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Welcome to Sailor Oyster Bar
At Sailor Oyster Bar, we celebrate the art of seafood dining with a commitment to freshness and flavor. Nestled in Annapolis, our oyster bar invites you to indulge in a diverse selection of Northeast oysters, perfectly briny and beautifully presented. Guests rave about our creamy smoked whitefish dip and expertly crafted cocktails, including our renowned dirty martinis. Our ambiance strikes a balance between chic and relaxed, creating an inviting atmosphere for both newcomers and regulars. With dedicated service from our friendly staff and a menu that delights with each bite, Sailor Oyster Bar offers an unforgettable culinary experience by the water's edge.
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About
Sailor Oyster Bar
Welcome to Sailor Oyster Bar, an inviting culinary gem nestled in the heart of Annapolis, Maryland. Known for its commitment to serving high-quality seafood, Sailor Oyster Bar offers an exceptional experience for both locals and visitors alike. Located at 196 West St #2824, Annapolis, MD 21401, this charming establishment not only makes a name for itself with its delicious menu but also with its warm and friendly atmosphere.
Guests like Sara Caveda rave about the freshness of the oysters, describing them as "clean, briny, and beautifully presented." These delicacies, sourced from the Northeast, are a staple here, served alongside a menu that boasts innovative dishes such as the creamy smoked whitefish dip. Pair these with a perfectly chilled dirty martini, and you have a culinary experience that cannot be missed.
What truly elevates the Sailor Oyster Bar is its attentive service. Renowned bartender Avery ensures that patrons feel welcome, enhancing every visit with friendly chatter and expert recommendations. This dedication to customer satisfaction has earned Sailor Oyster Bar praise from all corners, with George Junca noting, "Great food, cocktails, superb and friendly service, worth every star."
As many loyal customers like Brad return time after time, they emphasize the inviting atmosphere that changes subtly from the vibrant downstairs to the more relaxed upstairs. Both settings offer a full bar and intimate ambiance, perfect for a casual night out or a special occasion. The menu constantly evolves, showcasing a special of the day that keeps the offerings exciting and fresh.
Sailor Oyster Bar is not just about oysters; it’s about creating memorable experiences. Whether it’s enjoying time with friends or discovering unique cocktails crafted from local ingredients, every visit leaves you yearning to come back for more. As John Bartilomo puts it, after visiting numerous oyster bars across the U.S., "this was by far the best." And it's easy to see why.
If you find yourself in Annapolis, make sure to stop by Sailor Oyster Bar for a delightful mix of extraordinary flavors, excellent drinks, and a welcoming atmosphere that promises to make each visit a special occasion.
People talk
Our Guestbook
“ Five stars all around! I had such a lovely experience at Sailor Oyster Bar. The oysters were incredibly fresh—clean, briny, and beautifully presented. I followed that up with the smoked whitefish dip, which was creamy, smoky, and totally hit the spot. I also had some of the best dirty martinis I’ve had in a while—perfectly chilled and just the right amount of salty. I sat at the bar and was taken care of by Avery, who was friendly, attentive, and made the whole experience even better. The ambiance is chill, stylish, and relaxed—great for anyone who appreciates high-quality seafood in a laid-back setting. I’ll definitely be back next time I’m in Annapolis! ”
“ Great food, cocktails, superb and friendly service, worth every star ”
“ We’ve visited Sailor Oyster Bar many times, and each experience leaves us excited to return. We arrived around 5:30pm on a Friday. There was no room for us downstairs so we sat upstairs; it was our first time there, and we enjoyed it, though I still prefer the vibe and atmosphere downstairs. The upstairs does offer its own bar and bathroom, which is convenient. We always order the special of the day, and the oysters were as delicious as ever. We tried a variety of dishes, and every bite was fantastic. The attentive staff, top-quality and creative food, great drinks, inviting atmosphere, and excellent happy hour prices are what keep us coming back. Keep up the amazing work, S.O.B.! ”
“ Great local spot for a variety of Northeast Oysters! We came on a Sunday night and it was very crowded, however, we were able to get a couple spots at the bar and service was very good. The wait for a table would have been 30-45 minutes. Drinks were good and overall it was a nice atmosphere with a very friendly bartender. Oysters were excellent! ”
“ Incredible food and cocktail menu. Megan the bartender was a wealth of knowledge and the owner is insanely cool. I’ve been to a ton of oyster bars in the US and this was by far the best. ”
“ This place is insanely good! Easily one of my top 3 favorite places. - oysters - calamari - caviar - drinks - Red snapper crudo - pickles - tinned fish Everything was absolutely awesome and delicious. Don’t sleep on this restaurant. Friendly staff, amazing food, great positive vibes. Great happy hour deals. 20/10 ”
“ Great selection of oysters and small dishes. The mussels on toast and tuna crudo were both very good. The “Guilty as Charged” cocktail was refreshing. The service was excellent (Cara?). They torch all “cooked” food, which is quite clever and delicious! ”
“ Sailor Oyster Bar is hands-down one of the best dining experiences in Annapolis. From the moment you walk in, the vibe is chill, cozy, and welcoming—perfect for a date night or a casual night out with friends. The oysters are unbelievably fresh and expertly shucked, and the menu features creative, flavorful dishes that go way beyond your standard seafood fare. The staff is knowledgeable, friendly, and clearly passionate about what they do. The cocktails are on point too—thoughtfully crafted and incredibly tasty. If you’re a fan of oysters or just looking for a top-tier culinary experience in Annapolis, Sailor is an absolute must. We’ll definitely be back again (and again)! ”