St. Michaels: 2-Hour Wine Tasting Cruise Aboard Lady Patty｜United States

Set sail on the Lady Patty, a beautifully restored 1935 sailing ketch, for a 2-hour wine tasting cruise departing from the charming harbor of historic St. Michaels, Maryland. This elegant vessel, with its rich wood details and traditional rigging, offers a timeless setting to enjoy a curated tasting of six wines — three reds and three whites — thoughtfully selected to complement the serene waters and scenic surroundings of the Chesapeake Bay. The intimate size of the Lady Patty, accommodating up to 13 guests, creates a relaxed and personal atmosphere perfect for savoring exceptional wines while soaking in the gentle bay breezes

Your cruise begins with a brief tour of the harbor, including views of the iconic 1879 Hooper Strait Lighthouse, before sailing onto the peaceful Miles River. Guests can settle into cushioned seating along the wooden cabin top or gather in the rear cockpit beside the captain, ideal for conversation and watching the sails in motion. As you glide across the bay, enjoy the rich flavors of the wines paired with the stunning waterfront vistas of St. Michaels and the surrounding natural beauty. Whether celebrating a special occasion or simply enjoying a relaxing outing with friends, this experience blends history, scenery, and wine into a memorable Chesapeake Bay adventure

The cruise concludes back at the Harbour Inn & Marina dock in St. Michaels, where you can continue exploring the quaint town or enjoy local dining. Private charters are available for groups seeking an exclusive experience on this historic vessel