Skip to main content
    Pearl
    O'Learys Seafood Restaurant, Restaurant in Annapolis
    Restaurant150Points

    O'Learys Seafood Restaurant

    Eastport, Annapolis

    Restaurant in Annapolis, United States

    The Read

    Dress

    Smart Casual

    Why go

    O'Learys Seafood Restaurant is a practical Annapolis seafood pick when dinner plans need a calmer room and an easy reservation. It makes more sense for pairs or small groups than for private dining or large celebrations; cross-shop Lewnes' Steakhouse for a more formal occasion and Preserve for a more flexible Annapolis dinner.

    About O'Learys Seafood Restaurant

    O'Learys Seafood Restaurant is an Annapolis dinner option with published evening hours Tuesday through Sunday and a smart-casual dress code. Because only limited verified details are available here, the safest way to evaluate it is around the basics that are confirmed: location in Annapolis, dinner-hour scheduling, a dress expectation that is neat but not formal. For another dinner comparison, Lewnes' Steakhouse and Preserve are other names to consider.

    A better fit for dinner plans than lunch plans

    The clearest practical point is the schedule. O'Learys Seafood Restaurant is closed on Monday and opens for evening service Tuesday through Sunday: Tuesday, Wednesday, Thursday, Sunday from 5–9 PM, Friday and Saturday from 5–10 PM. Those hours make it a dinner-only consideration based on the verified listing here, not a lunch stop.

    For occasions that require specific private-dining features, a particular room style, or detailed service expectations, confirm directly with the restaurant before planning around those needs. The verified information here does not establish private-room availability, seating capacity, menu format, or group-dining arrangements. If you are comparing dinner options, Della Notte, Lewnes' Steakhouse, Park Tavern, Preserve, Donnelly's Dockside are other names to review depending on the kind of evening you want.

    Evening hours and smart-casual dress are the key confirmed details

    The confirmed weekly schedule is direct: no Monday service, 5–9 PM Tuesday through Thursday, 5–10 PM Friday and Saturday, 5–9 PM Sunday. That makes the restaurant easiest to place within an Annapolis evening plan.

    The verified dress code is smart casual. For planning beyond the basics, including reservations, current menu details, accessibility, parking, or special accommodations, check with the restaurant directly before you go. For a broader city search, use Pearl's Annapolis restaurants guide.

    The takeThis is a destination for couples and diners who want a refined encounter with Chesapeake seafood, making it well suited to date nights and special occasions. Its Eastport location draws local regulars as well as visitors who seek an authentic Annapolis seafood experience away from the busiest tourist piers. Because the restaurant frames itself within regional seafood traditions and fine-dining expectations, it performs best in the evening and for meals where the menu’s local sourcing and seasonal specialties are the focus.
    Also considerAlternatives
    Restaurant contextAnnapolis, United States
    Explore AnnapolisNearby
    Around this placeMore Pearl picks

    Planning details

    Location
    310 Third St, Annapolis, MD 21403
    Reservations
    Book on OpenTable
    Website
    olearysseafood.com
    Phone
    +14102630884
    The take

    The Take

    The Vibe

    O'Learys leans into Annapolis's maritime DNA: the menu and service feel rooted in the Chesapeake rather than trendy culinary fashion. The setting in Eastport — quieter and more residential than the tourist-heavy docks — gives the dining room a composed, scenic atmosphere that still reads as intimate and elegant. Longstanding local relationships to blue crab, rockfish and oysters inform the tone of the place, so the room feels like a classic neighborhood seafood house elevated by an awareness of fine-dining standards. Overall it presents as scenic and classic, with a historic sense of place tied to the Bay.

    Best For

    This is a destination for couples and diners who want a refined encounter with Chesapeake seafood, making it well suited to date nights and special occasions. Its Eastport location draws local regulars as well as visitors who seek an authentic Annapolis seafood experience away from the busiest tourist piers. Because the restaurant frames itself within regional seafood traditions and fine-dining expectations, it performs best in the evening and for meals where the menu’s local sourcing and seasonal specialties are the focus.

    Ordering Tips

    Center your choices on Chesapeake staples: O'Learys Crab Cakes, Crispy Rockfish and Wild Halibut are signature preparations to try. The copy also highlights regional produce of the estuary — blue crab, striped bass (rockfish) and tributary oysters — so ordering oysters and dishes that showcase those ingredients is a reliable approach. Note the seasonality called out in the copy: soft-shell crabs arrive in spring and early summer, and oysters are sourced from local tributaries like the Choptank and Patuxent, so expect the menu to reflect those rhythms.

    Planning details

    Location

    Also consider

    Where to go if this does not fit

    For a more formal occasion, cross-shop Lewnes' Steakhouse. For a broader Annapolis dinner with less seafood commitment, try Preserve.

    Restaurant context

    How it compares in Annapolis

    Lewnes' Steakhouse is the stronger choice when the occasion calls for a classic splurge and a more formal dining signal. O'Learys Seafood Restaurant is the better fit when seafood is the point and the group wants a dinner that feels less steakhouse-driven. For value, the decision comes down to format: pick seafood here, pick Lewnes' when the table needs a heavier special-occasion feel.

    Preserve is the smarter alternative for diners who want a broader Annapolis dinner rather than a seafood-first reservation. Della Notte is the easier comparison for groups that prefer familiar Italian pacing and a less seafood-specific plan. If booking ease is the priority, O'Learys is useful because it is marked easy to book, while the others may be better chosen by occasion type rather than availability alone.

    Donnelly's Dockside and Park Tavern are better cross-shops for a more casual, out-of-core meal. Choose them when ambiance can be looser and the table does not need to feel like a dedicated Annapolis dinner reservation. Choose O'Learys when the night should read as seafood-led and more settled.

    Explore Annapolis
    Around this place
    Read more on Pearl

    Discover more on Pearl

    Unlock the full O'Learys Seafood Restaurant guide in Pearl, including awards, comparisons, FAQs, planning details, and nearby places.

    Compare O'Learys Seafood Restaurant
    O'Learys Seafood Restaurant Annapolis: Hours and Dress Code and similar venues
    VenueLocationAwards
    O'Learys Seafood RestaurantAnnapolisNo published awards
    Lewnes' SteakhouseAnnapolisNo published awards
    PreserveAnnapolisNo published awards
    Della NotteAnnapolisNo published awards
    Donnelly's DocksideArnoldNo published awards
    Park TavernSeverna ParkNo published awards

    How O'Learys Seafood Restaurant Annapolis: Hours and Dress Code compares with similar nearby venues.

    FAQ

    Frequently Asked Questions

    Is O'Learys Seafood Restaurant good for solo dining?

    The verified details do not establish a specific solo-dining setup. What is confirmed is that O'Learys Seafood Restaurant is in Annapolis and operates during evening hours Tuesday through Sunday.

    How far ahead should I book O'Learys Seafood Restaurant?
    What should I wear to O'Learys Seafood Restaurant?

    The verified dress code is smart casual. Choose something neat and comfortable for an evening dinner in Annapolis.

    Is lunch or dinner better at O'Learys Seafood Restaurant?

    Dinner is the confirmed service window here. The listed hours are Tuesday, Wednesday, Thursday, Sunday from 5–9 PM, Friday and Saturday from 5–10 PM, closed Monday; no lunch hours are verified.

    What are alternatives to O'Learys Seafood Restaurant?

    Other options to compare include Lewnes' Steakhouse, Park Tavern, Della Notte, Donnelly's Dockside, Preserve. Review each restaurant's current details to choose the best fit for your plans.

    Is O'Learys Seafood Restaurant good for a special occasion?

    It may fit an Annapolis evening plan if the confirmed hours and smart-casual dress code match the occasion. For specific celebration needs, such as private dining, seating arrangements, or special services, confirm directly with the restaurant.