🦀 10 Must-try seafood spots in Annapolis, Maryland

If you’re craving fresh oysters, buttery crab cakes, or a perfectly grilled rockfish, there’s no better place to indulge than Annapolis, Maryland. As the sailing capital of America and a historic seaport, Annapolis is a seafood lover’s paradise — offering everything from casual crab shacks to upscale waterfront dining.

Here are 10 must-try seafood restaurants in Annapolis that locals and visitors alike rave about:

1. O’Leary’s Seafood Restaurant
📍 310 Third St
This intimate Eastport gem is a staple for seafood lovers. Known for its high-end vibe and attentive service, O’Leary’s serves up classics like Chilean sea bass, jumbo lump crab cakes, and fresh oysters with creative twists.

Don’t miss: The seared scallops with risotto and the crab imperial.

2. Boatyard Bar & Grill
📍 400 Fourth St
A favorite among boaters and locals alike, Boatyard offers a fun, nautical vibe with one of the best crab cake sandwiches in town. It’s casual, affordable, and perfect for a post-sail meal.

Pro tip: Try the “All Killer, No Filler” crab cakes!

3. Cantler’s Riverside Inn
📍 458 Forest Beach Rd
An authentic Maryland crab house experience. Nestled on Mill Creek, Cantler’s serves steamed blue crabs by the dozen, paper-covered tables, and unbeatable water views.

Best for: Traditional crab feasts with Old Bay seasoning and cold beer.

4. Chick & Ruth’s Delly
📍 165 Main St
Famous for its quirky charm and patriotic menu, this downtown staple may surprise you with its surprisingly fresh seafood platters and legendary jumbo lump crab cakes.

Go for: The “Super” crab cake platter — it's Maryland on a plate.

5. Carrol’s Creek Café
📍 410 Severn Ave
Enjoy modern seafood fare with panoramic views of Spa Creek. Carrol’s Creek blends elegance and flavor, offering elevated dishes like pistachio-crusted rockfish and ahi tuna.

Perfect for: Date nights or special occasions with a view.

6. The Chart House
📍 300 Second St
A national name with a strong local presence, The Chart House serves consistent, well-executed seafood in a sophisticated setting with waterfront seating.

Try: The coconut shrimp appetizer and fresh catch of the day.

7. Severn Inn
📍 1993 Baltimore Annapolis Blvd
Located at the base of the Naval Academy Bridge, this upscale restaurant offers scenic views of the U.S. Naval Academy and Severn River — plus expertly prepared seafood and a refined wine list.

What to order: Pan-seared halibut and lobster mashed potatoes.

8. Blackwall Hitch
📍 400 Sixth St
Trendy and contemporary, Blackwall Hitch features a raw bar, craft cocktails, and unique seafood fusions like crab-stuffed shrimp and swordfish tacos.

Great for: Brunch, happy hour, or stylish group dinners.

9. Mason’s Famous Lobster Rolls
📍 188 Main St
A must-visit for lobster roll fans. Straight out of New England, Mason’s serves up chilled or warm buttered lobster rolls on toasted buns — fast, fresh, and simple.

Fan favorite: The Connecticut-style warm buttered lobster roll.

10. Davis’ Pub
📍 400 Chester Ave
This cozy neighborhood dive in Eastport has a cult following for its crab pretzels and no-frills vibe. It’s casual, affordable, and packed with local flavor.

Insider tip: Sit outside with a cold drink and a crab soup for the full Annapolis experience.

⚓ Bonus: When’s the Best Time for Seafood in Annapolis?
Late spring through early fall is peak crab season in Maryland, but oysters shine in cooler months. No matter when you visit, these restaurants keep it fresh year-round!

🧭 Ready to Live Where the Seafood Is Fresh Daily?
Annapolis offers more than great food — it’s a lifestyle. Whether you're dreaming of a waterfront home, historic charm, or easy access to sailing and seafood, let us help you find the perfect spot in Annapolis, MD.

📞 Contact us today to schedule a showing or get a free neighborhood guide!