Have been to Trattoria Oceanside twice and they are consistently good and very much worthwile. Much more than many other locations in KW especially those that advertise all over. So first, their Martini list is great but ok the food and service are also. Regarding the menu, what is very appreciated is how willing they are to please by adjusting combinations if they can to your desires. The veal saltimboca was great, the special hogfish and angel hair was also, and their gnocchi was terrific. Now gnocchi is a rather simple dish, but somehow not many make it good nonetheless for some reason. And the service is terrific. A place to repeat. read more

Best Italian food in the Keys! The fettuccine is AMAZING! Fresh ingredients with authentic Italian tastes! I was shocked when I realized I would pay more money at olive garden for food that tastes so processed and freezer burn! After eating here you'll never think of Italian food the same way again. The beef carpaccio was amazing along with the tiramisu for dessert. Make reservations and get a table by the window to watch the blue water and boats pass. VIBE CHECK PASS read more

Delicious italian. This gem has been around for years and has a second location. The staff were lovely and our waiter, Chris, took care of our dinner experience. From the fresh bread service to the table, to our entrees and dessert, we were very pleased. If you are looking for reliable Italian then go to La Trattoria read more

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Food and service were very good. First time here and will likely come back for some homemade Italian! Ambiance is great, as you have a wonderful view of the ocean while you eat. Perfect for date night. If you haven't been here, give them a try read more

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Hogfish was great! Shrimp on top with mushroom sauce was nice surprise. Great ocean view. Chris O was very attentive. read more

La Trattoria Oceanside - Hogfish sauced in mushrooms with risotto and green beans. - Diners Near Me - Key West, Florida

My heart is full with how fortunate I am to be able to have a beautiful meal here at La Trattoria Oceanside in Key West. My hubby and I just celebrated our 20 year anniversary and we are on vacation here in Florida. We came here for an Italian seafood dinner. What a beautiful restaurant! We had a corner table facing the ocean. The decor, the ambience, the ocean view -- all were outstanding. We had carpaccio, seafood ravioli, and grouper with angel hair pasta, topped with a scallop. The meal was decadently delicious. Our server Jonathan was a very, very nice person. He surprised us with a slice of tiramisu with a sparkler in its center! It was a fun and beautiful way to end a fabulous vacation dinner. I highly recommend coming here --and definitely ask to be seated in Jonathan's station. read more

This is the best place we been to since arriving in Key West. The place is very nice and well done inside. Patio porch area to view the Oceanside is amazing. Our Waiter and staff were very professional and nice to all of us. Thank you to Christopher for being Amazing! We ordered multiple cocktails that night and they did not disappoint. They were all delicious and gave you a good buzz! Appetizers were very tasty the Mushrooms and Bruschetta both excellent! A couple of us ordered the Lasagna which was cooked perfectly! The ratio of cheese, meat and sauce OMFG I can't believe it was perfect finally a restaurant got it correct. The other 2 had different dishes which looked amazing and they were in love with each of their meals. SPAGHETTI alla BOLOGNESE presented very nicely and POLLO alla PARMIGIANA. We finished with multiple desserts. We were a bit buzzed from the drinks but I tell you that they were all good. CANNOLI RIPIENI was delicious, TIRAMISU (not my favorite dessert) but my friend said it was definitely worth every bite. A couple of us had MOUSSE du CHOCOLATE which was definitely amazing. I tell you this is the spot for a great Italian dinner with friends if you go to Key West. read more

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I went to this restaurant with high expectations yet from the hostess all the way to the table my expectations diminished . Server took his sweet time to agree at the table, and then try to force on us the food that he wanted to sell overall, I can say that it was an Awful service, horrible food, and the ambience just boring. I would never recommend it. read more

Found this a few years ago and it is such a nicer restaurant than the one on Duval. Food is excellent, service is outstanding.

What a great dinner! We were seated very quickly for our party of Five. Damian L was our server and greeted us as soon as we settled. He explained each dish we were interested in and made sure to include our young grandson. He was delightful. All of our dishes were very tasty, starting with the bread with olive oil, to soup, salads and entrees. We were seated at the top level of the restaurant which was quaint and overlooked the beautiful water views. Highly recommend and we will return! Order the chocolate mousse, everyone will enjoy! read more

I was in Key West for a long weekend to participate in a duathlon and La Trattoria was hands down my favorite restaurant we dined at on this trip. I easily made a dinner reservation on OpenTable and we were seated immediately when we arrived. The place was dim and decorated nicely for the holidays. It was already dark when we got there but I'm sure the sunset over the beach is a gorgeous sight to see. My bf and I first ordered the mussels which went wonderfully with the bread that was served to each table. For my entree I opted for a simple Spaghetti Bolognese and my bf got the scallops on angel hair pasta. Scrumptious and hearty, all of it! It made for some good leftovers too. Didn't have room for dessert but my bf and I did share a nice cognac to top off our meal. The staff was very nice, attentive and efficient. There are so many more dishes I want to try and will stop by on our next trip to the Keys. read more

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What went well? Made a reservation for 6:30 on a Friday night earlier that day. The restaurant is located on the 4 lane highway near the airport. One story building with lots of windows so you can see the ocean. Very easy to find. Huge sign on the highway. Free parking in the back. Immediate seating. Our waiter, Damian, got our opening drink order quickly and explained the menu specials. I ordered the Tortellini Virgilio (Italian sausage). In the meantime we were served the traditional bread with oil and grated cheese The tortellini was easily enough for two and was delicious. Large pieces of sausage and a variety of vegetables . Excellent. I left with half in a take out container. Damian was back to provide service constantly. We couldn't resist dessert and ordered tiramisu and I had an Italian coffee. Both were excellent. The price for two, that included 4 drinks and the Italian coffee and dessert was $150. I'm here for another 7 days. It's likely I'll be back this week read more

La Trattoria is always a go to when in Key West! Great food and drinks. The staff is always friendly, as well. Thank you! read more

Hits & Misses at Premium Prices La Trattoria delivers charming ambiance and prompt service--our server was genuinely friendly and attentive--but some dishes fall short of justifying their steep pricing. The hogfish entree arrived slightly overdone, robbing the delicate fish of its ideal texture, while the Spaghetti Aglio e Olio drowned in excessive olive oil and toasted garlic slices, overwhelming what should be a simple, balanced dish. These entrees didn't meet the refinement expected at this price point. That said, the wine list offered thoughtful pairings and our go-to Groth is always a hit! A mixed experience--great hospitality, but the kitchen's execution needs tighter consistency for the cost. read more

A friend recommended this restaurant to us while on vacation in Key West & we are so happy she did! Lovely place with view of ocean. We felt welcomed from the moment we stepped in. Service was attentive but not overwhelming. Hubby got the stuffed lobster ravioli & I got the chicken alfredo. Best Italian food we have had in years! The serving sizes were large so let's say we left full. Highly recommend this restaurant because the food, service, & ambiance were excellent-Bravo! read more

False advertising - the restaurant is not Oceanside or located on the beach. You do have a view of the ocean. You have to look past the five lane, busy freeway that's positioned in front of the restaurant. The ambiance was decent. I think it's a good spot for a date, if you care little about the lack of view. The tables have nice table clothes and candles. The food was mediocre. The Spicy Arrabbiata I could have prepared at home for one-tenth of the price. My boyfriend ordered a seafood dish. Sadly, you could not taste the fish as it was drowned in salty sauce. Lastly, and the most disappointing experience that this restaurant offers... they didn't honor our free dessert coupon, and they served us cheesecake instead of Key Lime Pie. I argued with the waiter, and he insisted it was Key Lime Pie. It was strawberry cheesecake. I would say the service is awful. They broke a huge customer service rules. The customer is always right! read more

La Trattoria - 09/18/25 We ate here because it was recommended by our hotel concierge. Unfortunately, it was a very disappointing experience. * Bread: Decent, served with oil, balsamic, and powdered Parmesan. * Caesar Salad: Made with hearts of romaine and a dressing they called Caesar, but it had no flavor at all. * My Main Course (Snapper): Supposed to be with capers (none were present), garlic, butter, lemon, and white wine -- but it was bland, with an overpowering amount of garlic. The accompanying julienned vegetables were overcooked and mushy. * My Husband's Zuppa di Pesce: Also disappointing -- not worth going into details. (My husband was in the restaurant business for 47 years and owned Italian restaurants, so our expectations are realistic.) Perhaps it was just an off night, but we left very underwhelmed. read more

Great views, wonderful service, and delicious food. I celebrated my birthday there, and got free dessert with fireworks, and all. We had leftovers, and went back the next night to see if we could buy some bread and dipping sauce, and were happily surprised when they gave it to us to go on the house. I would highly recommend. read more

Great food Amazing service The view is beautiful Special requests were no problem Clean Handicap accessible Good price value deal Plenty of parking No comes to key west to eat Italian food But this will change you mind read more

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Our tasty food got spoiled by the rude, nasty Old English waitress with glasses. She should not even be a waitress with her nasty attitude and snotty remarks. And the complimentary birthday ice cream for my 5 year old, she said it was on her. Lol Never heard that one, usually it's on the house or complimentary. Plenty of other places to eat without an Old Rude English Lady waitress ruining a tasty dish. read more

Service and food is excellantv! We love this place Each time weve been there its been great! Besides , theres parking , thats a bonus

Beautiful location and restaurant Fabulous personnel and staff Food is on point and so wonderful Only problem we encountered was we were still eating our salads when they pushed the entrees on us and I asked them not to rush us as this place is upscale... Best Bolognese ever The stuffed Cantonoli with veal and spinach was awesome read more

Good food, good service. I'd visit again for sure. The antipasti is on point. The chicken piccata exactly how it should be.

The only good thing this restaurant has is the service and blue cheese olives with Dirty Martini with a beautiful view. The escargot dish was not your regular escargot dish, where you actually enjoy the escargot. This was a mass of cream, garlic and who knows what, as the garlic killed the flavors. So as entree I went with - simplest dish, clam linguine- and surprise again, the garlic killed any flavor. Could not eat it. For food I'd go with 1 star. A disappointment for outrageous price's. Service and view added the 2 stars. read more

Great food even better service. Our server was tall Chris and he was great. If visiting key west definitely make a stop here for a nice Italian dinner read more

Food was a 3/5 not very tasty... lobster was hard and overcooked and pasta was not flavorful Service was poor ...very slow and inattentive . read more

Really good place to grab dinner! My husband and I came on Christmas during our vacation and were impressed with the food we got! The lobster bisque was good, although I would prefer a bit more lobster. My husband got the ossobucco and he loved it! He thought it was seasoned well and was super tender. I got the lasagna and it is a sweeter tasting sauce but overall delicious! I thought it was flavorful and a great dip for my bread once I finished the pasta part. Overall would recommend coming here but sit inside as the service outside was slow. read more

Lovely restaurant with a view of the Atlantic Ocean. Trattoria is laid-back but still quite elegant. Service is attentive and welcoming. They have an extensive list of martinis. I took a sip of my friend's Chocolate Raspberry Martini - pretty tasty. I ordered the Linguine con Pollo alla Parmigiana - pan fried, breaded chicken breast, mozzarella cheese, parmesan cheese and tomato sauce, served with linguine pasta and vegetables. Delicious!!! My friend ordered the hogfish in parmesan cheese sauce. I tried a bit of her dish. OMG! Also delicious... my mouth is watering while thinking about it. Trattoria is now one of my favorite restaurants in the area. It is on the pricier side, but I think it is worth it. The service, the food, the view, the location are excellent. read more

La Trattoria Oceanside - chicken parmigiana - Diners Near Me - Key West, Florida

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Great View. The food was wonderful. Wish we had time to go back a second time. Our server was very nice.

Fettuccine Alfredo was amazing! Portion size was great too. Definitely would recommend the cheesecake for dessert as well read more

La Trattoria Oceanside - Amazing fettuccine Alfredo! - Diners Near Me - Key West, Florida

The service was spectacular by Silvi. She was efficient, helpful & so much fun. The drinks & food were very good. Veal Scallopini and Scallops with angel hair pasta were cooked to perfection. The escargot was different than expected but still good. I wanted them plain in shell with garlic & spices but they came cut with mushrooms & spices. Needed more puffed pastry to eat them but there was an endless supply of bread. Only wish I had room for dessert! Will be back! read more

We were visiting Key West for a week earlier this month and wanted a nice dinner close to our hotel on the east end of the island ("new town"), where the choices are limited because most of the restaurants are in the downtown area on the western end ("old town"). Numerous venues came up on a Yelp search, most of which we dismissed because they were either chain-type fastfood or had some negative factors. We'd been to Stock Island the night before for American cuisine, and this evening we wanted Italian. La Trattoria Oceanside came up and looked good, also close. First thing my wife noticed was their extensive wine list. If you're an oenophile, you will like it. We had a good zinfandel. For our appetizer we ordered the bruschetta, and I have to say it was about the best bruschetta I'd had since visiting Tuscany some 20 years ago--really that good, and I told our waiter so. My wife ordered the Piccata di Petti di Pollo (chicken piccata) and I had the Linguine con Pollo alla Parmigiana. Both were very satisfactory. I can vouch for hers because she shared the leftover with me subsequently. both indoor and outdoor seating are available. We had chosen indoors, glad we did because outdoor seating has TV screens to distract. read more

Martini's made the right way! A small but quaint bar, for those eating and flying solo. The lobster ravioli was delicious! read more

La Trattoria Oceanside - Ravioli Trattoria - Diners Near Me - Key West, Florida

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A touch above the rest. Elegance and fantastic views of the ocean paint a perfect backdrop for this restaurant. The menu is a mirror of a NYC 5 star establishment. Our server guided us through the menu, answering questions about food preparation and tastes. La Trattoria is the jewel of Key West for upscale dining. read more

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Fantastic dinner and views. I chose the snapper special and it was very good. The views from the restaurant are beautiful. The others in my party had fettuccine Alfredo and tortillini. All were beautifully presented, steaming hot, and very delicious. Caesar salad comes with sardines but our waiter told us before hand we we chose to remove those. We made reservations, got there about 20 minutes early and were seated immediately. We originally requested outside seating, but it was rather windy so we ate inside. There were others eating outside. It got rather busy in the front (where the best views are). Parking is in the rear and reserved for patrons. Service was good. If you want to see sun disappear below the horizon, this is not the place but as the sun sets, the ocean views are still quite beautiful. read more

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We didn't have a reservation and had walked over from our nearby condo. Staff was very accommodating and we didn't have to wait for more than 5 min. for a table. Our waiter was great, friendly and knowledgeable. Our group of 4 shared appetizers-carpaccio and an item that escapes my memory. I had shrimp ravioli, excellent! Dessert was cannoli and it came with a sparkler as it was my husband's BD. The ocean view was lovely-we were not at a window and it was still great. read more

La Trattoria Oceanside - Birthday fun - Diners Near Me - Key West, Florida

The food was delicious! I had the ravioli with spinach, sun dried tomatoes, and garlic cheese sauce. Portion was decent, but I wish there was more. They gave us bread in the beginning, if it was warm it would have been better. I had the drink "Lucifer's Daughter" great dessert drink! It tasted like a piece of Black Forest cake. We had a crème brûlée for desert and it was perfectly made. So creamy and the sugar on top was hardened. Upscale ambiance with a mom and pop feel. They offer indoor and outdoor seating. Reminder: you can't see the sunset from this oceanside view restaurant. Servers were friendly and food came out quickly. read more

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From reading the reviews and realizing there was not a good Yelp of this restaurant in quite some time, I decided to make a reservation for the location near Smather's beach. We were promptly seated at our reservation time. We were sat near a window facing the ocean which I thought was great and appreciated this greatly. The ambiance: The wait staff were all dressed in black button down dress shirts, some with ties, wearing black pants and a black apron; however the manager (owner possibly?) and the food runners themselves were dressed in regular black t-shirts and black jeans (no apron for the runners?). I found this to be very unprofessional and confusing. The music was old contemporary classical from artists like Josh Groban. I get the feeling the restaurant is trying to be upscale/fine dining. The experience we had was anything BUT fine dining, and I am very fluent in steps of service/fine dining. The place is not even close to casual fine dining or even casual upscale dining. The server greeted us promptly and brought waters to our table. He did not bring one for my young daughter nor offer her a drink at any point during the dinner. Luckily, she had her own. There is no childrens menu, so the restaurant is Not Good For Children. They did accommodate a half portion pasta with pomodoro sauce. The wait times on the food did take a while. Probably were there for a total of 2 hours with 3 courses. The way the runner served the food at the table was not a casual way of doing it. He didn't announce or not even auction the food off. He just set them on the table and then told someone else to pick up our dirty plates. I ordered the seafood carbonara ravioli. It was okay but the seafood taste was very overpowering. I'd like to see a combination of ricotta or any other kind of cheese inside the ravioli as a recommendation. My husband and father both got the cannelloni and that was excellent. Taste, texture and presentation were all there. The Creme brûlée was absolutely disgusting. It seemed as though they rushed the process and the custard was curdled before it even hit the oven. When it was brought to our table it tasted like it just came out of the oven and then the sugar was crusted. Highly dissatisfied. I wouldn't go here again. read more

La Trattoria Oceanside - Creme Brûlée curdled - Diners Near Me - Key West, Florida

The food was delicious. We celebrated our anniversary here and they went out of their way to make it special. Service was amazing. We ate while watching the sunset. It was beautiful. Layed back with class. read more

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What a nice place for a date night! Delicious and authentic Italian cuisine. Everything was delicious. Would recommend read more

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