Savor the Flavors of the Shore at Libbey's Coastal Kitchen

Watermen's Monument

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

Baltimore Harbor Light

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

Eastern Neck Island

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

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.

Eastern Bay

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

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.

The Annapolis Inn

Discover the charm of Annapolis at The Annapolis Inn, a cozy bed & breakfast offering a perfect blend of comfort and history in Maryland's capital.

118 Maryland Ave

Explore the historic charm of 118 Maryland Ave in Annapolis, where rich heritage meets vibrant local culture in a picturesque waterfront setting.

James Brice House

Explore the James Brice House, a stunning Georgian mansion in Annapolis that reveals the rich history and architectural beauty of Maryland's colonial past.

Shiplap House

Experience the rich history and architectural beauty of Shiplap House in Annapolis, a must-see historical landmark showcasing colonial charm.

The Tripoli Monument

Explore The Tripoli Monument in Annapolis, a historical landmark honoring the bravery of U.S. naval officers and a symbol of maritime heritage.

Chase-Lloyd House

Explore the historic Chase-Lloyd House in Annapolis, a beautiful museum showcasing 18th-century architecture and the life of an Independence signer.

The Colonial Players

Experience captivating performances at The Colonial Players in Annapolis, Maryland, where community meets creativity in a unique theater setting.

The Governor Calvert House at Historic Inns of Annapolis

Discover the charm of Annapolis at The Governor Calvert House, a historical landmark offering a unique blend of heritage and modern comfort.

Stevensville Historic District

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

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.

Matapeake Park

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

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.

Cascia Vineyards & Winery

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

Kent Island Heritage Society

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

Sandy Point Shoal Light

Explore Sandy Point Shoal Light, a historic lighthouse in the Chesapeake Bay, showcasing maritime heritage and stunning bay views.

Flounder Pavilion Beach Front - Sandy Point State Park

Experience the beauty of Flounder Pavilion Beach Front at Sandy Point State Park, a perfect blend of nature, relaxation, and outdoor adventure in Maryland.

Chesapeake Heritage & Visitors Center

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

Sandy Point State Park

Explore Sandy Point State Park, a serene haven in Maryland offering stunning views of the Chesapeake Bay and endless outdoor activities for every nature lover.

Sandy Point State Park Youth Group Camp Ground

Discover the beauty of Sandy Point State Park Youth Group Camp Ground, a haven for nature lovers and adventure seekers alike.

Sandy Point Park Maintenance

Explore the natural beauty of Sandy Point Park in Annapolis, a perfect destination for families, outdoor enthusiasts, and nature lovers.

Corcoran Environmental Study Area

Discover the beauty of nature at Corcoran Environmental Study Area in Annapolis, MD, a serene state park perfect for outdoor adventures and relaxation.

Bay Head Park

Discover the natural beauty and recreational charm of Bay Head Park in Annapolis, Maryland—a perfect getaway for outdoor enthusiasts and nature lovers.

Libbey's Coastal Kitchen and Cocktails

Experience the best of Maryland's Eastern Shore at Libbey's Coastal Kitchen - where fresh seafood meets stunning waterfront views.

Knoxie's Table

Experience exquisite American and seafood cuisine at Knoxie's Table in Stevensville—where fine dining meets breathtaking waterfront views.

Stevensville Crab Shack

Experience authentic Eastern Shore cuisine at Stevensville Crab Shack - where fresh seafood meets friendly service in a picturesque setting.

BIG BATS CAFE

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

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.

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.

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.

Frix's Fire Grill

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

The Bayside Grill

Experience coastal charm and culinary excellence at The Bayside Grill in Annapolis – where local flavors meet breathtaking views.

Dock House

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

The Kentmorr Beach Bar & Grill

Experience fresh seafood and tiki bar vibes at The Kentmorr Beach Bar & Grill in Stevensville - A must-visit culinary escape!

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.

Harris Crab House

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

The Big Owl

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

The Narrows Restaurant

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

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.

Shore Shop

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

Half Full Gift Boutique

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

The Winery

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

Whimsicality

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

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.

Annapolis Maritime Antiques

Discover unique nautical antiques and vintage treasures at Annapolis Maritime Antiques, where maritime history comes alive in the heart of Annapolis.

Shoppe Details and Design

Discover unique home decor and gifts at Shoppe Details and Design, a charming boutique in Annapolis, Maryland, perfect for tourists seeking local treasures.

Guzzi Gifts Christmas Corner

Discover the festive charm of Guzzi Gifts Christmas Corner in Annapolis, your go-to destination for unique gifts and local treasures.

727 SAILBAGS STORE

Discover the artistry of nautical fashion at 727 Sailbags Store in Annapolis, where recycled sails become unique accessories and home goods.

The Pink Crab

Shop unique coastal fashion at The Pink Crab in Annapolis, where local charm meets exceptional style in a vibrant boutique setting.

Brightside Boutique- Annapolis

Explore Brightside Boutique in Annapolis for unique fashion, accessories, and local artisan gifts that embody the essence of Maryland's vibrant culture.

Hobo Flagship Store - Handbags, Wallets & Accessories

Explore the Hobo Flagship Store in Annapolis for premium leather handbags, wallets, and accessories crafted with care and style.

The Boathouse MD

Explore The Boathouse MD in Annapolis, a premier furniture store offering stylish and comfortable pieces to enhance your home decor.

Hats In the Belfry

Explore Hats In the Belfry in Annapolis for a unique selection of stylish hats perfect for every occasion, crafted with quality and care.

Parrot Bar

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

Pour House Pub

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

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.

Armadillos Restaurant

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

Ponche Tiki Bar

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

Acme Bar & Grill

Discover the vibrant flavors of Annapolis at Acme Bar & Grill, where great food and good times come together.

Castlebay Irish Pub

Discover the heart of Irish culture at Castlebay Irish Pub, Annapolis' premier destination for food, drinks, and live music.

Parley Room

Experience the best of Annapolis nightlife at Parley Room, where expertly crafted cocktails meet an elegant atmosphere for unforgettable evenings.

Drummer's Lot Pub

Discover the inviting atmosphere of Drummer's Lot Pub in Annapolis, where craft beers and classic pub fare await in a historic setting.

Harold Black - Annapolis

Discover the hidden gem of Annapolis at Harold Black, where craft cocktails and a vibrant atmosphere await you.

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.

Reynolds Tavern and 1747 Pub

Experience the rich history and delicious cuisine at Reynolds Tavern and 1747 Pub, a historic gem in Annapolis, Maryland.

Rams Head Tavern

Discover the lively Rams Head Tavern in Annapolis, where American cuisine meets local craft beers in a vibrant atmosphere.

Stan & Joe's Saloon

Discover the lively atmosphere of Stan & Joe's Saloon in Annapolis, featuring American cuisine, live music, and a spirited sports bar vibe.

Trophy Room

Discover Trophy Room in Annapolis, a vibrant bar and restaurant offering delicious cuisine and refreshing drinks in a lively atmosphere.