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Annapolis, MD

Harry Browne's Restaurant

One State Circle downtown Annapolis just across from Capitol. Historic, elegant upscale ambiance (and maybe prices); good food including Sunday brunch. I love going there. A few tables outside.

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Water Cruises & Boat Rides

Looking for water cruises and boat rides near Chesapeake Paradise? Just 40 minutes away, Annapolis offers something for everyone—from scenic harbor tours and peaceful creek cruises to exciting pirate ship adventures for kids.

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Rams Head Tavern Annapolis

Famous Annapolis brewery with great live music concerts (check schedule online in advance). I understand there is free food at happy hour. Outdoor patio in back; Sunday brunch.

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City of Annapolis

Just 40 minutes from Chesapeake Paradise, Annapolis is Maryland’s capital and a vibrant waterfront city packed with colonial charm, cobblestone streets, sailboats, seafood, and history. It’s the perfect day trip for sightseeing, shopping, dining, and exploring the U.S. Naval Academy.

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Great Frogs Winery

This rustic-chic Annapolis winery, 35 minutes from Chesapeake Paradise, serves Maryland-grown wines in a cozy barn just minutes from the Bay.

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Forward Brewing

A garage-style microbrewery in Eastport serving inventive beers and laid-back vibes—35 minutes from Chesapeake Paradise.

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