Along the Chesapeake Bay, dining is more than just a meal—it’s an experience shaped by fresh breezes, glistening waters, and classic coastal flavors. From crab houses to elegant waterfront dining rooms, these restaurants capture the spirit of the Bay.
Whether you arrive by car or by boat, each spot offers local seafood, scenic views, and a sense of place that makes it unforgettable. With sunset backdrops, salty air, and flavors pulled straight from the water, these are restaurants where the setting is as memorable as the food.
Harrison’s Harbor Watch – Ocean City, MD
Harrison’s Harbor Watch is more than a restaurant—it’s a vantage point into nature’s artistry. Perched at the southern end of Ocean City, this dining spot is famed for exquisite views of the Atlantic Ocean. The ambiance is filled with nautical charm, as laughter and clinking glasses mingle with the call of seagulls.
Craving seafood? Their fresh oysters are a must-try, perfectly paired with the ocean’s serenade. Don’t miss the chance to savor their Maryland crab cakes, a local favorite that enhances any visit. The experience is a feast for both the eyes and the palate.
The Crab Claw – St. Michaels, MD
Nestled in historic St. Michaels, The Crab Claw delights with its rustic setting and mouthwatering seafood. Picture yourself cracking open a freshly steamed crab as sailboats drift by. The casual atmosphere invites you to relax and enjoy the simplicity of Eastern Shore life.
Every table at this beloved establishment offers panoramic views of the Miles River. It’s a place where time slows down, allowing you to savor every bite and every moment. Their rich clam chowder is another highlight, offering a comforting taste of Maryland’s culinary heritage.
Chesapeake Inn Restaurant & Marina – Chesapeake City, MD
At Chesapeake Inn Restaurant & Marina, elegance meets maritime tradition. Situated along the C&D Canal, this locale is perfect for those who appreciate both fine dining and boating. The marina bustles with activity, adding an exciting backdrop to your culinary journey.
Seafood lovers will appreciate the variety, from succulent shrimp to perfectly seared scallops. The sunset views are spectacular, providing the perfect setting for a romantic dinner. Whether arriving by car or by boat, guests can expect an evening filled with flavor and charm.
Cantler’s Riverside Inn – Annapolis, MD
Cantler’s Riverside Inn is a haven for crab enthusiasts, located just outside Annapolis. This beloved spot is where locals gather for authentic Maryland crab feasts. Picture a summer afternoon, hands sticky from crab seasoning, laughter echoing across the Severn River.
The setting is rustic and welcoming, perfect for families and friends. Beyond the crabs, they offer a variety of seafood dishes that celebrate the Chesapeake’s bounty. It’s a slice of Maryland’s cultural heritage, where the simple joys of life are savored alongside the river’s tranquil flow.
Waterman’s Crab House – Rock Hall, MD
In Rock Hall, Waterman’s Crab House is a lively destination for seafood lovers. Imagine the excitement of a crab feast on their deck, with the Chesapeake Bay as your backdrop. The atmosphere is vibrant, a mix of locals and visitors sharing stories over steaming plates of blue crabs.
They pride themselves on serving fresh catches, ensuring each meal is a true taste of Maryland’s waters. Beyond crabs, the menu features a range of seafood delights, best enjoyed with a cold drink as the sunset paints the sky.
Suicide Bridge Restaurant – Hurlock, MD
Despite its name, Suicide Bridge Restaurant offers a beautiful, serene escape on the Choptank River. Known for its rich history and even richer flavors, it’s a place where stories are as plentiful as the seafood platters. Diners enjoy a tranquil setting where the river whispers tales of the past.
The menu is a celebration of local flavors, with crab imperial and stuffed flounder as highlights. The charm of this place is undeniable, where each visit feels like stepping into a cherished tradition shared by generations.
The Shanty – Cape Charles, VA
The Shanty, in Cape Charles, offers a laid-back vibe that’s hard to resist. This rustic seafood spot invites you to kick back and enjoy the simple pleasures of life by the bay. Known for its fresh catches and creative cocktails, it’s a favorite among locals and tourists alike.
The sunsets here are particularly mesmerizing, casting a warm glow over the coastline. Whether you’re indulging in a shrimp po’ boy or sipping a local brew, the experience is delightfully unpretentious, capturing the heart of coastal living.
Tides Inn – Irvington, VA
Elegance and tranquility define Tides Inn, located in Irvington, VA. This charming spot offers an upscale dining experience where the Rappahannock River provides a stunning backdrop. The menu is thoughtfully crafted, featuring dishes that highlight local and seasonal ingredients.
Guests are treated to impeccable service in a setting that exudes grace and relaxation. Whether dining al fresco or in their classic interior, the views are as exquisite as the cuisine. It’s a haven for those seeking a refined escape into nature and culinary excellence.
Oyster Farm Seafood Eatery – Cape Charles, VA
In Cape Charles, Oyster Farm Seafood Eatery is a modern gem on the waterfront. Known for its fresh oysters, harvested just moments away, this spot offers a contemporary dining experience with a view. Imagine savoring briny oysters paired with a crisp glass of wine, all while watching the sun dip below the horizon.
The restaurant’s sleek design complements the natural beauty outside, creating a harmonious setting. Each dish on the menu is a tribute to the bay’s rich offerings, making it a must-visit for seafood aficionados.