Annapolis Social

Join us for one of Annapolis’s favorite traditions — the Eastport Oyster Boys (Park Campus, 7300 Edgewood Rd in Eastport). These Thursday evening concerts have been bringing locals together for years: great music by the water, food trucks serving up delicious bites, drinks for purchase, and that laid-back Eastport vibe that makes this community so special.
This week’s headliner is the Eastport Oyster Boys, Annapolis’s own legendary “good-time” band. Known for their blend of island rhythms, maritime tunes, and tongue-in-cheek storytelling, the Oyster Boys have been called the voice of the Chesapeake. Their music celebrates the Bay, the boating life, and the characters that make this region unique. One of the band’s members, Kevin Brooks, even penned a book about Annapolis, adding to their deep roots in the community. Expect witty lyrics, sing-along choruses, and a performance that captures the heart and humor of Eastport.
Details:

• 🎵 Music runs from 6:00–8:00 PM
• 🪑 Bring a chair or blanket to settle in comfortably
• 🍔 Food trucks on site and drinks (beer, wine, cocktails) available for purchase
• 🚫 No outside alcohol permitted inside the venue
• 💵 Admission supports the Maritime Museum and its programs

This is one of those nights that feels like pure Annapolis — music by the water, neighbors and friends gathered, and the Eastport Oyster Boys setting the tone. Don’t miss it!
Important:

• RSVP is required for planning and any attendee participation.
• Events with fewer than 4 signups are subject to cancellation—please check RSVPs on the day of the event.

Wednesday nights are for good food, good wine, and good friends. Join us at Blackwall Hitch, a landmark in Eastport that blends modern coastal dining with the history and charm of Annapolis’s maritime roots. From its brick-and-beam character to the waterfront setting, this is one of those places where you feel connected to the city’s story while enjoying a warm, lively atmosphere.
Every Wednesday, pasta is ½ price all day, and bottles of wine are half off too. Happy hour runs until 6pm if you’d like to come early, but the pasta and wine special is available all evening. Free parking is available in Blackwall’s private lot, making it an easy night out.
We’ll keep this standing tradition going (most weeks) through the Fall and Winter, giving us all something delicious and social to look forward to midweek.
Important:

• RSVP is required for planning and table reservations.
• Events with fewer than 4 signups are subject to cancellation—please check RSVPs on the day of the event.

Come hungry, come curious, and come ready to enjoy a Wednesday night classic with Annapolis Social!