Annapolis Food & Drink Events

2026 Maryland Seafood Festival

Sandy Point State Park East Beach 12 Sep 2026

The Peake Run- Our Big Ducking Run to Celebrate the 60 Years of the Maryland Seafood Festival

Sandy Point State Park 13 Sep 2026

Annapolis First Sunday Arts Festival

Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 3 May 2026

Chart House Prime- Prisoner Wine Dinner

Chart House Prime 17 Sep 2026

Official Annapolis Baygrass Kick-Off Party w/ Jammy Buffet

Maryland Hall 18 Sep 2026

Great Frogs Wine Tasting to Benefit the Navy SEAL Foundation

Great Frogs Winery 27 Sep 2026

Paint & Sip + Global Wine Tasting at Bin 201

Bin 201 Wine + Spirits 7 Aug 2026

Shuck Like a Pro at McGarvey's

McGarvey's Saloon and Oyster Bar 5 Aug 2026

Chart House Prime - Rodney Strong Wine Dinner

Chart House Prime 15 Oct 2026

Chart House Prime - Caymus Wine Dinner

Chart House Prime 5 Nov 2026

Wine Down at the Farm

Historic Goshen Farm & Educational Center 29 Aug 2026

Comedy Fundraiser

914 Bay Ridge Ave, Annapolis, MD 26 Sep 2026

The Curiosity Club Art Cafe

Curate Annapolis, 141 West St, Annapolis 8 Jul 2026

Bountiful Harvest - Costumes & Cocktails

10 Hudson St, Annapolis, MD, United States, Maryland 21401 23 Oct 2026

Southern (Harwood)Class of 1986 40th Reunion

Annapolis, Maryland 26 Sep 2026

August InHouse Wine Dinner

36 West St, Annapolis, MD, United States, Maryland 21401 11 Aug 2026

Thursday Night LIVE! Featuring Joe Falero Band

307 Sail Pl, Annapolis, MD 21401, United States 20 Aug 2026

Foodies + New Friends: Annapolis Dinner Club | Giving Back Edition

Carpaccio Tuscan Kitchen & Wine Bar 19 May 2026

Naptown Flea Night Market

114 West St 7 Aug 2026

The Taste: Celebrate the Chesapeake in Maryland

The Atreeum at Soaring Timbers 24 Sep 2026

Gold Leaf x Pink Planes Presents High Society Weekend

GOLDLEAF 14 Aug 2026

2026 Annapolis High Football Fundraiser

Eastport Volunteer Fire Department 11 Aug 2026

Historic Annapolis Dining Etiquette Experience

Federal House Bar & Grille 6 Sep 2026

Lunch & Learn

Maggiano's - Annapolis 4 Aug 2026

Open Stitch Night

Timber Pizza Co. Annapolis 25 Aug 2026

Foodies + New Friends: Annapolis Dinner + Coffee Club

Restaurant of the Week 1 Apr 2026

Chevy's Fresh Mex Food Truck

Hunt Meadow Pool 21 Aug 2026