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.
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Available per person or Private Charter Join us for an unforgettable experience on our ice-cold Beer Tasting Cruises Be prepared for an unforgettable adventure on our beloved historic yacht Sail Selina II. Indulge in the aroma, taste, and quench your thirst with our cold, refreshing beers. A 2-hour tour on our beautifully kept sailing boat […]
Enjoy a truly unforgettable wine tasting experience on the Chesapeake Bay with Sail Selina II. Our 2-hour St Michaels, MD wine tasting cruises are the perfect way to indulge in the basics of wine tasting while taking in breathtaking views of one of the most picturesque waterfronts in America. With limited availability for just six […]
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 Michaels MD sail boat ride includes a personalized tour with our first class captains & crew on all our boating trips including our romantic sunset […]
From local produce growers to watermen, from bakers to crafters and local artisans, the Easton Farmers Market provides an entire meal, home décor and unique gift items in a friendly and festive environment. The market is open every Saturday from April 15 to December 16, 2023 at 8 a.m. to 1 p.m. Live music starts […]
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 […]
Delmarva Pride 2023 Delmarva Pride takes place over the weekend 16th to 18th June 2023.
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 Chapter will show approximately 100 antique and classic cruisers, runabouts and racers in water and on land. Other attractions include educational seminars, maritime vendors, juried […]
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, the Delmarva Pride Center is presenting its Second Annual Pride Drag Show, hosted by none other than our own Eastern Shore Darling, Miranda Bryant. Bring […]
The walk begins in front of the Chesapeake Bay Maritime Museum and makes its way through around the St. Michaels harbor and around St. Michaels historic downtown. Visit an old cemetery and hear stories about St. Mary’s Square where ghosts of unremembered dead once haunted a school that was on the Square. Visit the Victoriana […]
Saturday July 2, 2022 8 PM to 10 PM, $150 per person plus tax and gratuity. Join us for the ultimate Independence Day celebration and Sail Selina the Ultimate St Michaels 4th of July Fireworks Boat Tour! Watch in awe as the stunning St. Michaels 4th of July fireworks reflect over the serene Miles River, […]
Add a little extra sparkle and excitement to your vacation with the local area's fireworks!
Plein Air Easton is the largest outdoor art competition in the nation and is celebrating its 19th year in 2023. Competition artists who have been juried in will descend on Easton to have their canvas' officially stamped on July 13th. Public, ticketed and free events (for the kids too) take place all week long beginning […]
