St. Michaels, MD

Once a waterman's enclave, St. Michaels has transformed into an upscale tourist destination, but the town hasn't lost its quaint flavor. Spas, a brewery and a winery have joined an evolving array of restaurants and inns in historic homes and on the water.

St. Marys Park is the location of one of two cannons commemorating "the town that fooled the British" during the War of 1812. As the story goes the British began shelling St. Michaels on August 10, 1813. Residents boosted lanterns into the tops of trees in order to fool the Redcoats into shooting too high. Evidence of the evening remains at the private Cannonball House on Mulberry St.

This port town was an early shipbuilding center where the swift Baltimore Clippers were built. St. Michaels went on to become a packing house center for seafood and tomatoes (a fine Eastern Shore staple come summer), as well as home to many a waterman. Log canoes, once American Indian transport and now working boats, are famously raced here.

Today St. Michaels is a top destination on the Bay for everyone from boaters to road trippers. If there are any four-legged members of your crew, be sure to take them for some shore leave in St. Michaels. This may be the most pet-friendly town on the East Coast; almost all shops here have water bowls out and many restaurants not only have pet-friendly outdoor seating but have special pet menu items too!

Purchase A Printed Chesapeake Bay Guidebook

Marinas & Dockage Around St. Michaels, MD

Browse marinas & dockage around the St. Michaels, MD area, or find marinas & dockage specific to your boating location in Explorer.

Navigation Alerts Around St. Michaels, MD

Browse navigation alerts around the St. Michaels, MD area, or find navigation alerts specific to your boating location in Explorer.

Anchorages Around St. Michaels, MD

Browse anchorages around the St. Michaels, MD area, or find anchorages specific to your boating location in Explorer.

Find More Boat Trip Planning Tools for St. Michaels, MD

Fuel

Marinas

Services

Anchorages

Free Docks

Alerts

Bridges

Locks

Boating Destinations near St. Michaels, MD

Hyatt Regency Chesapeake Bay, MD

Calvert County, MD

Eastport, MD

Oxford, MD

St. Mary's City, MD

Georgetown, MD

Chestertown, MD

Galesville, MD

Annapolis, MD

Cobb Island, MD

National Harbor, MD

Deal Island, MD

Georgetown, D.C.

Edgewater, MD

Rock Hall, MD

Chesapeake Beach, MD

Leonardtown, MD

Hyatt Regency Chesapeake Bay, MD

Calvert County, MD

Georgetown, D.C.

Georgetown, MD

National Harbor, MD

St. Mary's City, MD

Edgewater, MD

Chesapeake Beach, MD

Deal Island, MD

Chestertown, MD

Annapolis, MD

Alexandria, VA

Eastport, MD

Rock Hall, MD

Leonardtown, MD

Oxford, MD

Kent Narrows, MD

Learn More About This Destination

View This Boating Destination In Our Explorer

What's Nearby

Hyatt Regency Chesapeake Bay, MD

Calvert County, MD

Oxford, MD

Kent Narrows, MD

Cambridge, MD

Eastport, MD

Annapolis, MD

Rock Hall, MD

Chestertown, MD

Galesville, MD

Chesapeake Beach, MD

Edgewater, MD

Georgetown, MD

Leonardtown, MD

St. Mary's City, MD

National Harbor, MD

Alexandria, VA

Deal Island, MD

Georgetown, D.C.

Cobb Island, MD

Miles River, MD

Knapps Narrows, MD

Wye River, MD

Severn River (Annapolis Harbor), MD

Take Us Aboard

No Matter Where You Go

Purchase a Guide

The Waterway Guide Team has gained extensive boating knowledge over the years, and now we are sharing all of the tips, skills and tools we’ve picked up along the way!