Discover Culinary Delights at Libbey's Coastal Kitchen and Cocktails

Watermen's Monument

Explore Watermen's Monument in Grasonville, MD—a tribute to the Chesapeake Bay's watermen and a serene spot for history and nature lovers.

Baltimore Harbor Light

Explore the historic Baltimore Harbor Light, a symbol of maritime heritage offering stunning views and a glimpse into the past on the Chesapeake Bay.

Eastern Neck Island

Experience the serene beauty of Eastern Neck Island, a hidden gem in Maryland, known for its stunning landscapes and abundant wildlife.

Armel-Leftwich Visitor Center

Explore Annapolis through the lens of history at the Armel-Leftwich Visitor Center, your gateway to the Naval Academy and beyond.

Eastern Bay

Experience the tranquility of Eastern Bay, Maryland - a hidden gem perfect for outdoor adventures, scenic views, and peaceful moments by the water.

Annapolis Waterfront Hotel, Autograph Collection

Experience luxury and stunning waterfront views at the Annapolis Waterfront Hotel, your perfect getaway in the heart of Maryland.

Flag House Inn

Discover comfort and charm at Flag House Inn, a delightful bed and breakfast in the heart of historic Annapolis, Maryland.

The Annapolis Inn

Discover the charm of Annapolis at The Annapolis Inn, your home away from home in this historic coastal city.

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

Experience the rich history and stunning architecture of the James Brice House, a must-see historical landmark in Annapolis, Maryland.

Shiplap House

Explore Shiplap House, a stunning historical landmark in Annapolis, offering a glimpse into the city's rich architectural heritage and vibrant local culture.

The Tripoli Monument

Explore the Tripoli Monument in Annapolis, a historical landmark honoring U.S. Navy heroes and a symbol of American maritime legacy.

Chase-Lloyd House

Explore the Chase-Lloyd House in Annapolis, a historic treasure showcasing 18th-century architecture and the story of a Declaration signer.

The Colonial Players

Discover the vibrant world of live theater at The Colonial Players in Annapolis, where captivating performances and community spirit come together.

The Governor Calvert House at Historic Inns of Annapolis

Discover the charm of The Governor Calvert House, a historical landmark in Annapolis, where Maryland's rich colonial history meets modern hospitality.

Stevensville Historic District

Discover the enchanting Stevensville Historic District, where history meets nature in a charming Maryland setting.

Old Love Point Park

Explore the tranquility of Old Love Point Park in Stevensville, Maryland, where nature meets recreation along the Chesapeake Bay.

Matapeake Park

Explore the natural beauty of Matapeake Park, a serene Chesapeake Bay retreat with stunning views and recreational activities for all ages.

William Preston Lane Jr. Memorial (Chesapeake) Bay Bridge

Experience the stunning views and rich history of the Chesapeake Bay at the iconic William Preston Lane Jr. Memorial Bridge in Maryland.

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.

Cascia Vineyards & Winery

Discover the beauty and flavors of Cascia Vineyards & Winery, a charming destination in Stevensville, Maryland, perfect for wine lovers and tourists alike.

Kent Island Heritage Society

Explore the Kent Island Heritage Society, a museum showcasing the rich maritime history and cultural heritage of Kent Island, Maryland.

Sandy Point Shoal Light

Explore the historic Sandy Point Shoal Light, a maritime gem in Annapolis, offering stunning views and a glimpse into the region's nautical history.

Flounder Pavilion Beach Front - Sandy Point State Park

Experience the beauty and tranquility of Flounder Pavilion Beach Front at Sandy Point State Park, a family-friendly haven in Annapolis, Maryland.

Chesapeake Heritage & Visitors Center

Explore Maryland's Eastern Shore history at the Chesapeake Heritage & Visitors Center, a gateway to the rich cultural heritage and natural beauty of the region.

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 serene destination for camping, adventure, and bonding by the Chesapeake Bay.

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

Explore the tranquility and natural beauty of Corcoran Environmental Study Area in Annapolis, Maryland, a perfect escape for nature lovers and outdoor enthusiasts.

Bay Head Park

Discover the serene beauty of Bay Head Park in Annapolis, a perfect blend of nature and tranquility for every traveler.

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.