Learn about the history of this seafaring community at Chesapeake Bay Maritime Museum. Or visit St. Michaels Museum containing a rich collection of artifacts charting centuries of local life. 

Take a two-hour Frederick Douglass tour and learn about this pioneering 19-century abolitionist.

Take a romantic sunset tour of Chesapeake Bay. Sip champagne as the vintage six-seater catboat glides across the water. 

Two-hour tours leave at 5:30pm from St Michaels Harbour Inn.

Have you ever wanted to build a boat by hand? 

Learn how at the Chesapeake Bay Maritime Museum's Apprentice Day program. 

Classes are subject to availability, booking is recommended and fees apply.

Discover the rapidly growing sport of Sporting Clay. Shoot clay pigeons while following a picturesque landscaped course through woodlands and fields. 

Or enjoy the surrounding scenery with a round of golf. Choose from seven top private golf courses within a short drive from the Inn at Perry Cabin.

Cruise along the spectacular Chesapeake Bay coastline on an open-top boat. Learn about the rich history of Talbot County. Glimpse the historic homes that line the shore. 

Departures daily at 11am, 12:30pm, 2:30pm and 4pm. Charters are also available.

Cast a line on Chesapeake Bay, which teems with rockfish, striped bass and more. 

Trips take place on a fully equipped, custom-made charter boat.

Hunt for souvenirs in the many antiques stores of Talbot County. 

Find fresh produce, plants, and local crafts at the Easton Farmers Market. Or take an evening Gallery Walk around the art and antique galleries of Easton.

Budding sailors can enrol at Chesapeake Bay’s Offshore Sailing School. Take the three- or five-day Learn to Sail course. The five-day Bareboat Cruising course is ideal for more experienced seafarers.

Courses are available April through November.

Step back in time on the magnificent historic HM Krentz skipjack boat. 

Witness one of the last working sailboats in the US dredge for oysters.