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Savor the Bay: Discover Deale, Maryland's Best Waterfront Dining

Updated: Aug 5

Nestled along the western shore of the Chesapeake Bay, Deale, Maryland, is a hidden gem for boating enthusiasts and food lovers alike. This charming town offers a perfect blend of scenic beauty and delectable dining options, making it a prime destination for those who love to explore culinary delights by water. Whether you're sailing in for a day trip or planning a weekend getaway, Deale’s waterfront dining spots are sure to leave you with unforgettable memories.



Deale’s strategic location on the Chesapeake Bay provides easy access to some of the most picturesque waterways in the region. With numerous marinas and docking facilities, it’s a haven for boaters. After a day of cruising, fishing, or simply soaking in the sun, nothing beats docking at a waterfront restaurant and indulging in a delicious meal with a view.


Top Waterfront Dining Spots in Deale


Skipper's Pier Restaurant & Dock Bar

Skipper's Pier is a staple in Deale’s dining scene. Known for its casual atmosphere and stunning views of Rockhold Creek, this restaurant is a must-visit for boaters. With plenty of docking space, you can easily tie up and enjoy a meal on the expansive deck. The menu features a variety of seafood dishes, including their famous crab cakes, steamed crabs, and fresh oysters. Don’t miss the live music events, which add to the vibrant atmosphere.


Dockside Restaurant & Sports Bar

Situated right on the water, Dockside Restaurant & Sports Bar offers a relaxed setting with panoramic views of the creek. Boaters can take advantage of the ample dock space and step right into a world of mouthwatering seafood and American classics. The crab dip and shrimp tacos are crowd favorites. For sports enthusiasts, multiple TVs ensure you won’t miss any games while enjoying your meal.


Happy Harbor

Happy Harbor is another fantastic waterfront dining option in Deale. This spot combines a laid-back vibe with a menu that highlights local seafood. Boaters can dock conveniently and enjoy dishes like crab pretzels, seafood platters, and the catch of the day. The outdoor seating area provides a perfect vantage point for watching boats drift by and soaking in the serene environment.


Pirates Cove Restaurant & Dock Bar

Located just a short boat ride from Deale, Pirates Cove in Galesville is worth the trip. Known for its charming nautical theme and extensive menu, it’s a great place to dock and dine. Enjoy fresh seafood, steaks, and an impressive selection of wines and cocktails. The outdoor tiki bar is a hit among visitors, offering a lively atmosphere with live entertainment.


Tips for Boaters

  1. Check Dock Availability: Before heading to your chosen restaurant, it’s a good idea to call ahead and check for dock availability, especially on weekends and holidays.

  2. Secure Your Boat: Ensure your boat is securely docked and follow all marina and restaurant docking guidelines.

  3. Dress Appropriately: While most waterfront dining spots in Deale are casual, it’s always best to have a cover-up or light jacket, as evenings on the water can get chilly.

  4. Plan Your Route: Familiarize yourself with the waterways and any navigational challenges you might face. Having a reliable marine GPS can be very helpful.


Boating in Deale, Maryland, offers an ideal combination of adventure and indulgence. The town’s waterfront dining spots provide not only delicious meals but also a chance to immerse yourself in the natural beauty of the Chesapeake Bay. Whether you’re a local boater or visiting from afar, Deale’s culinary offerings by the water are sure to enhance your boating experience. So, set sail, dock at one of these fantastic restaurants, and savor the flavors of the bay.

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