St. Michaels, Maryland City Guide

For over 20 years, Pamela Lanier's St. Michaels, Maryland Travel Guide has been your connection to St. Michaels's tourism community with invaluable details on local attractions, restaurants, shopping, museums, history, outdoor recreation and more.

On the Waterfront


If you are lucky enough to have your own boat to sail into St. Michaels, there are plenty of marinas to accommodate your vessel. If not, don’t worry. St. Michaels offers several boat cruises and private boat charters that will get you out on the bay breeze. Chesapeake
Skipjack Sailing Tours offers daily sails on the historic Skipjack HM Krentz where bed and breakfast travelers can catch oysters, watch the sunset and learn about the local ecology. Dockside Express Cruises and Tours offers private boat charters, crabbing cruises, sunset cruises and scavenger hunts and Let-it-Ride Charters will take you cruising down the beautiful Miles River or sport fishing on the Chesapeake Bay. If you’re a bed and breakfast traveler who is up to a more active type of boating, 'Peake Paddle Tours offers a unique kayaking experience with trips on freshwater streams, tidal rivers and through the salt marshes of the Chesapeake. With many bed and breakfasts located near bay, finding a boat dock is very easy and convenient. Have a true Maryland nautical experience by staying in a St. Michaels bed and breakfast located on the waterfront. To experience the best of St. Michael’s boating activities, search LanierBB.com to find a bed and breakfast located near the Chesapeake Bay.
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