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Annapolis

Yellowfin Steak & Fish House

For a more upscale, romantic meal or 1/2 price happy hour seafood etc. with great views of the sunset! Just north of the South River Bridge on your way to Annapolis--about 20 minutes from here on Route 2.

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Stan and Joes Riverside

Just 15 minutes from Chesapeake Paradise, Stan and Joe’s Riverside in Galesville sits at the end of a pier, serving whole crabs, classic bar fare, and cold drinks in a casual waterfront setting—open later than most spots nearby.

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Chart House

Exclusive resort-locale chain in historic boat storage building on water across from the Annapolis City Dock in Eastport. Fun to take the water taxi from downtown (or drive over). 410-268-7166

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Carrol's Creek Cafe

Really fantastic upscale Sunday brunch and romantic dinner spot on the water in Eastport, across from the Annapolis City Dock. Call for reservations: 410-761-0966.

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49 West Coffeehouse, Winebar & Gallery

One of my favorite Annapolis spots past the top of main tourist street. Fresh, simple dishes, desserts, breakfasts. Nice atmosphere. Live music on weekends and sometimes Sunday afternoons.

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South County Cafe

Nearby coffee/breakfasts. Very close (3 minutes). Also good lunch, dinner, and carry-out deli. Not fancy but clean and bright, sit in or outside. Great breakfasts, baked goods. Try Rockfish Bites!

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Mike’s Crab House Riva

About 20 minutes from Chesapeake Paradise, Mike’s Crab House in Riva, MD, serves fresh steamed crabs, seafood platters, and waterfront views—perfect for dining in or picking up crabs to enjoy back at the property.

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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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