Fleming’s Prime Steakhouse & Wine Bar - Winter Park (FL)

5 /5 Kelsy Espadas: We celebrated my mom’s birthday at Fleming’s Prime Steakhouse & Wine Bar in Winter Park last night, and it was truly unforgettable. From the moment we walked in, the atmosphere was warm and welcoming. The food was absolutely phenomenal, every dish was cooked to perfection and full of flavor. A very special thank you to Diana, our amazing server, and Brooke, who was training. They both went above and beyond to make our evening magical. Their kindness, attentiveness, and genuine care made our dinner not only delicious but incredibly memorable. They made my mom feel so celebrated, and we are so grateful. Highly recommend Fleming’s for any special occasion, we’ll definitely be back!

5 /5 Gardy Charlot: A Magical Dining Experience at Flemings. My wife and I had a wonderful date night at Flemings, and the entire experience was delightful from start to finish. The moment we walked in, the hostess greeted us with a warm welcome and seated us almost immediately. The restaurant has a lovely, intimate atmosphere with perfect lighting, making it an ideal spot for a special occasion. Our waiter was fantastic—he was friendly, patient, and clearly knew the menu inside and out. We ordered from the Magical Dining menu, which is an incredible value. The lobster bisque was a great start; it was delicious and wonderfully comforting. For our main courses, I had the 11 oz fillet mignon with a side of mac and cheese, and my wife had the 8 oz fillet mignon with mashed potatoes. The steaks were cooked to a perfect medium—tender, juicy, and incredibly flavorful. I also have to give a shout-out to the bartender for the amazing smoked old fashioned! We finished the meal with dessert. The carrot cake was a pleasant surprise. It was moist and dense in all the right ways, with a unique hint of pineapple that made it truly stand out. Overall, we absolutely loved our experience and highly recommend Flemings for a special evening out.

5 /5 NK: My wife talked me into the "Prime Pours and Pairings" event today Friday 10/11/25 for our anniversary. Every time we come, the food and service have been amazing. Glad we tried something new and went with this event including food/wine pairing. The 5-course menu was great, 2 wines per course old/new school (enough said), and a killer dessert, made for a great evening. Not a big sweet person, or dark chocolate to be honest and the cherry tart was lights out. Looking forward to the next event. Enjoyed being in a private room with only 3X 6 tops. Sorry I forgot pictures on the tenderloin and short ribs course. Neither lasted long and were also fantastic. Everything was well executed and timed well.

5 /5 Krista Devor: Andrew was our server and he was amazing! Me and my husband went to Fleming’s for our 3 year wedding anniversary. The Flemings team went above and beyond with a card on our table, cute little hearts, and amazing service. What a great staff! The food also tasted AMAZING. Looking forward to enjoying another dinner there.

5 /5 Justin Jones: I brought my wife here for her birthday and our anniversary date combined and it was the best decision I’ve made in a while. I let the staff know ahead of time why the night was special for us and they went above and beyond in every metric. The gave us the best table in the house underneath the tree with the best lighting imaginable, they decorated our table as well and the food along with the service was literally 100/10 they couldn’t have done better if they tried. This place truly is wonderful and we’ve made it a tradition to dine with Flemings on our anniversary every year. I also want to mention how wonderful the manager is, she came by our table to make sure that our date was perfect and she was just very sweet and genuine. All in all the night was unforgettable and we will definitely be back.