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Taste of Spring

Spring Into St. Michaels: A Town-Wide Tasting Event 20+ Restaurants • One Beautiful Town • First Weekend of Spring
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Eastern Shore Sea Glass & Coastal Arts Festival

The Eastern Shore Sea Glass & Coastal Arts Festival returns to the Chesapeake Bay Maritime Museum on April 18–19, celebrating the beauty and artistry of coastal life. This beloved annual event kicks off the museum’s festival season with a vibrant weekend experience along the waterfront. Visitors can explore more than 90 artisans from across the country, showcasing handcrafted sea-glass jewelry, coastal décor, fine art, and one-of-a-kind treasures.
The festival offers fantastic shopping, regional food vendors, craft beer, specialty cocktails, and live music on two stages throughout the weekend. Guests can enjoy performances from talented regional musicians while strolling the scenic museum campus. Families, collectors, and coastal art lovers alike will find something special at this lively spring gathering.
Learn more and purchase tickets on the official festival website: Seaglass festival

Winefest at St. Michaels

Two days. Hundreds of wines.One charming waterfront town.
winefest official site

Antique & Classic Boat Festival and Coastal Arts Fair

The 38th Antique & Classic Boat Festival and Coastal Arts Fair returns to the Chesapeake Bay Maritime Museum on June 19–21, celebrating the timeless craftsmanship and history of classic boats. Hosted by the Antique and Classic Boat Society Chesapeake Bay Chapter, this beloved waterfront festival features one of the largest classic boat shows in the Mid-Atlantic, set along the scenic Miles River. Guests can explore beautifully restored wood, fiberglass, and metal vessels spanning more than a century of boating history while enjoying coastal arts, family activities, and waterfront views.
This Father’s Day weekend tradition runs Friday and Saturday from 10am–5pm and Sunday from 10am–3pm, with this year’s theme highlighting “Boats from the Midwest.”
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