Chesapeake Market & Deli: A Taste of American Comfort

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.

Eastern Bay

Explore Eastern Bay, Maryland: A tranquil escape with stunning views, outdoor adventures, and a serene atmosphere perfect for relaxation.

FREE! Annapolis Walking Tour

Explore the historic beauty of Annapolis with a free walking tour, uncovering stories, architecture, and vibrant culture in Maryland's charming capital.

Belt Woods Natural Environment Area

Explore the tranquility of Belt Woods Natural Environment Area in Bowie, Maryland, where nature's beauty and serenity await every visitor.

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

Discover unparalleled comfort and stunning views at the Annapolis Waterfront Hotel, where luxury meets the charm of Maryland's historic capital.

Annapolis Harbor

Experience the scenic beauty and rich history of Annapolis Harbor, where the past meets vibrant waterfront life in Maryland.

Ego Alley

Discover the charm of Ego Alley in Annapolis, where vibrant marina life meets rich history, making it the perfect spot for relaxation and exploration.

Gallery 57 West

Explore the vibrant art scene at Gallery 57 West in Annapolis, showcasing local artists and diverse artworks in a charming atmosphere.

The Annapolis Collection Gallery

Explore the vibrant art scene at The Annapolis Collection Gallery, showcasing unique pieces that celebrate the rich culture and heritage of Maryland.

Rams Head On Stage

Experience the best of live music in Annapolis at Rams Head On Stage, where great performances meet a vibrant atmosphere.

Twisted history tavern tour

Explore Annapolis's rich history through its taverns on the Twisted History Tavern Tour, where every drink tells a story of the past.

McBride Gallery

Explore the vivid artistry and unique collections at McBride Gallery in Annapolis, Maryland – a must-visit for art lovers.

Watermark Tours, Charters, Cruises

Discover the beauty of Chesapeake Bay with Watermark Tours, offering scenic boat trips, live music, and unforgettable views in Annapolis.

Colonial Annapolis Historic District

Discover the rich history and stunning architecture of Colonial Annapolis Historic District, a must-visit destination in Maryland's capital.

Bayside History Museum

Explore the captivating local history at Bayside History Museum, a charming destination in North Beach, Maryland, perfect for history enthusiasts and curious travelers.

Chesapeake Beach

Experience the beauty and charm of Chesapeake Beach, Maryland - a perfect destination for relaxation and adventure by the bay.

Chesapeake Beach Veterans Memorial Park

Immerse yourself in the beauty and history of Chesapeake Beach Veterans Memorial Park, where nature and honor converge with breathtaking views of the bay.

Chesapeake Beach Water Park

Experience the ultimate family fun at Chesapeake Beach Water Park with thrilling slides, relaxing pools, and beachside views in Maryland.

Chesapeake Beach Railway Trail Trailhead

Discover the Chesapeake Beach Railway Trail, a serene escape for outdoor enthusiasts and families in Maryland, rich in natural beauty and history.

Chesapeake Beach Railway Museum

Explore the rich history of rail travel at the Chesapeake Beach Railway Museum, a charming destination for history buffs and families alike.

Dunkirk District Park

Discover Dunkirk District Park, a recreational paradise in Maryland featuring sports fields, playgrounds, and scenic trails for all ages.

Captain Avery Museum

Discover the maritime history and natural beauty of the Chesapeake Bay at Captain Avery Museum in Shady Side, Maryland.

Merkle Wildlife Sanctuary

Experience nature at Merkle Wildlife Sanctuary, a peaceful state park in Maryland perfect for wildlife viewing, hiking, and enjoying the great outdoors.

Jug Bay Wetlands Sanctuary

Discover the breathtaking beauty of Jug Bay Wetlands Sanctuary, a nature preserve that offers diverse ecosystems and rich wildlife experiences in Maryland.

Patuxent River Park - Jug Bay Natural Area

Explore the natural beauty and wildlife of Patuxent River Park - Jug Bay Natural Area, a serene retreat just outside of Upper Marlboro, Maryland.

Patuxent Rural Life Museums

Explore the agricultural heritage of Maryland at Patuxent Rural Life Museums, where history and tradition come alive in a serene rural setting.

Robin Hill Farm and Vineyards

Experience the beauty and flavors of Robin Hill Farm and Vineyards in Brandywine, Maryland, where exquisite wines and stunning scenery await.

Romano Vineyard & Winery

Explore Romano Vineyard & Winery in Brandywine, MD, where exquisite wines meet breathtaking views in a serene vineyard setting.

Tilghman Watermen's Museum

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

Chesapeake Market & Deli

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

Ketch 22

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

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.

Abners Crab House

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

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.

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.

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 Kentmorr Beach Bar & Grill

Experience fresh seafood and tiki bar vibes at The Kentmorr Beach Bar & Grill in Stevensville - A must-visit culinary escape!

Beacon Waterfront

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

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 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.

Eastport Shopping Center

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

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.

Jambe La Leyenda

Explore Jambe La Leyenda for a unique selection of Western apparel and accessories in Annapolis, Maryland, perfect for adding flair to your wardrobe.

Art Things

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

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.

Annapolis Maritime Antiques

Discover unique nautical antiques and vintage treasures at Annapolis Maritime Antiques, where maritime history comes alive in the heart of Annapolis.

All The Rage Vintage

Explore unique vintage styles at All The Rage Vintage in Annapolis, where timeless fashion meets modern flair and every piece tells a story.

Charisma Clothing Boutique

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

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.

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 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.

Grapes Wine Bar & Restaurant

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

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.

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.

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.

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.

Castlebay Irish Pub

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

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.

Harold Black - Annapolis

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

Ponche Tiki Bar

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