Attractions in St. Michaels, Maryland

Historic Homes & Buildings

Cannonball House
During the Battle of St. Michaels in the War of 1812, a cannonball penetrated the roof of this house, where lovely herringbone chair rails, pine mantels, and a curved... more info

Chesapeake Bay Maritime Museum 410-745-2916
213 North Talbot Street, St. Michaels, MD 21663
"The Chesapeake Bay Maritime Museum is dedicated to preserving and exploring the history, environment and people of the Chesapeake Bay." more info
St. Michaels Museum 410-745-9561
201 East Chestnut Street, St. Michaels, MD 21663
St. Mary's Square
St. Michaels Museum celebrates and promotes the unique history of St. Michaels and the surrounding area through preservation and education. Providing an interesting... more info

"Let It Ride" Water Tours & Charters 410-310-3055 (cell)
Regularly offers tours and fishing charters from her berth at The Inn at Perry Cabin in St. Michaels, MD. more info
Dockside Express Tour and Shuttle Service 410-886-2643
P.O. Box 803, St. Michaels, MD 21663
St. Michaels Harbor
By land or water, Dockside Express provides transporation around or to and from the town of St. Michaels and offers narrated harbor tours, sunset boat cruises and... more info
H.M. Krentz 410-745-6080
"Enjoy a relaxing, educational, and unforgettable sailing tour on Chesapeake Bay waters on the historic skipjack H.M. Krentz." Sailing charters depart daily, April to... more info
Patriot Cruises, Inc. 410-745-3100
Mill Street, P.O.Box 1206, St. Michaels, MD 21663
Historic, narrated cruise of Miles River tells the history of Talbot county, passes waterfront estates, regional waterfowl, and hardworking watermen as they harvest the... more info
Selina II Charters 410-726-9400
101 North Harbor Road, St. Michaels, MD 21663
Located at St. Michaels Harbour Inn & Marina
A 40', 1926 Historic Catboat offering two-hour sails daily. Arrange for a two-hour, 1/2 day, full day, champagne sunset sails, private charters, overnight excursions,... more info map

St. Michaels Winery 410-745-0808
605 South Talbot Street #6, St. Michaels, MD 21663
Finely crafted wines from grapes grown in Maryland. The log canoe-inspired tasting room is open daily. more info map