
The weekend ends on a high “note” on Sunday when various businesses once again will host various jazz-themed activities, including jazz brunches and other activities.
TENTATIVE SCHEDULE OF EVENTS:
Sunday Jazz Cruises (3:00 p.m. – 5:00 p.m. AND 6:00 p.m. – 8:00 p.m.): Leonardtown Wharf
- Enhance your 3-day jazz weekend with a two-hour cruise on beautiful Breton Bay right from the Wharf while enjoying live jazz music from MUSIC TBA, light fare and refreshments. You’ll be joined by our very own Wynne Briscoe, the Jazz Ambassador for the Potomac Jazz & Seafood Festival, during the trip. Beer, wine and light fare will be provided.
- TICKETS REQUIRED: CLICK HERE FOR TICKETS
Jazz Activities Around Town (All Day)
- Enjoy jazz brunches, live music, activities and much more around town to finish out your weekend! Participating businesses will be listed below when updated!


The Front Porch Restaurant
Enjoy a jazz brunch at one of Leonardtown’s finest restaurants located in the historic Sterling House featuring live jazz music while you dine from the Van Williamson Jazz Duo from 10:00 a.m. to 1:00 p.m.

The Rex
Enjoy a jazz brunch at one of Leonardtown’s top restaurants featuring live jazz music while you dine from Funkzilla from 11:00 a.m. to 2:00 p.m.

Antoinette’s Garden
Antoinette’s Garden is a gourmet coffee and wine café with pastries, charcuterie and more featuring music from TBA from 2:00 p.m. to 5:00 p.m., mimosas and great food! Dine indoors or enjoy dining on the historic Leonardtown Square.

Port of Leonardtown Winery
Local winery and agricultural cooperative will host a day of jazzy fun at their tasting room and outdoor patio and lawn area featuring live band GrooveSpan playing jazz hits from 1:00 p.m. to 4:00 p.m. Wine tastings, lawn games and more all day!

Spice Fitness Studios
TBA – Finish your weekend with some exercise in the fresh Southern Maryland air with a 1920’s Flapper Outdoor Barre class beginning at 8:00 a.m.

Old Towne Pub
TBA – Head on over to the Old Towne Pub, one of Leonardtown’s favorite spots, for a jazz lunch with signature cocktail and live jazz musician! Lots of beer, great food (award winning wings!) and more.

St. Mary’s Arts Council at the Leonardtown Arts Center
TBA – The St. Mary’s County Arts Council Gallery & Gift Shop will be open from 11:00 a.m. to 4:00 p.m. and will have a special for jazz lovers – all items including paintings, cards, and Jazz Coloring Books w/ CD’s by local artist/ jazz musician Craig Fielder will be on sale one day only for 25% off. Each Jazz Coloring Book comes with a narrated CD and features stories about many of the legendary artists of the jazz era.

Fenwick Street Used Books & Music
TBA – Check out Fenwick Street Used Books & Music near the Leonardtown Square for a wide variety of jazz records on vinyl, many of which would be great for collectors!

Shepherd’s Old Field Market
TBA – An afternoon at Shepherds Old Field Market, an historic warehouse and hardware store rehabbed into an indoor marketplace and community gathering space that contains shops, a deli, coffee shop, beer garden, winery and more.