Sail on the Skipjack Nathan (May 27th)
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
12 events found.
Events on Maryland’s Eastern Shore
Find upcoming events on Maryland’s Eastern Shore, including festivals, live music, arts and culture, food and drink events, and seasonal celebrations. This local events calendar highlights what’s happening in Easton, St. Michaels, Oxford, Chestertown, and nearby Eastern Shore towns, making it easy for visitors and residents to plan their time in the area.
Looking for events near your rental? Browse vacation rentals by town.
Events
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Tall Ship Kalmar Nyckel Sails in Cambridge (June 2nd)
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 […]
$65 -
Chesapeake Bay Champagne Sunset Sail
Looking to go sailing at sunset while sipping champagne? This is the sunset champagne charter for you! Come join us for a relaxing 2 hour cruise near Annapolis. Your St […]
$115 -
Tall Ship Kalmar Nyckel Sails in Cambridge (June 3rd)
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 […]
$65 -
Sail on the Skipjack Nathan (June 3rd)
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 -
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 […]
$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 […]
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 […]
$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 -
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.
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35th Annual Antique & Classic Boat Festival and Coastal Artisans Fair
One of the largest classic boat shows in the Mid-Atlantic region. On Father’s Day weekend! Featuring the theme, “Your First Love,” members of the Antique & Classic Boat Society-Chesapeake Bay […]
$16 – $19
