10 Eateries In Annapolis Where Cracking Crab Might Never End
Annapolis, with its charming waterfront and maritime heritage, is a paradise for seafood lovers. When it comes to Maryland’s iconic blue crabs, this historic city offers some of the most finger-licking good experiences you’ll find anywhere.
Whether you’re a local or just visiting, these crab houses serve up the freshest catches with plenty of Old Bay seasoning, cold beer, and newspaper-covered tables ready for your crab-cracking adventures.
1. Cantler’s Riverside Inn – Where Locals Gather for Authentic Crab Feasts
Hidden away on Mill Creek, this family-owned crabhouse has been serving steamed beauties since 1974. Watermen actually deliver their daily catches straight to the dock, so freshness is guaranteed.
The rustic wooden tables and mallets ready for action create the perfect setting for a true Maryland experience. I always recommend their jumbo crabs dusted with the perfect amount of seasoning.
If you’re new to crab-picking, the friendly staff will happily demonstrate the technique. Beyond crabs, their crab cakes are legendary mostly lump meat with minimal filler. Arrive early during peak season as locals flock here and Cantler’s doesn’t take reservations!
2. Boatyard Bar & Grill – Maritime Charm Meets Premium Seafood
Sailors and locals alike swarm to this Eastport institution for its nautical atmosphere and exceptional crab dishes. The walls adorned with sailing memorabilia create a genuine maritime vibe that perfectly complements their seafood offerings.
Their crab cakes have earned nationwide fame packed with jumbo lump meat and minimally handled. I’ve never tasted a better crab soup than their cream of crab, which balances richness with delicate seasoning.
What makes this place special is their commitment to sustainable seafood practices. The outdoor patio offers a perfect spot for summer crab feasts with friends. Don’t miss their crab-stuffed rockfish if you want to experience a truly memorable Maryland specialty!
3. Phillips Seafood – Time-Honored Tradition in Crab Excellence
Starting as a simple crab shack in 1956, Phillips has grown into an institution while maintaining their dedication to quality. Their all-you-can-eat crab feasts are legendary among visitors and locals seeking the full Maryland experience.
The harbor views complement perfectly steamed crabs dusted with their signature seasoning blend. I particularly enjoy their crab imperial a decadent dish that showcases the sweet flavor of blue crab meat.
Did you know they began as a small processing plant on Hooper’s Island before becoming a restaurant empire? Despite their growth, they’ve maintained family recipes and techniques. The crab dip appetizer paired with pretzel bread is absolutely worth saving room for before diving into your main crab feast!
4. Middleton Tavern – Historic Setting for Seafood Indulgence
Dating back to 1750, this historic tavern once hosted founding fathers and now serves some of the finest crabs in Annapolis. The brick walls and wooden beams create an atmosphere where history and culinary tradition merge beautifully.
Their crab imperial is simply outstanding generous portions of lump crab meat in a delicate sauce that enhances rather than masks the natural flavor. When I visit with friends, we always start with their oysters before moving on to the main crab event.
Located right on the City Dock, you can watch boats coming in while cracking open claws. The tavern’s famous crab soup combines the best elements of both Maryland styles cream and tomato creating a unique “half & half” that perfectly represents local tradition!
5. The Crab Shack – No-Frills Paradise for Serious Crab Lovers
Though unassuming from the outside, this Forest Drive gem delivers exactly what its name promises exceptional crabs without pretense. Paper-covered tables and roll after roll of paper towels signal you’re in for a gloriously messy feast.
Jumbo males are their specialty, consistently meaty and perfectly seasoned with their signature spice blend. I love watching first-timers’ expressions when they see the mountain of crabs dumped directly onto their table!
The staff here know their crabs intimately and can guide you to the heaviest, meatiest specimens. Beyond whole crabs, their crab soup has a distinctive peppery kick that sets it apart from competitors. Come hungry and prepare for a true Maryland experience where the focus is entirely on the incredible seafood!
6. Carroll’s Creek Café – Elegant Waterfront Crab Experience
Perched on Spa Creek with stunning water views, this upscale restaurant offers a refined approach to Maryland’s favorite crustacean. The glass-enclosed dining room and waterfront deck provide a picturesque setting for savoring their crab specialties.
Their cream of crab soup, garnished with sherry and lump crab meat, has won multiple awards at local competitions. I particularly recommend timing your visit for sunset when the water views become truly magical.
While they serve traditional steamed crabs seasonally, their year-round crab specialties truly shine especially the crab-stuffed mushrooms and crab melt sandwich. For those seeking a more elegant crab experience without the paper-covered tables and mallets, Carroll’s Creek strikes the perfect balance between sophistication and authentic Maryland flavors!
7. O’Learys Seafood – Artistic Approach to Classic Crab Dishes
Tucked away in Eastport, this intimate restaurant takes Maryland seafood traditions and elevates them with creative culinary techniques. The colorful local artwork adorning the walls hints at the artistic approach they take with their food.
Their signature jumbo lump crab cakes contain virtually no filler just pure crab bound together with minimal ingredients and perfectly seared. When I’m feeling indulgent, I can’t resist their crab-topped filet mignon that combines the best of surf and turf.
Though small in size, their menu showcases crab in numerous innovative preparations. The pan-seared rockfish with crab imperial topping represents the best of Chesapeake cuisine. Make reservations well in advance with only about a dozen tables, this hidden gem fills quickly with in-the-know locals!
8. Cantler’s Tavern – Rustic Charm with Waterside Crab Picking
Not to be confused with Cantler’s Riverside Inn, this tavern offers its own distinctive take on the Maryland crab tradition. The wooden deck overlooking the water provides the perfect backdrop for hammer-wielding crab enthusiasts.
Many regulars swear their spice blend has a secret ingredient that makes their crabs uniquely addictive. I find their male crabs consistently meaty and perfectly cooked never overdone or watery.
The tavern atmosphere encourages lingering over cold beers while working through a pile of hot crabs. Their crab pretzel a soft pretzel topped with crab dip and melted cheese makes for an irresistible starter while waiting for your main crab order. Arrive by boat for the full experience their dock accommodates visitors coming by water!
9. Harry’s on the Harbor – Modern Twist on Traditional Crab Cuisine
Facing the bustling harbor, Harry’s combines contemporary dining with classic Annapolis seafood traditions. Floor-to-ceiling windows offer spectacular views that enhance the already outstanding crab dining experience.
Their signature dish crab mac and cheese elevates comfort food with generous chunks of lump crabmeat and a blend of four cheeses. I’m particularly fond of their crab-stuffed avocado appetizer that pairs the richness of avocado with the sweetness of fresh crab.
The modern, airy space makes a perfect setting for both casual lunches and special occasion dinners. During summer months, their crab boil for two features not just crabs but corn, potatoes, and andouille sausage in a spectacular presentation. Don’t miss their crab-infused Bloody Mary during weekend brunch garnished with a crab claw!
10. The Iron Rooster – Breakfast-to-Dinner Crab Creations
Famous for serving breakfast all day, this Main Street favorite incorporates crab into morning favorites in uniquely delicious ways. The rustic-chic atmosphere with rooster-themed decor creates a welcoming space for crab enthusiasts at any hour.
Their crab hash topped with poached eggs and hollandaise sauce makes for an unforgettable breakfast experience. I can never resist their “Crabby Patty” a crab cake sandwich served on a homemade biscuit that perfectly balances savory and sweet notes.
The restaurant’s commitment to homemade everything extends to their pop-tarts, which come in a crab dip flavor during special promotions! Evening diners shouldn’t miss their crab mac and cheese waffle a savory waffle infused with cheese and topped with crab meat and more cheese for an indulgent treat unlike anything else in Annapolis.
