The town of St. Michaels — referred to as the heart and soul of the Chesapeake Bay†— is the ideal setting for an impromptu overnight outing or long vacation getaway. A vintage port with origins dating back to the birth of the colonies, St. Michaels offers something for everyone. Whether you’re interested in taking in the maritime history, kayaking on the local waterways, shopping in its quaint boutiques, searching for a special antique, or feasting on the bay’s bounty, we have it all.