Explore the Historic Charm of the 1879 Hooper Strait Lighthouse

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.

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.

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.

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.

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.

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.

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.

Wye Island

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

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 Shore Infantry

Discover the Eastern Shore Infantry Historical Landmark in Cambridge, Maryland—a vital piece of Civil War history and a tribute to local heroes.

Dorchester County Historical Society

Discover the captivating history of Dorchester County at the Historical Society—where local heritage comes to life through engaging exhibits and rich artifacts.

Pirate Adventures on the Chesapeake

Experience the thrill of pirate life on the Chesapeake Bay with interactive boat tours perfect for families and adventurous spirits.

At Play on the Bay Exhibition, CBMM

Explore the rich maritime heritage of the Chesapeake Bay at the At Play on the Bay Exhibition in St. Michaels, Maryland – a must-see for art and history lovers.

Chesapeake Bay Maritime Museum - NORTH GATE

Explore the rich maritime history of the Chesapeake Bay at the captivating Chesapeake Bay Maritime Museum in St. Michaels, Maryland.

Patriot Cruises

Experience the beauty of the Chesapeake Bay with Patriot Cruises, where history and stunning scenery come together for an unforgettable adventure.

Oystering on the Chesapeake, CBMM

Explore the rich maritime heritage of the Chesapeake Bay through engaging exhibits and unique insights into the oystering industry.

CBMM Welcome Center Entrance

Discover the rich maritime heritage of the Chesapeake Bay at the Chesapeake Bay Maritime Museum in St. Michaels, Maryland.

Chesapeake Bay Maritime Museum

Explore the Chesapeake Bay's maritime history at the Chesapeake Bay Maritime Museum, where culture and nature converge for an unforgettable experience.

St Michaels Museum

Explore St. Michaels Museum: A treasure trove of maritime history and local culture nestled in the heart of St. Michaels, Maryland.

Meadow Observation Deck

Discover tranquility and breathtaking views at the Meadow Observation Deck in Wye Heights, Maryland - a perfect escape into nature.

Oxford Museum

Explore the Oxford Museum for an immersive experience into the maritime history and local culture of Maryland's Eastern Shore.

Osage Trail

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

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.

Tilghman Watermen's Museum

Explore the rich maritime history at Tilghman Watermen's Museum, celebrating the lives of Chesapeake Bay's brave watermen.

Yellow Trail

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

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.

The Original NE Boundary of Easton, MD

Explore the Original NE Boundary of Easton, MD - a historic site that encapsulates the town's rich history and cultural heritage.

The Crab Claw

Experience the best seafood dining at The Crab Claw in St. Michaels – where fresh flavors meet breathtaking waterfront views.

Harrison's Harbour Lights

Experience exquisite seafood dining at Harrison's Harbour Lights in St. Michaels - where local flavors meet stunning waterfront views.

Foxy's Harbor Grille

Experience exquisite dining at Foxy's Harbor Grille in St. Michaels - savor fresh seafood with breathtaking views of Chesapeake Bay.

Stars Restaurant

Experience fine dining at Stars Restaurant in St. Michaels—where exquisite American cuisine meets stunning waterfront views.

Corah's Corner

Experience authentic Eastern Shore cuisine at Corah's Corner - where fresh flavors meet charming ambiance in St. Michaels.

Carpenter Street Saloon

Discover Carpenter Street Saloon: A cozy American restaurant & bar in St. Michaels offering delightful cuisine & refreshing drinks in a charming setting.

Ruse

Discover Ruse in St. Michaels: A seafood lover's paradise offering fresh oysters and innovative cocktails in an inviting setting.

Limoncello Restaurant and Wine Bar

Experience authentic Italian cuisine in the heart of St. Michaels at Limoncello Restaurant and Wine Bar, where every meal is a celebration.

The Galley Restaurant & Bar

Discover the delightful flavors of St. Michaels at The Galley Restaurant & Bar - where fresh seafood meets local charm.

Bistro St. Michaels

Experience gourmet French cuisine at Bistro St. Michaels, where exceptional flavors meet elegant ambiance in charming St. Michaels.

Theo's Steaks, Sides & Spirits - St. Michaels

Experience exquisite steak dining at Theo's Steaks in St. Michaels - where culinary excellence meets warm hospitality.

Ava's Pizzeria & Wine Bar - St. Michaels

Experience mouthwatering pizzas and exquisite wines at Ava's Pizzeria & Wine Bar in charming St. Michaels, Maryland.

Chesapeake Landing

Experience the best of Maryland's seafood at Chesapeake Landing—where fresh flavors meet family-friendly dining in St. Michaels.

Osteria Alfredo

Experience authentic Italian cuisine at Osteria Alfredo in Easton, MD - where every dish tells a story.

Bas Rouge

Discover the art of French cuisine at Bas Rouge in Easton, MD - where elegance meets local flavor.

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.

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 Preppy Redneck

Discover unique gifts and local treasures at The Preppy Redneck in St. Michaels, Maryland—a must-visit for every traveler.

Charisma Clothing Boutique

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

American Holiday

Discover unique home goods and coastal treasures at American Holiday, a charming store in St. Michaels, Maryland.

The Christmas Shop

Discover the magic of the holiday season at The Christmas Shop in St. Michaels, where festive treasures and unique gifts await year-round.

High's

Discover convenience and charm at High's in St. Michaels, MD – your friendly stop for snacks, essentials, and local specialties.

Arrae

Discover unique gifts and home goods at Arrae, Easton's charming gift shop that captures the spirit of local shopping.

The Mercantile in Easton

Discover a stylish women's clothing store in Easton, MD, featuring curated fashion and unique accessories for every occasion.

Justamere Trading Post

Explore Justamere Trading Post in Easton, MD – a unique destination for tea lovers and seekers of Native American crafts.

Natural Resource Department

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

Two Pair Collectibles

Discover the ultimate trading card and collectibles destination at Two Pair Collectibles in Easton, Maryland—a paradise for enthusiasts and casual collectors alike.

Shoppes at Easton

Explore the Shoppes at Easton, a premier shopping mall in Maryland offering diverse retail, dining, and entertainment experiences for all.

Wye Landing

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

Inn At Perry Cabin

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

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.

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.

Robert Morris Inn

Experience historic charm and modern comfort at Robert Morris Inn, a premier destination for relaxation and fine dining in Oxford, Maryland.

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.

The Stewart

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

Parrot Bar

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

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.

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.

Pour House Pub

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

Snappers Waterfront Cafe & Tiki Bar

Discover Snappers Waterfront Cafe & Tiki Bar, a delightful waterfront dining experience featuring fresh seafood, family-friendly vibes, and stunning views in Cambridge, Maryland.

RAR Brewing

Savor the essence of craft beer and delicious cuisine at RAR Brewing in Cambridge, Maryland, where every sip and bite tells a story.

The LabRaRtory

Explore the vibrant cocktail culture at The LabRaRtory, where innovative drinks and a lively atmosphere await in Cambridge, MD.

Chesapeake Bay Motoring Festival

Experience the vibrant Chesapeake Bay Motoring Festival, showcasing stunning boats, engaging activities, and the spirit of maritime celebration.

Chesapeake Bay Beach Club

Experience the elegance of Chesapeake Bay Beach Club, a stunning venue for memorable events and celebrations amidst breathtaking waterfront views.

Hyatt Regency Chesapeake Bay Golf Resort, Spa And Marina

Unwind in luxury at Hyatt Regency Chesapeake Bay, where stunning views, world-class amenities, and a tranquil atmosphere await every traveler.

Peerless Rens Club

Experience the vibrant nightlife of Annapolis at Peerless Rens Club, where great music, lively crowds, and unforgettable nights await.

Annapolitan Club

Discover Annapolis' nightlife at the Annapolitan Club - a vibrant venue for dancing, music, and unforgettable experiences in Maryland.

Stan & Joe's Saloon

Experience the heart of Annapolis at Stan & Joe's Saloon, where delicious American cuisine meets live music and vibrant sports entertainment.

Level a small plates lounge

Experience the best of American and Chesapeake cuisine at Level, a vibrant small plates lounge in the heart of Annapolis.

Trophy Room

Experience the vibrant flavors and lively atmosphere at Trophy Room, Annapolis' premier restaurant and lounge, where local ingredients meet exquisite dining.

Heroes Pub

Experience the best of Annapolis at Heroes Pub, where delicious grilled favorites meet a vibrant bar atmosphere for an unforgettable dining experience.

Club 164

Experience the lively atmosphere and local entertainment at Club 164, an inviting lounge in Annapolis perfect for relaxation and good times.

The Corner Lounge

Experience the vibrant atmosphere and delicious drinks at The Corner Lounge, a must-visit bar in Upper Marlboro for all travelers.

Whispers

Experience the vibrant nightlife at Whispers, Seaford's top dance club, where music, dancing, and excitement come alive every night.

Fantasies Nightclub

Dive into the electrifying nightlife at Fantasies Nightclub, Baltimore's premier adult entertainment venue with live performances and a vibrant sports bar.

The Original Cancun Cantina

Experience the vibrant nightlife at The Original Cancun Cantina, Hanover's top destination for dancing, karaoke, and live music.

Invictus II Cigars

Discover a world of premium cigars and relaxing vibes at Invictus II Cigars in Waldorf, Maryland.