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Free weekly acoustic floating concert series featuring local original musicians sponsored by Chronic Sailing to benefit the Severn River Association!

A beloved producer-only farmers market on Maryland’s Eastern Shore, selling local fruit, vegetables, flowers, farm-raised meat, Chesapeake Bay seafood, baked goods, and more, all grown or made within 60 miles. Plus live music and family fun!

A day full of games for the kids, music, food and more! This event is free to attend. Free parking at Stephen Decatur Park. No outside coolers/alcohol permitted. Leashed pets welcome!

80+ Holiday themed floats decorated and illuminated for the most popular and largest Christmas Parade on the shore! Marching bands, dance groups, fire trucks and Santa! Bring a chair and enjoy. Always the 1st Thursday in December.

Sail Selina II Wine Tasting Cruise in St. Michaels, MD. Enjoy a 2-hour Chesapeake Bay sail with six wines and serene views. Limited to 6 guests. Daily departures April–Sept 30. Call 410-726-9400 to reserve your spot!

Enjoy a guided kayaking trip on a beautiful stretch of the Potomac River. After kayaking, head over to Big Cork Vineyards for a private wine tasting and cheese plate. Sit back and relax on this all-inclusive experience.

This trip is one of our staff favorites! Enjoy paddling during a less crowded time of day when the birds are active and the river is serene. Kayakers on this guided adventure will enjoy a mixture of mellow water with some Class I-II+ rapid fun!

For five days, 50 artists compete for the top prizes of cash and prestige as they spread out across the area to paint famous vistas. These “plein air” artists are professionals; many are award winners in multiple competitions.

Enjoy tastings of Maryland wines, on-stage entertainment, juried artisans offering hand-wrought goods, Maryland's artisanal cheeses, a wide variety of delicious foods including oysters, crabcakes, falafel, gyros, and more. Various ticketing fees.