Discover the Charm of Whimsicality in Annapolis

Baltimore Harbor Light

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

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.

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.

French Soldiers Monument

Explore history at the French Soldiers Monument in Annapolis, a tribute to the French contribution during the Revolutionary War, surrounded by serene gardens.

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.

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.

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.

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.

Jo Fleming Contemporary Art Gallery

Explore the vibrant world of modern art at Jo Fleming Contemporary Art Gallery in Annapolis, where creativity knows no bounds and inspiration awaits.

Shiplap House

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

Historic Inns of Annapolis

Discover the Historic Inns of Annapolis, where historical charm meets modern comfort amidst Maryland's captivating capital.

The Colonial Players

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

State House Cannon

Explore the State House Cannon in Annapolis, a historical landmark that showcases Maryland's military heritage and offers a glimpse into the past.

The Annapolis Pottery

Discover the artistry of handmade ceramics at The Annapolis Pottery, where local craftsmanship meets unique design in the heart of Maryland.

Downtown Annapolis Partnership

Experience the rich history and vibrant culture of Downtown Annapolis, a charming waterfront destination perfect for tourists seeking local delights.

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.

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.

Sandy Point Park Maintenance

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

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.

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.

Arnold Park

Explore the serene beauty of Arnold Park, Maryland – a perfect destination for relaxation, family fun, and outdoor adventures in nature.

Sandy Point Shoal Light

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

Greenbury Point Nature Center

Explore the natural beauty and tranquility of Greenbury Point Nature Center in Annapolis, a perfect retreat for nature lovers and outdoor adventures.

Governor Ritchie Scenic Overlook

Experience the beauty and history of the Governor Ritchie Scenic Overlook in Annapolis, where breathtaking views meet the legacy of World War II.

Maryland World War II Memorial

Visit the Maryland World War II Memorial in Annapolis for a serene tribute to valor and sacrifice, surrounded by beautiful landscapes and rich history.

Jonas Green Park Beach

Discover the serene beauty of Jonas Green Park Beach, a perfect escape for relaxation, picnics, and outdoor activities along the Chesapeake Bay.

Greenbury Point Conservation Area

Explore the natural beauty and serenity of Greenbury Point Conservation Area in Annapolis, a perfect outdoor escape for nature lovers and tourists.

Jonas and Anne Catharine Green Park

Explore the natural beauty and recreational charm of Jonas and Anne Catharine Green Park, a serene escape in Annapolis, Maryland.

Scenic Overlook

Discover the Scenic Overlook in Annapolis, Maryland, where breathtaking waterfront views and natural beauty await every traveler.

Red Hot & Blue Annapolis

Experience authentic Southern barbecue at Red Hot & Blue Annapolis with delicious smoked meats and vibrant atmosphere.

Cantler's Riverside Inn

Discover Cantler's Riverside Inn: A must-visit seafood haven in Annapolis offering fresh dishes and stunning waterfront views.

The Bayside Grill

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

The Ugly Pig

Experience delightful dining at The Ugly Pig in Annapolis – where local flavors meet innovative cuisine in a cozy atmosphere.

Severn Inn

Experience exquisite seafood dining at Severn Inn in Annapolis with stunning river views and locally inspired cuisine.

The Point Crab House & Grill

Experience fresh crab dishes in a casual waterfront setting at The Point Crab House & Grill in Arnold, Maryland.

Drydock Restaurant

Experience delicious seafood and classic American cuisine at Drydock Restaurant within Annapolis' historic Naval Academy.

Galway Bay Irish Restaurant and Pub

Discover authentic Irish flavors at Galway Bay Irish Restaurant and Pub in Annapolis – a cozy spot for delicious food and drinks.

McGarvey's

Experience the best seafood dining in Annapolis at McGarvey's - where fresh catches meet local charm.

Dock Street Bar & Grill

Discover delicious grilled cuisine at Dock Street Bar & Grill in Annapolis - where local flavors meet waterfront views.

Latitude 38° Waterfront Dining

Experience exceptional waterfront dining at Latitude 38° in Annapolis - where fresh seafood meets stunning views.

Middleton Tavern

Experience the essence of Annapolis at Middleton Tavern: A historic seafood haven with American favorites and stunning waterfront views.

Iron Rooster- Annapolis

Experience traditional American comfort food at Iron Rooster in Annapolis - where every meal feels like home.

Annapolis Market House

Experience Annapolis Market House: A vibrant culinary destination offering fresh seafood and local flavors in an inviting atmosphere.

Harry Browne's Restaurant

Experience fine American dining at Harry Browne's Restaurant in Annapolis - where exceptional cuisine meets historic charm.

Whimsicality

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

Wrabyn Boutique

Explore the chic elegance of Wrabyn Boutique in Annapolis, featuring trendy women's clothing, stylish accessories, and a warm shopping atmosphere.

Bon Vivant Antiques & Period Furnishings

Explore Bon Vivant Antiques in Annapolis for a unique collection of vintage treasures and period furnishings that capture history and charm.

One Petticoat Lane

Explore the eclectic charm of One Petticoat Lane, a consignment shop in Annapolis, offering unique fashion, accessories, and vintage treasures.

Revival Home & Gifts

Explore Revival Home & Gifts in Annapolis for unique antiques, curated gifts, and interior design inspiration, perfect for home decorators and gift seekers alike.

Antiques At Annapolis

Explore Antiques At Annapolis for a treasure trove of unique vintage items and eclectic finds in the heart of Maryland's historic city.

Emporium

Explore Emporium, Annapolis' premier antique store, brimming with unique vintage treasures and timeless collectibles.

Yorkshire Rose Collectibles Annapolis & Dixie Belle Paints

Explore Yorkshire Rose Collectibles in Annapolis for unique antiques and vintage treasures that tell a story and enrich your home decor.

Refresh

Explore Refresh Antique Store in Annapolis for a unique journey through vintage treasures and timeless collectibles.

Cupla

Explore Cupla in Annapolis for trendy clothing and unique gifts that capture the local style and creativity of Maryland.

Quaintrelle Boutique

Discover unique women's fashion and accessories at Quaintrelle Boutique in Pasadena, Maryland - a true haven for style enthusiasts.

Local By Design Downtown

Explore Local By Design Downtown - A Unique Gift Shop and Art Gallery Celebrating Annapolis' Artisan Community.

Object + Entropy

Object + Entropy: A treasure trove of unique antiques and collectibles in Annapolis, where every visit uncovers a story.

Silk Road Antiques

Explore Silk Road Antiques in Annapolis: A treasure trove of vintage finds and historical artifacts in a charming atmosphere.

Blue Crab Antiques, Inc.

Explore Blue Crab Antiques in Annapolis for unique vintage treasures and a charming shopping experience that captivates collectors and casual browsers alike.

Chessie's Wharf

Discover the flavors of Annapolis at Chessie's Wharf, where culinary excellence meets waterfront charm in a delightful dining experience.

Armadillos Restaurant

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

Heroes Pub

Discover Heroes Pub in Annapolis, where grill favorites and a vibrant bar atmosphere come together for an unforgettable dining experience.

Ponche Tiki Bar

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

Parley Room

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

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.

Harold Black - Annapolis

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

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.

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.

West End Grill

Discover the perfect blend of delicious food and sports excitement at West End Grill, Annapolis' favorite sports bar and restaurant.

Miller's Ale House

Discover Miller's Ale House in Annapolis for a delicious American dining experience, featuring a diverse menu and vibrant sports atmosphere.