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St. Michaels Events
Boutique shops, galleries, boat museums, car museums, bars, world-class restaurants, and more can be found in the charming town of Saint Michaels! In addition, there are events and festivals that go on in town all year long.
Come visit us by boat or car! Reserve a slip at our marina, or a room at the Log Canoe Inn.
Check out our town's website linked below for more information on things to do!
March 7th
St. Michaels ChocolateFest & Chocolate Crawl
11:00 AM
-
4:00 PM
St. Michaels, Maryland
March 7th
St. Michaels ChocolateFest & Chocolate Crawl
Indulge in Sweet Perfection on Maryland’s Eastern Shore!
Get ready to sip, savor, and indulge at St. Michaels ChocolateFest 2026, the most de...
11:00 AM
-
4:00 PM
St. Michaels, Maryland
April 18th & 19th
Eastern Shore Sea Glass & Coastal Arts Festival
10:00 AM
-
4:00 PM
Chesapeake Bay Maritime Museum
April 18th & 19th
Eastern Shore Sea Glass & Coastal Arts Festival
The Eastern Shore Sea Glass and Coastal Arts Festival Spring Edition which will be held Saturday, April 18, 2026 from 10am - 5pm and Sunday,...
10:00 AM
-
4:00 PM
Chesapeake Bay Maritime Museum
April 25th & 26th
WineFest at St. Michaels
All day
St. Michaels, Maryland
April 25th & 26th
WineFest at St. Michaels
Join us for WineFest 2026!
Raise a glass with friends and discover new favorites!
at The Eastern Shore's Premier Wine Festival!
All of the win...
All day
St. Michaels, Maryland
May 25th
Memorial Day
All day
May 25th
Memorial Day
Three-night minimum at the marina.
All day
June 19th - 21st
Antique & Classic Boat Festival & Coastal Arts Fair
10:00 AM
-
5:00 PM
Chesapeake Bay Maritime Museum
June 19th - 21st
Antique & Classic Boat Festival & Coastal Arts Fair
The 38th Antique & Classic Boat Festival and Coastal Arts Fair is coming to the Chesapeake Bay Maritime Museum on June 19-21, inviting guest...
10:00 AM
-
5:00 PM
Chesapeake Bay Maritime Museum
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Higgins Yacht Yard, Inc.
PO Box 517, 203-205 Carpenter St. St. Michaels, MD 21663
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