Flo Anito

I love Annapolis and this is always a lovely gig so I hope you can join us for a night of jazz and klezmer! No tickets required but dinner reservations are highly encourage to secure a good seat and tips are always appreciated!

The first block of Annapolis’ historic West Steet is where families and friends meet Wednesday and several Saturday evenings, from May to September, to relax, dine under the stars, dance and enjoy live music. It’s a tradition - when the summer sun sets, a canopy of overhead lights add romance to every evening of Dinner Under the Stars. Outdoor space is limited, reservations are recommended. Call the restaurant of your choice to reserve your table.

Private Gig w/Seth Kibel

End your day on a musical note with Evenings in Olde Towne, a free, family-friendly concert series at the Concert Pavilion on Thursdays in June and July from 6:30 to 8 p.m.

Wind down the workday with great music in a relaxed outdoor setting. Enjoy a meal from the rotating food truck featured at each event, or bring local carryout to enjoy during the concert. You can also dine in Olde Towne after the show. Bring a blanket or low-back chair for lawn seating and make it a perfect summer evening!

Concerts are weather-dependent and may be canceled at the last minute due to unfavorable conditions. For updates, visit the City's Facebook or X account, or call the inclement weather line at 240-805-1148.