Events on Maryland’s Eastern Shore

 
Looking for something to do in Maryland’s Eastern Shore? You’re in luck! The area is full of exciting events that are sure to delight locals and visitors alike. Whether you’re interested in food and drink festivals, live music, art exhibits, or cultural celebrations, there’s always something happening in this vibrant community.
 

St. Michaels Brewfest 2023

On June 3rd, from 12:00 pm - 4:00 pm come out to the St. Michaels Brewfest 2023! They offer Three Pouring Venues, Over A Dozen Breweries, Art, Glassware, Food, and more! Tickets are limited and can be purchased on the website below, Offering General admission and a VIP cruise tickets are still available! St. Michael's […]

$55 – $110

Annapolis Pride Parade & Festival

With over 6,000 people in attendance, 2019 launched the Inaugural Annapolis Pride Parade & Festival– a visual dreamscape of the human spirit at its best. People, children, and pets of every walk of life dress in their rainbow finest and line the sidewalks of West Street to witness a dazzling parade of floats, dancing spirit dragons, […]

Free

Kent Island Farmers’ Market

With over 30 local vendors at KENT ISLAND FARMERS’ MARKET at Cult Classic Brewery Year-round every Thursday. Hours 3:30- 6pm through Spring, Summer and Fall. January through March 3:30- 5:30. Experience local selection of seasonal fruits and vegetables. Hand crafted jewelry, crafts, home decor and more! Homemade baked goods, beauty products, local breweries and restaurants […]

Free

Tall Ship Kalmar Nyckel Sails in Cambridge (June 4th)

Come sail away with Kalmar Nyckel for a 2.5-hour sail and have an adventure of a lifetime! The Tall Ship of Delaware returns to Cambridge, MD on Friday, June 2 through Sunday, June 4. Discover the remarkable story behind Kalmar Nyckel, a full-scale replica of the merchant ship that brought Swedish settlers to North America […]

$65

Sail on the Skipjack Nathan (June 10th)

Nathan sails from May through October. Each sail is two hours long and generally includes an oyster dredging demonstration. Sails are unique depending on wind, weather, captain and crew. Advance […]

$40

The Berlin Farmers Market

Only market in the heart of downtown Berlin featuring more than 30 farmers, bakers, food cultivators and more. Shops in the downtown also open early on Sundays. Live music starts […]

Free

Waterfront Wine & Jazz Dinner

  Guest( 10 per table) will be greeted with a choice of our sparkling Rosés, Slipstream or Moondance(new), while you settle in, laugh with friends, and feel your entire self […]

$175

Delmarva Pride Festival

Delmarva Pride 2023 Delmarva Pride takes place over the weekend 16th to 18th June 2023.

Delmarva Pride Presents 2nd Annual Drag Show

If you attended last year’s event, you know this show is going to be a wonderful night of entertainment fit for a queen! As part of its Annual Pride Weekend, […]

$20 – $30

Annapolis Juneteenth Parade & Festival

Come out and join us for our FREE 2nd annual parade and festival on Saturday, June 17, 2023! There will be TWO main stages this year, featuring headliners Avery*Sunshine, Koryn […]

Free

Sail on the Skipjack Nathan (June 17th)

Nathan sails from May through October. Each sail is two hours long and generally includes an oyster dredging demonstration. Sails are unique depending on wind, weather, captain and crew. Advance […]

$40