Great place. Third visit and each time gets better than the last. Charley's is a classic steak house with impeccable service and food. I enjoyed a Kansas City strip while my companion had the lamb chops and we had some shared sides No complaints. Following dinner, and selecting a nice cigar, we sat outside and enjoyed the weather and some drinks. Great way to end the evening. read more

Those who follow my reviews know that I eat out quite a bit and review hundreds of restaurants on many platforms. So when I say that this steakhouse is among the best meals I've ever eaten I am saying quite a lot. Honestly, I only ate here because I had a gift card, but I will be returning over and over again because meals do not get any better than this. Let me explain. From the moment you walk in your treated with incredible courtesy. Every member of the staff, whether they are waiting at you or just walking by make eye contact and make you feel valued just for being there. The ambience of the restaurant is typical steakhouse, but it is quite elegant as can be seen in the pictures. The tables are set beautifully, but still, I can't get over how good the service is considering the number of people at the restaurant. Other fine restaurants should experience an evening here to learn how to do it right. But at a steakhouse ir comes down to two things. The quality of the steak and how it is prepared. Here is where they excel. Every cut of meat is among the best. Not simply top cuts but carefully selected to be exemplary. And each steak is treated in a way that you would expect something so valuable to be prepared. They are cooked perfectly, but not just temperature. The balance of seasoning adds to, but never overpowers the flavor of the delicious meat that they are serving. We start our meal with the crabcakes, not your typical crabcakes which are heavily into the breading and minimally into the crab. These are wonderful cakes of crab prepared, unique and beautiful way, which was just so tasty that I was thrilled that I had ordered it. They brought over some complementary meatballs, which also were stellar. But the main event was the steak and as previously stated, it was just delicious. Clearly among the best I've ever eaten even a place ranked as the top steakhouses in the world. Clearly, the people that do the rankings didn't drop in here. Because we were celebrating a birthday, they gave us a complementary dessert. Nothing fancy, but we were not going to eat dessert anyway having filled up on a wonderful meal. Perhaps next time. This is the type of place where you are already looking forward to next time as you are even getting ready to walk out the door. Loved it and highly recommend. read more

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Our first experience here at the famous Charley's is FIRE! We just drove up from Miami today and were ready for a splurge dinner. WOW-This establishment is LEGIT in every way. Firstly, the complimentary cordial valet that greets you driving up is a perfect touch. It starts you off feeling well attended and pampered. Good job! We had an rsvp, and were greeted by staff at the podium. We had waiter Christian, who is over the top fantastic! Not too much, not too little. A perfect feel for handling customers. All Staff are both formal (tux!) and friendly. They are swift, Helpful and with great attention to detail. I broke a wine glass & they were all over it in a moment, like it never happened! And apologized to ME?! We love our steakhouses for special occasions, so this is a definite yes in our list. We decided to choose an app to share, two entrees & one side. We got a crab cake app (fabulous), 4 complimentary meatballs (also delish!), side of au gratin corn flake top potatoes, 24 oz bone in ribeye and 8 oz filet mignon, butterflied. ALL great! If you are in the market for one splurge dining experience off Disney property, then Don't sleep on Charley's. They know how to make it special in every way! FYI our bill-$200 before tip. Thanks for following me, Happy Hot Summer, 2026! ~Tami in Miami read more

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Service was great. Crab cakes with mango was delicious and different. Cook on 50oz poterhouse was Good the flavor was unique. Pricey so definitely not a weekly dinner read more

Charley's Steak House - Part of the restaurant - Steakhouses Near Me - Kissimmee, Florida

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Charley's is a great staple steakhouse. Service is always great and food is always fresh and out quick. I really enjoyed the lamb. I love the salad and bread that comes with the entrees! The martini was also a great new try. Beef tartar is one of my favorites! They offer free valet and would recommend making a reservation! The only downfall was that I took home some leftovers and found a hair in my leftovers. This hasn't happened before but was sad not to enjoy the food next day. read more

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it was outstanding. The steak was cooked to absolute perfection, tender and flavorful, and the sides were just as impressive. Every course felt crafted with care, from the appetizers to the final bite of dessert. Our server, Kiara, was absolutely wonderful, warm, knowledgeable, and genuinely attentive without ever feeling overbearing. She took the time to walk us through the menu, made thoughtful recommendations, and ensured every detail of our meal was perfect. Her friendly energy really elevated the experience. Halfway therethrough the evening, Tyler, the manager, stopped by to personally check in and make sure everything was to our liking. His professionalism and hospitality were impressive it's clear that both he and Kiara take immense pride in making guests feel valued. read more

Charley's Steak House - Steakhouses Near Me - Kissimmee, Florida

Reservations suggested for this steakhouse where the manager hand cuts the steaks each day. Dry aged steaks and prime cuts cooked over orange wood on an open grill. These steaks are displayed in the front case and also brought table side to view. Ambiance - booths and tables for cozy seating and attentive staff who are very friendly. We had: * Lobster Bisque - very nice with chunks of lobster * House Salad - well dressed and quite good * Cheesy bread rolls - these were just ok for me * Smoked crab cakes - yum chunky and delicious * Stone Crab claws - nothing fancy here just a solid claw * Cauliflower side - it's half a head roasted with cheese. It's a lot!! * Bone in Porterhouse. 28d dry aged. So good. Perfectly cooked. * Strawberry Shortcake. Supposedly less sweet but it was sweet. Still very good. Should have had some coffee with it. We left stuffed and liked the experience. read more

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We had a party of 16 for my parents' 50th wedding anniversary. The staff was all very accommodating and helpful. Bailey and the rest of the crew took excellent care of us. My mom's steak was slightly over-cooked, so they wouldn't even serve it to her. The remade the steak and brought out a cup of the lobster bisque for her to eat while she waited. Every food item we ordered was tasty and prepared well. The presentation kn the plates was great. Dinner here was almost as much of a show as it was a meal. read more

Charley's Steak House - Individual surf and turf - off menu special - Steakhouses Near Me - Kissimmee, Florida

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Second time here in 6 months. Both times excellent. The food is so very good!!! The ambiance here is awesome!!! We just lovethe inside and the outside of this place. Service? Last night our server was Anthony. Definitely in the top ten servers we have encountered anywhere. We will be back for sure!!! read more

Charley's Steak House - Rib eye filet on top, filet mignon on bottom. In between is an awesome baked potato loaded !! - Steakhouses Near Me - Kissimmee, Florida

Steaks are amazing. Service is even better than the steaks. The ambiance is low lit and high end. No hats. This review is only short because I think you get the gist. read more

Charley's Steak House - Steakhouses Near Me - Kissimmee, Florida

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This is another restaurant that has been around forever which is close to my family's timeshare. We've had a few steak dinners here on days we didn't do a late night at Disney. Food has always been good and steaks cooked as ordered. Nice desserts too and solid wine selection. Even though its located in a small strip mall area of restaurants the inside is more of an upscale feel, clean, warm, with terrific service, as should be expected of a steakhouse. Also, it's not a cheaper meal as you should expect steakhouse and tourist area pricing so I'd not recommend it to bring the family of little kiddies as there are many more affordable spots for family/children dining in the area. read more

Don't be fooled by the outside, the inside is spectacular! The service was superb! We have the Bison, lobster mac and cheese and mushrooms. Everything was delicious and cooked to perfection. This is one of my top restaurants in Orlando. read more

Charley's Steak House - Bison 20oz, peppercorn brandy sauce, lobster Mac and cheese, and sautéed mushrooms. - Steakhouses Near Me - Kissimmee, Florida

Fantastic service, plenty of steak options and delicious fish. This was my first visit and it was what I was hoping for. We had great and attentive service and the wood-fired steaks were amazing. You could taste the wood in each bite and I loved that. read more

Charley's Steak House - Hawaiian Cosmo - Steakhouses Near Me - Kissimmee, Florida

Saturday night, first time visit. I would go back if I was ever in the area again. We had a reservation for a birthday dinner. There was a wait to be seated even with the reservation. From the time we arrived until we left the birthday was acknowledged. The service was great. We did sit near the back by the party room and it was very drafty. The calamari and meats(filet mignon and pork chops) were great. The garlic mashed potatoes were too garlicy for the table. The salad comes out on a chilled plate, the cheesy rolls were ok. The strawberry lemonade was very good. read more

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This is a very high-end steakhouse. What impressed me, was both the Wine selection and the stake selection. Extensive on both fronts. I would recommend, if you want, medium, or medium well. My wife and I both ordered medium and got medium rare. That said, my Porter house steak was excellent.... Just pricey . The wine selection is stunning, ...but pricey. If you're a Cabernet drinker, go past the first few pages on the wine list, and you can find some nice Paso Robles wines for a reasonable price. read more

Had an awesome time with Orlando (Mr Chicago). Great Professional and Friendly service. The food was fine, but not at the level of the pricing. However, the Service of the whole team makes up for it. The lobster did not tasted at par, the steaks were fine as well as the Side Dishes; Mushrooms, Lobster Mac&Cheese and Mashed Potatoes. Nice drinks but way too expensive for the place. Overall good. Mr Chicago and the Team are the Stars read more

Charley's Steak House - Steakhouses Near Me - Kissimmee, Florida

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This location gives off a totally different vibe than the location on I-drive. You still have your classic steakhouse ambiance and wood fired grill in the front, but the service at this location was exceptional. Both locations are in a pretty tourist heavy area, however this one has more of a local vibe. I ordered the escargot to start. It was okay. The butter/parsley combo could have had more flavor, but the bread was perfect! I also ordered the filet mingon which came out perfect as always. Our server was knowledgeable and patient. He was also very patient and bantered with our son. read more

Charley's Steak House - Escargot - Steakhouses Near Me - Kissimmee, Florida

What a delight! While in town for a work conference, I treated myself to a steak dinner after a long work week! This place was recommended as I did not want to chain, and I must say it did not disappoint! While I wish I was hungrier, the food was absolutely exquisite, and the service was even better! We started off with an appetizer of the fried shrimp, while they pride themselves on hand breading, and making their own, it was a little heavy of a breading, though I did not find it to be greasy. So that, in and of itself is impressive! We moved onto their incredibly addictive, cheesy garlic bread and delicious light and refreshing salad while choosing the filet mignon with a shrimp topper. The steak was cooked perfectly and seasoned well. You can tell this is one of the last places that puts pride into what they do with their food. I cannot rave enough about the service, our waiter was incredible and management coming by to make sure everything was good was an extra added treat. Do yourself a favor and if you're in the area, grab a steak from Charley's you will be glad you did! read more

Charley's Steak House - Steak options - Steakhouses Near Me - Kissimmee, Florida

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Thank you Charley's for bringing back the bone-in angus ribeye! I entered last week unsure based on my last visit. However, as soon as I was seated and greeted by my fabulous server, I could tell this was going to be a five star meal. I started with a great bourbon (Elijah Craig small batch) pour, over a sphere of ice. The bone-in wet aged ribeye was fantastic. Perfectly seasoned and cooked to a delicious medium rare, I chose the peppercorn sauce, which added a spicy dimension to the steak. The au gratin potatoes lacked creaminess and were not as good as previous trips. I saved room for what may be one of the top two or three desserts I've ever had. The butter cake with a scoop of vanilla ice cream was out of this world. Well done Charley's!! read more

Andrew was like a gracious host, eminently knowledgeable and kind. You could take his recommendations to the bank! He knows the menu, and off menu items, so well, you could tell he just wanted you to love this steak house as much as he does. The bison ribeye was an unforgettable experience! Everyone in our party was just blown away by the entire event, 100% because of Andrew. So professional, but kind and personable. I'm sitting in his section next time! read more

Charley's Steak House - Bison! - Steakhouses Near Me - Kissimmee, Florida

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First off I just want to say the experience was a definitely the WOW experience that I read when we chose this restaurant. We have a lot of birthdays in this month so we stated that we wanted to do the top steak restaurants and so here we are at the famous Charley's. It is more like a romantic mood when you walked into this Atmosphere even the air was a crisp air. We had a nice waiter he was okay he wasn't an upbeat waiter but he was okay for the ladies. The Cheddar bread at the beginning was top tier. I really want the recipe to cook it at home. They're so delicious. Now the pork chop was very juicy and very seasoned. We had a Rose Lemon Drop and the bartender made the drink in front of its which was very delightful to watch. Now the Lobster Mac was very appealing the chunks of lobster burst of flavors while eating. The presentation of serving is the food had me full from just watching them. It is a beautiful restaurant. read more

Charley's Steak House - Flame Grilled Pork Chop with Lobster Mac and Cheese - Steakhouses Near Me - Kissimmee, Florida

Do not be fooled by the outside of this establish. Once you walk in, you see the sophistication in the ambience as soon as you open the double doors. Christian was absolutely amazing in assisting us with having a great evening. The service was impeccable. The only thing is I just cannot get my husband's steak right but it's OK. I ate it the next day once we reheated it after we took it home. The manager on duty that night was amazing as well. I just don't recall his name unfortunately I want to say Tyler, but don't quote me. Everything was made to order it was perfect. The food was 10 out of 10 and we are steakhouse connoisseurs and we highly recommend this place if you're in the Kissimmee/Orlando area. Such a wonderful establishment and we cannot wait to patronize them again once we're in Florida. read more

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Wow, what an incredible dining experience! Orlando, our waiter brought us a lovely sampling of some delicious meatballs as an appetizer. And as we finally decided on our entrées, the whole meal just kept getting better from there! Their steaks are fantastic, but I must say that halibut was amazing as well! The service was excellent as was was all of the food, read more

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Charley's is a really traditional steakhouse! And it is difficult to write reviews that haven't already stated most of the obvious. What I really like about it is it doesn't try to reinvent their steakhouse formula. It's a classic version and it goes really well. Lots of beef, great service, comfortable atmosphere, and it really well informed staff. read more

This review places no fault on the staff. Even on an off night, the team at Charlie's remains some of the most delightful and respectful I've experienced at any restaurant. The food has also been consistently high quality across most visits, with only very few moments where I can recall any issues. Had a fabulous date night with my husband, something we had been looking forward to for a while. The food was delicious. I ordered the chef's special, the surf and turf (filet with a half lobster tail cooked scampi). Our server was delightful, though service was a bit slower than usual this night. We sat for a while after the bread and salads, which are always generous, and by the time our meals arrived I was already pretty full. We dine here often, so I know this isn't typical and just felt like an off night. As usual, the staff came over to box up our leftovers, and since we were caught up enjoying our evening, we didn't pay close attention. Unfortunately, the next day I realized my leftovers were missing almost the entire lobster tail, which was a big part of a very expensive dish. I was honestly a little sad, as I had been looking forward to enjoying it for lunch. I do wish I had double-checked before leaving, but I also think a bit more care could have been taken when packing it. They've always done such a great job in the past, even boxing up small extras, so it didn't cross my mind to check. Just a heads up to others to make sure everything is in your to-go boxes before you leave. I still appreciate the dining experience at Charlie's, but anyone would be disappointed to lose part of such an expensive meal. As a small suggestion, if something is part of the main course and there's a significant portion left, it should always be included or at least confirmed with the guest before discarding. read more

So delicious. The steaks were cooked to perfection. We had a wonderful server -Orlando who has been there a really long time. I would go with his recommendations for a wonderful dining experience. read more

From the second we walked in, we were hit with the intoxicating aroma of seared steak and the faint sound of my diet crying in the distance. Charley's knows exactly what they're doing--this place is a temple of meat, and I was ready to worship. The steak? Perfection. Charred just right on the outside, juicy on the inside, and seasoned by what I assume was magic and possibly a deal with the culinary devil. The potatoes were swimming in butter--and I mean that as the highest compliment possible. If I could've used a biscuit to mop up the butter pond, I would've. The only weird note was the salad, which was about 10% greens and 90% dressing. I like flavor, but I also like to see my lettuce. Overall: worth it. Come for the steak, stay for the butter coma. read more

As soon as you walk in the aroma of delicious food captivates you. The service was top notch. Luis was attentive, knowledgeable about the menu and very friendly. The food was delicious. I got the escargot, angus ribeye steak and the garlic mashed potatoes. Very filling and the sides are huge. It was pricy but worth it! The only reason I'm not giving it a 5 star is the parking. There is no option to self park. While they offer complimentary valet, the expectation is that you tip. I am from out of town and I did not realize that before I chose the restaurant and when the valet brought back my car he asked for a tip and it was very off putting. I didn't prepare with cash and he asked if I had cashapp, Venmo or Zelle. It just made me uncomfortable and when I spend almost $200 for dinner, I don't want to pay for parking as well definitely when I was not expecting it. read more

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The first time we came to Charley's was a year and a half ago and we left a Sterling review. We've been back numerous times since and I thought it was time to write another review. I can best describe this dining experience at Charley's steakhouse as being made to feel like royalty from the moment you enter. We've had several different waiters and all have been fantastic. Tonight Melissa served us and she was wonderful. Have to give a shout out to mgr. Tyler as well. While they are known for wonderful steaks I can't get past the fantastic Faroe Island salmon. I've never had another restaurant come close with that dish. And because it's sushi grade I get to order it medium rare as I love it! and I'm in love with their crown Manhattans! A very generous pour in an iced glass. Perfetto! Thanks guys and see you soon! 5 stars! read more

10/10 on everything even down to the house salad which is included with the entree. The service was amazing, staff was attentive, informative and friendly. This was my 1st visit and I will be back so soon. Ordered was the beef tartar, calamari (best I've ever had), NY strip, scalloped potatoes & lobster Mac n Cheese. I don't eat a lot of meat but they were able to do a full demonstration showing different cuts and types of steak. Drinks were the margarita & Manhattan. Highly recommend! read more

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Great food, from steak, lobster, shrimp, and all the fixings. We visit this location anytime we are in Central Florida. read more

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Very Delicious Steak. Every time my boyfriend and I visit this place it is a hit. My favorite steak is the T-bone. The service is always great and they always display the meats prior to purchase so you know what you're getting due to the countless choices. The ambience is very classy. Be expected to dress the part, they do have a certain dress code upon entering. P.s: they offer valet as well. read more

Charley's Steak House - Steak Display - Steakhouses Near Me - Kissimmee, Florida

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Service was fantastic. Food was excellent. They accommodated my autistic child's food request. This is a special occasion place, i'm glad we went. read more

Wow! I have to say this place exceeded our expectations in every way!!!! We were in town for my husband's work conference but I hadn't personally been here in like 20 years so when I saw it was still reviewed well I decided to give it a try. I'm so glad we did!!!The service & food were beyond excellent! I tried a "ribeye filet" something I'd never had before, and my server recommend I try a peppercorn sauce over my usual bernaise- which was a game changer. We started with Caesar's and house salad. Sides were lobster MAC & mushrooms-both so delicious! I wanted to say that although the food was incredible, the way that the staff handled a food situation that came up was really the icing on the cake for us in terms of experience & service!!! We ordered a 8oz filet medium rare for my daughter and it just tasted "off" . We hated to complain, we usually don't even mention stuff, but this being a expensive order, they really went above and beyond to correct everything and kept our dining experience feeling seamless! We will definitely be back again, thanks so much again to our amazing server Xavier (we loved your stories & feel like family now), and incredible manager Tyler- your definitely an asset to this company!!!, plus all the other smiling faces from front of house to interacting with various staff in passing by! Everyone who worked there was SO NICE and seemed genuinely happy to be there, so refreshing!!! If anyone in upper management wants to know more don't hesitate to reach out! Sorry I didn't get pics in the beginning , we were starving & devoured everything immediately lol read more

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It was our first time at Charlie's and we will definitely return the next time we are in Kissimmee. We had a big party so you never know what will happen, but Tony and Rhonda, our servers, were incredible and very personable. Tony explained the different cuts of steak and helped us order the dish we desired. Rhonda was all over our table and her other tables. Fantastic service. I had a ribeye which was perfect. My wife and sister-in-law had the salmon which they said was the best they have ever had (I have to admit that it was delicious). We had a whole collection of desserts which also were delicious. I highly recommend this place as the whole experience was amazing. read more

We really love this place. Always great service and quality meat cuts. We love to watch presentations of all different meats side table. read more

Charley's Steak House - Steak with add on shrimp - Steakhouses Near Me - Kissimmee, Florida

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This Charley's should be closed! It's the absolute worst Charley's ever! I went here for 7 years and it was great and then BAM about 5 years ago it went to garbage! The staff and particularly the front desk girls are horrid and rude as they could possibly be. STAY AWAY!!! Go to the I Drive one or one of their other restaurants! read more

My son enjoys subs. Solid choice. Often in or near food courts. Standard fast food service and decor.

I'm in town for my birthday weekend and reserved dinner here. From the moment I walked in until the time I left, service was immaculate. They even had a bday card at the table for me. Our server was absolutely the best but I hate I forgot his name as I would love to give him a personal shout out. But all of the staff I encountered was awesome, so I'll just shout out the whole place lol. I went with my aunt and uncle who have lived in Florida for years but never been here, they were very pleased with their experience and vowed to come back. I got the lamb chops and man oh man were they delish! It came with a side salad and my table ordered the cauliflower dish at our waiters suggestion. I can't describe how good it was, it was simply amazing. At the end they brought out some ice cream with a candle on it as a special treat for my birthday. All in all I couldn't have asked for a better experience. Great job guys! read more

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Our server (Aaron) was awesome! Amazingly engaging and knowledgeable of the menu. His recommendations were spot on. The fried grouper appetizer was so light and tasty. The key lime tartar sauce was a superlative accent. The salad with olive vinaigrette was perfect. We shared a filet mignon, and it was so good and not very heavy and cooked perfectly. The baked potato was the size of a NERF football. And could be the only downfall since it was luke warm. But that was probably due to the copious amounts of sour cream and butter. The portions were worthwhile of splitting It was just a great experieince. . read more