Live Music · Upper Deck · Monthly
Music & Heritage Series
Once a month we honor the rhythms of the Chesapeake region
Spring 2026 Series — Now Live
Spring 2026
Upcoming Events
Upper deck · Pay on arrival · No booking required.
Saturday · March 14, 2026
The Maryland Day Jazz Lounge
Jazz · Local Quartets · Upper Deck
An evening of smooth phrasing and beloved jazz standards performed by local quartets. Dress smart-casual and settle in for a night of exceptional music over dinner.
Friday · April 17, 2026
Tax Day Bluegrass Wind-Down
Bluegrass · Fiddle & Mandolin
High-energy acoustic strings kicking off our outdoor patio season.
Saturday · May 16, 2026
Sirens of the Chesapeake Soul
Alt-Soul / R&B · All-Female Lineup
Alt/Soul fusion and R&B classics paired with the first sunsets of early summer.
More events coming soon
Calendar updated monthly by staff
From Our Stage
Past Performances
A glimpse of the evenings that have graced our upper deck.
Winter Jazz Evening
December 2025
Autumn Bluegrass Night
October 2025
Chesapeake Soul Series
August 2025
Summer Folk & Acoustic
June 2025
Bay Heritage Music Night
April 2025
Spring Jazz & Champagne
March 2025
Frequency
Monthly
Upper deck, all year
Tickets
Pay on Arrival
No booking required
Location
Upper Deck
45 Windjammer Ln
Updates
Monthly
Updated by staff
Book Your Experience
Reserve Your Table or Private Space
Monday through Saturday · Reservations available until 7:00 PM