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Deale, MD

The Boathouse

Just a short drive from Chesapeake Paradise, The Boathouse at Anchored Inn in Deale, MD, is a laid-back waterfront hangout with live music, stunning Bay views, and a repurposed boat-turned-bar. Enjoy crab cakes, oysters, and fish tacos from The Galley food truck while relaxing on the outdoor patio overlooking the marina. A favorite among locals and visitors alike, it’s the perfect place to savor the flavors of the bay in a laid-back setting.

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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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Calvert Cliffs

Just under an hour from Chesapeake Paradise, Calvert Cliffs State Park offers dramatic 24-million-year-old fossil-bearing cliffs, a sandy beach, hiking trails, and the chance to find prehistoric shark teeth right along the shoreline. A hidden gem for nature lovers and adventure seekers alike.

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Chesapeake Beach Railway Trail

Take a walk through history and nature on the Chesapeake Beach Railway Trail, just 20 minutes from Chesapeake Paradise. This elevated boardwalk follows the path of the old railway that once connected D.C. to the glamorous resort town of Chesapeake Beach—now a peaceful trail through creekside marshlands and wildlife habitats.

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Beverly Triton Nature Park

Just 13 miles from Chesapeake Paradise (about 20 minutes by car), Beverly Triton Nature Park in Edgewater, MD, is a serene waterfront escape on the Chesapeake Bay. Enjoy passive recreation like walking trails, car-top boat launching, fishing, sandy beaches, and peaceful wooded paths—perfect for a quiet paddle or scenic stroll.

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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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North Beach

Just 15 minutes from Chesapeake Paradise, North Beach, Maryland offers small-town charm with a scenic boardwalk, sandy beach, local shops, and a weekend farmers market—perfect for a peaceful outing close to the water.

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Quiet Waters Park

Just 35 minutes from Chesapeake Paradise, Quiet Waters Park in Annapolis is a huge and lovely waterfront park with open meadows, wooded trails, playgrounds, and covered picnic areas. With seasonal ice skating, summer concerts, and its beloved Fairy House Trails, it’s a magical escape for families and nature lovers alike.

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Smithsonian Environmental Research Center (SERC)

Less than 15 minutes from Chesapeake Paradise, the Smithsonian Environmental Research Center (SERC) offers peaceful nature trails and engaging exhibits about Chesapeake Bay ecology—perfect for birdwatchers, hikers, and curious minds. Open weekdays 9–4 and Saturdays 9–3.

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Rise Up Coffee Roasters

Just 20 minutes from Chesapeake Paradise, Rise Up Coffee Roasters in Edgewater is a Maryland-born favorite serving organic, small-batch coffee with bold flavor and a local soul. A quick trip—and totally worth it for serious coffee lovers.

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