Discover Craft Brews at Big Truck Farm Brewery

Watermen's Monument

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

Wye Island

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

Eastern Neck Island

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

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.

Eastern Bay

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

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.

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.

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.

Mitchell House

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

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.

Talbot Historical Society Mary Jenkins House

Explore the Talbot Historical Society Mary Jenkins House for an insightful journey through Easton’s rich history and cultural heritage.

Baltimore Harbor Light

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

Chestertown Historic District

Explore the rich history and charm of Chestertown Historic District, where every corner tells a story of Maryland's vibrant past.

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.

Queen Anne's Museum-Eastern

Explore the rich history and unique exhibits at Queen Anne's Museum, a hidden gem in Centreville, Maryland.

Wye Oak State Park

Explore Wye Oak State Park, a serene natural retreat in Maryland, perfect for hiking, wildlife watching, and enjoying the great outdoors.

The Wye Oak Marker

Explore the Wye Oak Marker in Wye Mills, Maryland, a historical landmark celebrating the legacy of America's grandest white oak tree.

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.

Holly Tree Trail

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

Dividing Creek Trail

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

Wye Island NRMA

Explore Wye Island NRMA, a picturesque nature preserve in Maryland, ideal for hiking, wildlife viewing, and enjoying the natural beauty of the Chesapeake Bay.

Wye Island kayak launch

Discover the natural tranquility and beautiful waterways at Wye Island Kayak Launch, a perfect spot for kayaking and outdoor adventures in Maryland.

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.

Mill Creek Sanctuary - MD Ornithological Society

Explore Mill Creek Sanctuary, a serene nature preserve in Maryland, perfect for birdwatching and enjoying the beauty of wildlife.

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.

Eastern Neck National Wildlife Refuge

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

Chesapeake Heritage & Visitors Center

Explore the Chesapeake Heritage & Visitors Center for an enriching experience of local history and stunning views of the Chesapeake Bay.

Yellow Trail

Explore the beauty of nature on the Yellow Trail in Queenstown, Maryland, where hiking meets tranquility amidst stunning landscapes.

Osage Trail

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

Hunter's Seafood and Market

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

The Jetty

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

Fisherman's Inn Restaurant

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

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 Crab Deck

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

Bay Shore Steam Pot

Experience authentic Chesapeake Bay seafood at Bay Shore Steam Pot - where fresh flavors meet warm hospitality in Centreville.

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.

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.

Doc's Riverside Grille

Discover delicious American cuisine at Doc's Riverside Grille in Centreville, MD—where comfort meets flavor by the riverside.

Dock House

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

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.

Queenstown Premium Outlets

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

Wye East Outfitters

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

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.

Maryland Wildlife Heritage Services

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

Mill Creek Farms

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

Wye Landing

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

Natural Resource Department

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

The Winery

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

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.

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.

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.

Charisma Clothing Boutique

Explore Charisma Clothing Boutique for a unique shopping experience in St. Michaels, MD, featuring stylish apparel and personalized service.

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.

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.

Harbor Shack

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

4 Dogs Brewing Co. & Pub

Discover a lively brewpub experience at 4 Dogs Brewing Co. & Pub in Easton, MD, with delicious craft beers, tasty bites, and a fun sports bar atmosphere.

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.

The Stewart

Experience fine dining at The Stewart in Easton, Maryland, where local ingredients meet culinary artistry in a sophisticated atmosphere.

Armadillos Restaurant

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

Dock Street Bar & Grill

Discover delicious grilled specialties and local craft beers at Dock Street Bar & Grill, a charming dining spot in Annapolis' historic waterfront.

Middleton Tavern

Discover over 200 years of history with fresh seafood and classic American dishes at Middleton Tavern, Annapolis's iconic waterfront restaurant.