St. Michaels, Maryland

St. Michaels, Maryland

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To enjoy a quiet weekend on the water, head to Maryland’s Eastern Shore. Wander through the charming, historic town of St. Michaels (which dates back to Colonial times) popping into boutiques, stopping for a scoop at Justine’s Ice Cream Parlour or capping off the day at Carpenter Street Saloon. The real attraction here is the water: spend the day sailing, jet skiing, kayaking or even crabbing. We suggest checking into the Inn at Perry Cabin — yes, the one from Wedding Crashers — or at least stopping by the premises for an aperitif and to see the sunset over the water from an Adirondack chair.