American Voices United Through Song
June 6, 7:30-9:30 p.m. | Annapolis
The Naptown Philharmonic Orchestra and pianist Thomas Pandolfi perform classic American music at Maryland Hall, from the iconic music of George Gershwin to selections from musical theater and pop.
$28.42 | naptownphil.org
Classic Reels and Good Feels … A Summer Movie Night
June 17, 6-9 p.m. | Stevensville
Kent Island Resort is screening the original “Willy Wonka and the Chocolate Factory” movie under the stars on its lawn. Bring your own chairs!
$7.18-$12.51 | tinyurl.com/ClassicReelsGoodFeels
Antique & Classic Boat Festival and Coastal Arts Fair
June 19-21, 10 a.m.-5 p.m. Friday and Saturday, 10 a.m.-3 p.m. Sunday | St. Michaels
This annual festival showcases antique boats, with a 2026 theme of “Boats Built in Michigan & the Midwest.” Local artists will also exhibit and sell their work at the Coastal Arts Fair.
$8-$22; free for ages 5 and younger | cbmm.org
Chesapeake Celebrations: Play on the Bay
June 27, 10 a.m.-5 p.m. | St. Michaels
A family-friendly celebration by the Chesapeake Bay Maritime Museum featuring boat rides, fishing and hands-on activities for children
Free with museum admission | cbmm.org
Classical Music for People With Short Attention Spans
June 27, 11 a.m. & 1 p.m. | Annapolis
This Columbia Orchestra concert is meant to make classical music fun and accessible to newcomers. The lineup consists of short classical pieces encompassing a wide variety of different moods.
$16-$26 | marylandhall.org
