock Bar 201 Wells Cove Rd, Grasonville, MD, […]