Experience Coastal Charm at The Kentmorr Beach Bar & Grill

Eastern Bay

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

Wades Point Inn On The Bay

Experience the charm of Wades Point Inn On The Bay, a historical retreat offering cozy accommodations and stunning Chesapeake Bay views.

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.

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.

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.

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.

James Brice House

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

Downtown Annapolis Partnership

Explore Annapolis's vibrant culture and rich heritage with the Downtown Annapolis Partnership, your guide to the city's hidden treasures and local events.

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 Annapolis Pottery

Discover unique handmade pottery and connect with local artisans at The Annapolis Pottery, a charming destination for art enthusiasts in Annapolis, Maryland.

Historic Inns of Annapolis

Discover the enchanting Historic Inns of Annapolis, where history, elegance, and comfort blend seamlessly for an unforgettable stay in Maryland's capital.

Old Treasury Building

Discover the Old Treasury Building in Annapolis, Maryland: A historical museum showcasing the rich heritage of the 1700s with engaging exhibits for all ages.

State House Cannon

Explore the rich history of the State House Cannon in Annapolis, a captivating landmark symbolizing the city’s military past and heritage.

Thomas Point Shoal Lighthouse

Explore the historic Thomas Point Shoal Lighthouse, a stunning Chesapeake Bay landmark rich in maritime heritage, stunning views, and serene surroundings.

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.

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.

Stevensville Historic District

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

Thomas Point Park

Experience the tranquility of Thomas Point Park, where stunning views and nature's beauty await in Annapolis, Maryland.

Kent Island Heritage Society

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

Terrapin Nature Park

Discover Terrapin Nature Park: A breathtaking nature preserve in Stevensville, Maryland, perfect for birdwatching, hiking, and family outings amidst stunning landscapes.

Old Love Point Park

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

Greenbury Point Conservation Area

Explore the natural beauty and historical charm of Greenbury Point Conservation Area in Annapolis, MD, a tranquil escape for nature lovers.

Annapolis Maritime Museum - Park Campus

Explore the maritime history and stunning waterfront views at the Annapolis Maritime Museum - Park Campus, a must-visit for all tourists in the area.

Ellen O Moyer Nature Park

Explore Ellen O Moyer Nature Park in Annapolis, MD - a serene escape featuring scenic trails, vibrant wildlife, and perfect picnic spots for nature lovers.

Greenbury Point Nature Center

Discover the beauty of nature at Greenbury Point Nature Center in Annapolis, MD, featuring scenic trails, wildlife, and stunning views of the Chesapeake Bay.

Mayo Beach Park

Discover the natural beauty of Mayo Beach Park, a perfect retreat by the Chesapeake Bay with sandy beaches, picnic areas, and scenic trails.

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.

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!

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.

Stevensville Crab Shack

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

Knoxie's Table

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

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.

Beacon Waterfront

Discover a culinary gem at Beacon Waterfront where fresh seafood meets breathtaking views of Chesapeake Bay.

The Bayside Grill

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

Main & Market

Experience delicious American cuisine at Main & Market in Annapolis – where comfort food meets artisanal baking in a cozy atmosphere.

Annapolis Smokehouse And Tavern

Experience authentic Maryland barbecue at Annapolis Smokehouse and Tavern – where great flavors meet warm hospitality.

Davis' Pub

Experience authentic Maryland charm at Davis' Pub—your go-to destination for delicious food and drinks in Annapolis.

The Big Owl

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

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.

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.

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.

Eastport Shopping Center

Explore Eastport Shopping Center in Annapolis, a vibrant shopping mall offering an eclectic mix of stores and delightful dining experiences.

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.

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.

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.

Naptown Clothing Co Inc

Discover unique clothing styles that reflect Annapolis' vibrant culture at Naptown Clothing Co Inc, a must-visit store for fashion enthusiasts.

The Boathouse MD

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

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.

The Pink Crab

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

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.

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.

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.

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.