The Jetty: A Seafood Paradise on the Water

Watermen's Monument

Experience the essence of Chesapeake Bay's fishing heritage at Watermen's Monument, a key historical landmark in Grasonville, Maryland.

Eastern Neck Island

Explore the tranquil beauty of Eastern Neck Island, a hidden gem in Maryland, perfect for nature lovers and outdoor adventures.

Eastern Bay

Explore Eastern Bay, Maryland: A tranquil escape with stunning views, outdoor adventures, and a serene atmosphere perfect for relaxation.

Bennett's Chapel Historical Site

Explore the serene Bennett's Chapel Historical Site in Queenstown, Maryland, and discover the rich heritage of the Bennett family in a tranquil setting.

Wye Island

Experience the natural wonders of Wye Island, a serene escape in Maryland, perfect for outdoor adventures and wildlife observation.

Wades Point Inn On The Bay

Discover the historic charm of Wades Point Inn On The Bay, your serene retreat on the stunning shores of Chesapeake Bay, Maryland.

Baltimore Harbor Light

Discover the historic Baltimore Harbor Light, a maritime beacon in Chesapeake Bay, steeped in rich history and breathtaking views.

Steamboat Building of CBMM

Explore the rich maritime heritage of the Chesapeake Bay at the Steamboat Building of CBMM in St. Michaels, Maryland, immersing yourself in unique history and culture.

Mitchell House

Explore the fascinating maritime heritage of St. Michaels at Mitchell House, a captivating museum showcasing the rich history of the Chesapeake Bay.

Waterman's Wharf

Explore the maritime history of St. Michaels at Waterman's Wharf, a captivating museum showcasing the Chesapeake Bay's rich cultural heritage.

Small Boat Shed

Explore the rich maritime heritage of the Chesapeake Bay at the Small Boat Shed Museum in St. Michaels, Maryland, a captivating destination for all ages.

Chesapeake Bay Maritime Museum Parking Lot

Explore the heart of St. Michaels, Maryland with easy access to the Chesapeake Bay Maritime Museum and the town’s vibrant attractions.

Armel-Leftwich Visitor Center

Explore the rich history and traditions of the U.S. Naval Academy at the Armel-Leftwich Visitor Center in Annapolis, Maryland.

Annapolis Waterfront Hotel, Autograph Collection

Discover unparalleled comfort and stunning views at the Annapolis Waterfront Hotel, where luxury meets the charm of Maryland's historic capital.

Flag House Inn

Experience the cozy charm of Flag House Inn in Annapolis, Maryland, where comfort meets rich history in a delightful bed and breakfast setting.

Chesapeake Bay Environmental Center

Explore the ecological treasures of the Chesapeake Bay at the Environmental Center, a family-friendly attraction with trails, exhibits, and a commitment to conservation.

Kent Island Heritage Society

Explore the rich maritime and cultural history of Kent Island at the Kent Island Heritage Society museum in Maryland.

Cascia Vineyards & Winery

Experience the beauty of Maryland's wine country at Cascia Vineyards & Winery, where exquisite wines and stunning landscapes await.

Old Love Point Park

Experience the beauty of nature at Old Love Point Park, a serene escape on the Chesapeake Bay with recreational activities and stunning views.

Stevensville Historic District

Discover the enchanting Stevensville Historic District, where history meets nature in a picturesque Maryland setting, perfect for every traveler.

Terrapin Nature Park

Explore the serene landscapes and diverse wildlife of Terrapin Nature Park, a prime destination for nature lovers and bird watchers in Maryland.

Eastern Neck National Wildlife Refuge

Explore the breathtaking Eastern Neck National Wildlife Refuge in Maryland, a remarkable sanctuary for wildlife and nature lovers alike.

Matapeake Park

Experience the natural beauty and tranquility of Matapeake Park, a picturesque destination on the Chesapeake Bay, perfect for outdoor fun and relaxation.

Wye Island Holly Tree

Explore the enchanting Wye Island Holly Tree, a historical landmark offering a serene escape and a glimpse into Maryland's rich heritage.

Holly Tree Trail

Discover the serene beauty of Holly Tree Trail in Queenstown, Maryland, a perfect hiking destination for nature lovers and adventure seekers.

Schoolhouse Woods Nature Trail

Discover the scenic Schoolhouse Woods Nature Trail in Queenstown, Maryland, where nature's beauty meets peaceful hiking adventures in a tranquil woodland setting.

Dividing Creek Trail

Discover the untouched beauty of Dividing Creek Trail in Queenstown, MD, a perfect hiking area for nature lovers and adventure seekers.

Osage Trail

Discover the tranquility of Osage Trail in Queenstown, Maryland, where nature's beauty and serene hiking paths await your exploration.

William Preston Lane Jr. Memorial Bay Bridge

Explore the stunning William Preston Lane Jr. Memorial Bay Bridge, an engineering marvel with breathtaking views of the Chesapeake Bay and surrounding parks.

William Preston Lane Jr. Memorial (Chesapeake) Bay Bridge

Discover breathtaking views and rich history at the William Preston Lane Jr. Memorial Bridge, a vital link across Chesapeake Bay.

The Jetty

Experience coastal charm at The Jetty in Grasonville—where fresh seafood meets breathtaking waterfront views.

Bridges Restaurant on Kent Narrows

Experience delightful American cuisine at Bridges Restaurant on Kent Narrows with stunning waterfront views perfect for every occasion.

Fisherman's Inn Restaurant

Experience the best seafood dining at Fisherman's Inn Restaurant in Grasonville – where freshness meets flavor in every bite.

Fisherman's Crab Deck

Discover delicious seafood at Fisherman's Crab Deck – where fresh catches meet breathtaking waterfront views in Grasonville.

The Narrows Restaurant

Discover The Narrows Restaurant in Grasonville – where exquisite seafood meets stunning waterfront views on Maryland's Eastern Shore.

The Big Owl

Experience the flavors of Maryland at The Big Owl – your go-to grill in Grasonville offering delicious dishes and warm hospitality.

Harris Crab House

Experience fresh crab dishes and stunning waterfront views at Harris Crab House - your ultimate seafood destination in Grasonville.

Red Eye's Dock Bar

Discover the perfect blend of delicious food, refreshing drinks, and stunning waterfront views at Red Eye's Dock Bar in Grasonville.

Dock House

Discover Dock House in Chester MD - A Seafood Paradise Offering Fresh Flavors and Stunning Waterfront Views.

Hunter's Seafood and Market

Discover the best seafood experience at Hunter's Seafood and Market in Grasonville - where freshness meets flavor!

Frix's Fire Grill

Experience authentic Brazilian cuisine at Frix's Fire Grill - where delicious grilled meats meet vibrant tropical flavors.

4 Sisters Kabob and curry

Discover the rich flavors of Pakistan and India at 4 Sisters Kabob and Curry – a culinary gem in Stevensville offering delicious kabobs and curries.

Rams Head Shore House

Experience the best of American cuisine at Rams Head Shore House in Stevensville—where great food meets lively entertainment by the bay.

Amalfi Coast Italian + Wine Bar

Experience authentic Italian flavors at Amalfi Coast Italian + Wine Bar – where every meal is a celebration of taste and culture.

BIG BATS CAFE

Experience the perfect blend of delicious cuisine and exciting sports at BIG BATS CAFE in Stevensville, MD.

The Winery

Discover a world of wines and liquors at The Winery in Chester, MD, where expert staff and extensive selections await every visitor.

Eastern Bay Trading Co

Explore unique antiques and vintage furniture at Eastern Bay Trading Co, a hidden gem in Grasonville, Maryland, perfect for treasure hunters and decor enthusiasts.

Half Full Gift Boutique

Explore an enchanting selection of local gifts and artisanal products at Half Full Gift Boutique in Stevensville, Maryland.

Shore Shop

Visit the Shore Shop in Stevensville, MD for all your convenience needs and local Maryland flavors, right on your travel route.

Queenstown Premium Outlets

Discover unbeatable deals and a wide selection of top brands at Queenstown Premium Outlets, Maryland's ultimate shopping destination.

The Market at the Chesapeake Bay Beach Club

Explore unique gifts and delicious café treats at The Market at the Chesapeake Bay Beach Club, where stunning views meet local charm.

Natural Resource Department

Discover the Natural Resource Department in Queenstown, Maryland, where conservation meets community engagement in the heart of nature.

Wye East Outfitters

Discover the thrill of hunting and outdoor adventures at Wye East Outfitters in Queenstown, Maryland, where nature meets excitement.

Maryland Wildlife Heritage Services

Discover Maryland's commitment to wildlife conservation at the Maryland Wildlife Heritage Services, a hub of knowledge and sustainability.

Wye Landing

Discover Wye Landing, the ultimate boat ramp for fishing, kayaking, and enjoying the serene beauty of Maryland's waterways.

Mill Creek Farms

Explore Mill Creek Farms: A vibrant produce market in Wye Mills, MD, showcasing fresh local produce and artisanal goods.

Whimsicality

Explore Whimsicality, a unique gift shop in Annapolis offering charming treasures and one-of-a-kind finds that capture local artistry.

Antiques On Talbot LLC

Explore Antiques On Talbot in St. Michaels, MD for a unique shopping experience filled with history and vintage treasures waiting to be discovered.

The Shops at Sea Captain's Cottage

Explore the unique charm of The Shops at Sea Captain's Cottage, where gifts, antiques, and jewelry reflect the essence of St. Michaels, Maryland.

Chesapeake Bay Outfitters

Shop at Chesapeake Bay Outfitters for trendy beachwear and accessories in St. Michaels, Maryland, and embrace the coastal lifestyle.

Adams Grille & Tap House Kent Island

Experience mouthwatering barbecue and a vibrant atmosphere at Adams Grille & Tap House on Kent Island, a culinary gem for all food lovers.

Pour House Pub

Experience the vibrant atmosphere and delicious offerings at Pour House Pub, Chester's favorite spot for food and fun.

Parrot Bar

Experience the lively charm of Parrot Bar in Chester, MD—where delicious grilled dishes meet a vibrant social atmosphere.

Big Truck Farm Brewery

Experience the charm of Big Truck Farm Brewery in Queenstown, MD, where craft beer meets local flavors in a picturesque setting.

Ten Eyck Brewing Company

Experience local craft beer and vibrant community spirit at Ten Eyck Brewing Company in Queenstown, MD.

Harbor Shack

Discover delectable seafood and vibrant entertainment at Harbor Shack, Rock Hall's premier dining destination with stunning waterfront views.

Purser's Pub

Experience the warm hospitality and vibrant local scene at Purser's Pub, a charming bar in St. Michaels, Maryland, perfect for relaxation and enjoyment.

Inn At Perry Cabin

Discover luxurious comfort and picturesque views at the Inn At Perry Cabin, a premier resort hotel in St. Michaels, Maryland.

The Treetop Lounge

Experience the serene ambiance of The Treetop Lounge in St. Michaels, where breathtaking views and expertly crafted cocktails await you.

The Fool's Lantern

Discover the charm and exquisite flavors of The Fool's Lantern, a must-visit restaurant in St. Michaels, Maryland, where culinary creativity meets local tradition.

Armadillos Restaurant

Experience the best of Annapolis dining at Armadillos Restaurant, where grill favorites and a lively bar atmosphere await.

McGarvey's

Experience the essence of Chesapeake Bay dining at McGarvey's, where fresh seafood meets vibrant atmosphere in historic Annapolis.

DARK HORSE

Discover the lively Dark Horse in Annapolis, a sports bar and restaurant offering delicious food, craft drinks, and a vibrant atmosphere for sports lovers.

Federal House Bar & Grille

Discover the vibrant flavors of American cuisine at the Federal House Bar & Grille, where seafood and hospitality meet in the heart of Annapolis.

Ponche Tiki Bar

Discover Ponche Tiki Bar in Annapolis, where tropical vibes meet creative cocktails in a vibrant atmosphere perfect for unwinding.