St. Michaels Maryland Attractions

Historic Homes & Buildings

• Cannonball House
  During the Battle of St. Michaels in the War of 1812, a cannonball penetrated the roof of this... more...

Museums & Galleries

• Chesapeake Bay Maritime Museum
  Mill Street, P.O. Box 636 • St. Michaels, MD 21663
  410-745-2916
  Encompassing nine exhibit buildings, this maritime museum is designed to educate and preserve the... more...

• St. Mary's Square Museum
  P.O.Box 714 • St. Michaels, MD 21663
  Saint Mary's Square
  410-745-9561
  The Square was a feature of the original plan for the town of St. Michaels, and currently two circa... more...

Tours & Cruises

• "Let It Ride" Charter Service
  308 Watkins Lane • St. Michaels, MD 21663
  410-745-2200
  Offering scenic tours, special events, sunset cruises and fishing on the Bay, Let It Ride caters to... more...

• Dockside Express Tour and Shuttle Service
  P.O. Box 803 • St. Michaels, MD 21663
  St. Michaels Harbor
  410-886-2643
  By land or water, Dockside Express provides transporation around or to and from the town of St.... more...

• Patriot Cruises, Inc.
  Mill Street, P.O.Box 1206 • St. Michaels, MD 21663
  410-745-3100
  Historic, narrated cruise of Miles River tells the history of Talbot county, passes waterfront... more...

• Selina II Charters
  101 North Harbor Road • St. Michaels, MD 21663
  Located at St. Michaels Harbour Inn & Marina
  410-726-9400
  A 40', 1926 Historic Catboat offering two-hour sails daily. Arrange for a two-hour, 1/2 day, full... more...  map

Vineyards, Wineries & Breweries

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