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The 2025 Beverage Week conference location

FOOD & DINING

As the capital of Maryland and a historic port city, Annapolis boasts a vibrant culinary scene with an emphasis on fresh seafood, waterfront dining, and craft beverages. From iconic crab houses to elevated dining experiences, there’s something for every taste.

For a quintessential Maryland experience, head to Cantler's Riverside Inn, a local favorite known for its steamed blue crabs, oysters, and other Chesapeake Bay delicacies. Another must-visit is O'Leary's Seafood Restaurant, offering upscale seafood dishes with a refined atmosphere.

Looking for something more casual? Boatyard Bar & Grill serves up legendary crab cakes, creative cocktails, and a lively, nautical atmosphere perfect for unwinding after a long day. Davis' Pub, a laid-back tavern, is a great spot for a craft beer and their famous crab pretzel.

For a more elevated dining experience, Reynolds Tavern offers a charming setting in a historic 18th-century building with an extensive wine list and carefully crafted cocktails. Vin 909 Winecafe is another local favorite, known for its expertly curated wine selection and farm-to-table small plates.

For those looking to explore Annapolis’ growing craft beverage scene, Forward Brewing in Eastport is a must-visit for small-batch brews.

EXPLORE

Historic Downtown Annapolis: Stroll along the cobblestone streets of Annapolis’ historic district, lined with boutique shops, colonial-era buildings, and waterfront views. Visit the Maryland State House, the oldest state capitol still in use, or take a guided walking tour to learn about the city’s rich history.

U.S. Naval Academy: A visit to Annapolis isn’t complete without stopping at the U.S. Naval Academy. Explore the scenic campus, tour the impressive Naval Academy Chapel, and visit the Naval Academy Museum, which showcases historic naval artifacts and exhibits.

Annapolis Waterfront & City Dock: The heart of the city, City Dock is a prime spot for people-watching, waterfront dining, and enjoying the scenic views of the Chesapeake Bay. Take a harbor cruise or rent a kayak to explore the waterways up close.

Chesapeake Bay Craft Beverage Trail: This self-guided trail features local breweries, distilleries, and wineries in and around Annapolis. Stops include Great Frogs Winery, a rustic vineyard known for its Maryland-grown wines, and Crooked Crab Brewing Company, offering creative small-batch beers.

Annapolis Maritime Museum & Park: Learn about the area’s maritime heritage at this waterfront museum, which highlights the history of the Chesapeake Bay, oyster harvesting, and boat building.

For more activities and attractions, visit visitannapolis.org.