Discover the Charm of The Wheel House Beer Garden

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.

Eastern Bay

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

Chesapeake Bay Maritime Museum Parking Lot

Explore the Chesapeake Bay Maritime Museum and the charming town of St. Michaels, Maryland, from this convenient parking lot.

Mitchell House

Immerse yourself in the maritime history of St. Michaels at Mitchell House, a captivating museum on the shores of the Chesapeake Bay.

Steamboat Building of CBMM

Explore the maritime history of the Chesapeake Bay at the Steamboat Building of CBMM in St. Michaels, a treasure trove of exhibits and artifacts.

Waterman's Wharf

Explore Waterman's Wharf, a maritime museum in St. Michaels, MD, showcasing the Chesapeake Bay's rich history and vibrant waterman culture.

Small Boat Shed

Explore the rich maritime heritage of the Chesapeake Bay at the Small Boat Shed, a captivating museum in St. Michaels, Maryland.

Shlagel Farms

Experience the charm of Shlagel Farms in Waldorf, Maryland, where you can pick fresh produce and enjoy family-friendly activities on a working farm.

FREE! Annapolis Walking Tour

Discover Annapolis' rich history and stunning architecture on a captivating free walking tour, perfect for tourists seeking unique experiences.

Destination Southern Maryland

Explore Southern Maryland's rich heritage through captivating historical sites and vibrant cultural experiences, perfect for every history enthusiast.

Belt Woods Natural Environment Area

Explore the serene beauty of Belt Woods Natural Environment Area, a hidden gem in Bowie, Maryland, perfect for hiking, picnicking, and nature observation.

Pinefield Community Park

Explore Pinefield Community Park in Waldorf, MD - a serene destination for nature lovers and families, featuring trails, playgrounds, and beautiful green spaces.

Maryland State Museum

Explore Maryland's history at the Maryland State Museum, a captivating destination showcasing the state's rich cultural heritage through interactive exhibits.

Annapolis Waterfront Hotel, Autograph Collection

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

Annapolis Harbor

Explore Annapolis Harbor, a charming waterfront destination rich in maritime history, stunning views, and vibrant culture in Maryland.

Bayside History Museum

Explore the captivating history of the Chesapeake Bay at the Bayside History Museum in North Beach, Maryland, a charming destination for history buffs.

Chesapeake Beach

Experience the scenic beauty and vibrant culture of Chesapeake Beach, Maryland, where adventure meets relaxation on the stunning Chesapeake Bay waterfront.

Chesapeake Beach Water Park

Experience the thrill of water slides and relaxation at Chesapeake Beach Water Park, the ultimate family-friendly attraction in Maryland.

Chesapeake Beach Railway Trail Trailhead

Explore the Chesapeake Beach Railway Trail, a serene park offering breathtaking views, rich history, and vibrant nature perfect for outdoor adventures.

Chesapeake Beach Railway Museum

Explore the rich railroad history of Chesapeake Beach at the charming Railway Museum, a must-visit tourist attraction for all ages.

Dunkirk District Park

Explore Dunkirk District Park in Maryland, a family-friendly destination with sports fields, playgrounds, and scenic picnic spots for an unforgettable outdoor experience.

Merkle Wildlife Sanctuary

Explore the tranquil beauty of Merkle Wildlife Sanctuary, a haven for wildlife enthusiasts and nature lovers in Maryland's stunning landscapes.

Captain Avery Museum

Explore local history at the Captain Avery Museum, a charming destination along the Chesapeake Bay showcasing maritime culture and heritage.

Robin Hill Farm and Vineyards

Experience the serene beauty of Robin Hill Farm and Vineyards, where exquisite wines meet lush landscapes in Brandywine, Maryland.

Jug Bay Wetlands Sanctuary

Discover the breathtaking beauty and biodiversity of Jug Bay Wetlands Sanctuary, a premier nature preserve in Maryland ideal for outdoor adventures and wildlife observation.

Patuxent Rural Life Museums

Explore the rich agricultural heritage of Maryland at the Patuxent Rural Life Museums, a family-friendly destination showcasing local history and culture.

Tilghman Watermen's Museum

Explore the rich maritime culture of Maryland at Tilghman Watermen's Museum, a captivating tourist attraction celebrating local watermen and their traditions.

Romano Vineyard & Winery

Explore the scenic beauty and exquisite wines at Romano Vineyard & Winery in Brandywine, Maryland, a perfect getaway for wine enthusiasts.

Janemark Winery & Vineyard

Experience the beauty and flavors of Janemark Winery & Vineyard in Brandywine, MD, a perfect destination for wine lovers and nature enthusiasts.

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.

Baia Coastal Italian Kitchen & Wine Bar

Experience the best of authentic Italian dining at Baia Coastal Kitchen & Wine Bar in Chesapeake Beach - where every meal is a culinary delight.

Traders Seafood Steak & Ale

Experience fresh seafood and succulent steaks at Traders Seafood Steak & Ale in Chesapeake Beach – where great food meets stunning bay views.

Rod 'N' Reel Restaurant

Experience coastal charm at Rod 'N' Reel Restaurant in Chesapeake Beach—your destination for fresh seafood and stunning bay views.

1936 Bar & Grill

Experience local flavors at 1936 Bar & Grill in Chesapeake Beach – where great food meets stunning waterfront views.

Chesapeake Market & Deli

Discover Chesapeake Market & Deli - Your go-to spot for delicious American cuisine in scenic North Beach.

Abners Crab House

Experience Maryland's finest seafood at Abner's Crab House in Chesapeake Beach – where fresh crabs meet stunning waterfront views.

Ketch 22

Discover Ketch 22: A delightful dining experience with breathtaking views and exceptional Chesapeake cuisine in North Beach.

Skipper's Pier Restaurant & Dock Bar

Experience the best crab dishes and fresh seafood with breathtaking waterfront views at Skipper's Pier Restaurant & Dock Bar in Maryland.

Pirates Cove Restaurant and Dock Bar

Experience delightful seafood dining at Pirates Cove Restaurant and Dock Bar with stunning waterfront views in Galesville, Maryland.

Tickler's Crab Shack & Restaurant

Experience authentic Chesapeake Bay seafood at Tickler's Crab Shack & Restaurant - where every bite tells a story.

Chesapeake Landing

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

Annapolis Smokehouse And Tavern

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

Main & Market

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

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!

Yellowfin Steak & Fish House, Edgewater Maryland

Discover the taste of Maryland at Yellowfin Steak & Fish House – where fresh seafood meets premium steak in a cozy setting.

The Shops at Parkers Creek

Explore The Shops at Parkers Creek for a unique shopping experience featuring boutiques, recycled furniture, and local treasures in scenic Maryland.

Token

Discover Token in Edgewater, Maryland - your go-to hub for trading cards, board games, and gaming events, perfect for enthusiasts and newcomers alike.

Bay Country Crabbing Supply and Tackle

Experience the best in fishing supplies and outdoor gear at Bay Country Crabbing Supply and Tackle in Edgewater, 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.

American Holiday

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

Charisma Clothing Boutique

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

Chesapeake Bay Outfitters

Shop at Chesapeake Bay Outfitters for trendy beachwear and accessories in St. Michaels, Maryland, and embrace the coastal lifestyle.

The Preppy Redneck

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

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.

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.

Eastport Shopping Center

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

High's

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

HERE. a pop-up shop

Explore HERE. a pop-up shop for unique gifts and local artistry, showcasing a delightful array of handcrafted treasures and memorable souvenirs.

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.

Art Things

Discover your artistic side at Art Things, Annapolis' premier art supply store, where creativity meets community and inspiration abounds.

The Wheel House Beer Garden

Experience the vibrant atmosphere of The Wheel House Beer Garden, featuring craft brews, local art, and live music in the heart of North Beach.

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.

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 Treetop Lounge

Experience the serene ambiance of The Treetop Lounge in St. Michaels, where breathtaking views and expertly crafted cocktails await you.

Grapes Wine Bar & Restaurant

Discover the perfect fusion of exquisite wines and gourmet dining at Grapes Wine Bar & Restaurant in Annapolis, Maryland.

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.

Trophy Room

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

Acme Bar & Grill

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

Reynolds Tavern and 1747 Pub

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

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.

Castlebay Irish Pub

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

Rams Head Tavern

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

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.

Parley Room

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