Annapolis Food & Drink Events

2026 Annapolis St. Patrick's Hooley!

U.S. Naval Academy Alumni Association & Foundation 7 Mar 2026

4th Annual Peake Irish Experience for Annapolis St Patrick's Day on 3/7

Main Street 7 Mar 2026

Paul Gilbert with Greg Koch

Rams Head On Stage - Annapolis 13 May 2026

Superbowl Sunday

Captain's Daughter 8 Feb 2026

Naptown Flea Vintage & Vinyl

801 Chase St 1 Feb 2026

Chart House Prime - Stags' Leap Wine Dinner

Chart House Prime 26 Feb 2026

Naptown Vinyl

Maryland Hall 1 Feb 2026

Valentine's Day Dinner

Captain's Daughter 14 Feb 2026

Valentine's Dinner (Dine in or Carryout)

36 West St, Annapolis, MD, United States, Maryland 21401 14 Feb 2026

Sip & Shuck Kick-Off

Forward Brewing 10 Feb 2026

Charcuterie Board Class

Ceremony Coffee Roasters - Roastery 13 Feb 2026

Galentine’s Bottle Painting Experience

Caliente Grill 7 Feb 2026

Annapolis First Sunday Arts Festival

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

DJ VER1TAS at Charthouse Prime Restaurant Annapolis

Charthouse Restaurant Annapolis 7 Feb 2026

Crushed Glass Craft @NEO PIZZA Annapolis w/MARYLAND CRAFT PARTIES

Neo Pizza Annapolis 3 Feb 2026

SOUPer Bowl Lunch for Light House

1740 Forest Dr, Annapolis, MD, United States, Maryland 21401 8 Feb 2026

Paint Night

36 West St, Annapolis, MD, United States, Maryland 21401 9 Feb 2026

Paint your Pet® - Annapolis

Forward Brewing 1 Feb 2026

Annapolis Main Street Chocolate Crawl

155 Main St, Annapolis, MD 21401 12 Feb 2026

Bubbles and Bingo: A Black-Tie Affair

Fluegel Alumni Center 10 Apr 2026

Mardi Gras @ Forward Brewing

926 Bay Ridge Ave, Annapolis, MD, United States, Maryland 21403 17 Feb 2026

Fashion for a Cause

Fluegel Alumni Center 4 Jun 2026