Charley's Steak House and Seafood Grille - Kissimmee, FL

4.7
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2253 Reviews
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$31 to $50
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Steakhouse
Charley's Steak House is owned by the Woodsby family and has operated in Florida since 1974. Charley’s serves only three-year-old USDA prime and choice Angus steers, aging them four to six weeks for tenderness & flavor and hand-cutting the steaks daily to ensure consistent quality. The steaks are then flame-broiled over Florida citrus and oak wood in a custom-built pit at 1200º searing in the tantalizing taste that has made Charley’s the #1 steakhouse in America every year since 2007! Charley’s philosophy of providing only the finest extends from the kitchen to the wine cellar. The wine list approaches 500 selections from scores of exceptional wineries around the globe. Charley’s has been recognized with numerous awards including “Best of Award of Excellence” from Wine Spectator magazine, DiRōNA and Orlando Magazine’s“ Best Steak House & Best Old Favorite”. Charley’s has been creating fans from around the world for nearly 40 years. We look forward to having you become a fan soon!

Specials

Valentine's Day Special Menus & More

Join us at Charley's Steak House this Valentine's Day and receive a $25 bounce back for a return visit! We will be opening at 3:00pm on Friday, February 14th.

Friday, February 14, 2020

What 2253 People Are Saying
Overall ratings and reviews
Reviews can only be made by diners who have eaten at this restaurant
4.7based on recent ratings
4.7
food
4.7
service
4.5
ambience
4.2
value
Noise · Moderate
93% of people would recommend it to a friend
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N
Orlando
7 reviews
Dined 2 days ago
Overall3food3service4ambience3

We made a reservation well is advance for 6 at 7pm, We were seated at 7:30pm at the back by the service area, looked like it was reassigned since they needed time to setup, wonder why?
The Grouper was over done and dry, 20oz Fillet was more than the requested medium, but not bad. Bone in fillet was ok, have had better. The shrimp was very good, as were the vegetables. Our server was very pleasant and provided good service.
The floor managers visited several tables in our seating area, except ours!

CI
Cincinnati
48 reviews
Dined 2 days ago
Overall5food5service5ambience4

Charley's is an annual experience and has been for over a decade. Absolutely fantastic!

Certainly not inexpensive but you just have to try it.

OT
Orlando
1 review
Dined 3 days ago
Overall5food5service5ambience5

Fabulous experience

OT
Atlanta
4 reviews
Dined 3 days ago
Overall5food5service5ambience3

Moving to Orlando from Atlanta, I have experienced nothing but disappointment in restaurants around here. We decided to try Charley's and I was impressed. As all other reviews mention, the service was top notch. Nikko, the manager came around often and Pablo made sure we were well taken care of. We were a party of 2. The steaks were thick, cooked to perfection. We had a Strip and bone in rib eye, we did not have the dry aged steaks (next time).

We did not have an appetizer, dinner is served with a salad and garlic cheese rolls. The rolls were the biggest disappointment. They had an odd consistency, and very little cheese, but we ate them nonetheless.

We split a baked potato and the server had to go to the kitchen to get the "chives" (which were really green onions, but tasty) and bacon. This step seemed odd but the potato was still hot when it was served. Easy to take home leftovers. We had the key lime pie for dessert and was good. They encouraged us to have to Butter Cake, and were given samples to take home. It is a very sweet dessert.

We had a signature smoked Manhattan, dine at the table, served in a brandy snifter with no ice. Part cocktail part martini. It was interesting. We wanted a glass of wine, but no wine menu was offered, neither when we were seated nor when we asked what wines were offered by the glass. We had to randomly tell Pablo what type of wine we wanted.

Atmosphere: it has a very 80's feel. Kinda kitschy, but that was ok, actually a bit entertaining and nostalgic! This was about the quality of food. The place is huge and easily serves lots of large parties.

We had a reservation and were seated promptly. I am looking forward to going back.

s
Orlando
83 reviews
Dined 4 days ago
Overall5food4service5ambience3

Five stars as our waiter Christian was fabulous!

NG
Washington DC
7 reviews
Dined 5 days ago
Overall1food1service2ambience1

As a group of 5 highly opinionated people, we all agreed that this was the worst meal of our lives. Reservations were running 30 minutes behind. We decided to sit outside in the chilly weather, even though it wasn’t offered as a solution. After waiting 40 minutes for our drinks, We sent back two of the appetizers because they were inedible. The entrees came almost 2 hours after we sat down and they were all inedible too. I don’t know how this place stays in business unless standards for eating out are far lower in Orlando.

MT
New England
1 review
Dined 5 days ago
Overall1food5service1ambience1

The appointment was for 8pm. We arrived 7:45 and have to wait till 8:45 to be seated. And the. Waited for another hour for the food.

The worst experience ever!

Will never go again

OT
Richmond
1 review
Dined 5 days ago
Overall5food5service5ambience5

We visit from being out of town, we got the filet tenderloin with bone in the , taste was phenomenons. The Smokey flavor that came from the streak we so good! Will visit again when we are in town.

OT
Hertfordshire
1 review
Dined 6 days ago
Overall5food5service5ambience4

A fantastic experience, our waiter Bob was exceptional.

OT
Orlando
10 reviews
Dined on January 20, 2020
Overall4food4service5ambience5

Excellent service and ambiance. Would have been fives all round if the 'lower in fat' bison steak had indeed been lower in fat.

Everything else was just about perfect.

D
Milwaukee
1 review
Dined on January 20, 2020
Overall5food5service5ambience5

Orlando is a terrific server. Great guy and friendly as hell. Didn’t up sell a bit. Coming back soon due to him. Oh yeah, food was top shelf. Even though the cook forgot to blacken my steak it was fabulous

S
Oklahoma City
6 reviews
Dined on January 19, 2020
Overall5food5service5ambience5

Great food great service.

MT
Indiana
1 review
Dined on January 19, 2020
Overall5food5service5ambience5

We make sure and visit Chaley's Steak House and Seafood Grille when we are in town. The food is always outstanding along with the service. It is some of the best food I have anywhere that I have traveled. They should be very proud of the product they present to the customers.

OT
Orlando
1 review
Dined on January 19, 2020
Overall4food4service5ambience4

I love Charley’s food and service. I just feel it needs a new over haul with furniture, paint, carpet, etc.

OT
Jacksonville
2 reviews
Dined on January 18, 2020
Overall5food5service5ambience5

Great food

JT
Orlando
4 reviews
Dined on January 17, 2020
Overall5food5service4ambience4

This is without a doubt the best steakhouse in the entire country. The word that they use makes the flavor so unique!

DS
1 review
Dined on January 15, 2020
Overall5food5service5ambience5

Amazing service! Amazing food! They decorated our anniversary table with a sprinkle of tropical flowers and candlelight. Nice touch. We ordered the surf and turf. The smells of the wood grilled steak were incredible and then each bite was savored as I have never eaten a steak before in all my life. The waiter paired my meal with just the right Pinot and my meal became a whole experience to be remembered. Our meal was topped off with an incredible butter crunch cake topped with caramel and ice cream and my hubby had the creme brûlées and coffee. I highly recommend this experience for all senses, for that is what eating at Charley's Steak House and Seafood Grille offers through their food and service.

Marv and Debbie from Wisconsin

r
Cincinnati
2 reviews
Dined on January 12, 2020
Overall5food5service5ambience5

What a experience we enjoyed. Everything was phenomenal.
Can't wait to go back next time we're in town.

BB
1 review
Dined on January 12, 2020
Overall5food5service5ambience5

Excellent food, service and atmosphere! Seated promptly! Would definitely go back for another wonderful experience!!

OT
1 review
Dined on January 11, 2020
Overall5food5service5ambience5

One of the best steaks (8oz Filet) that I've had in a long time. Nvdia was an excellent waitress and would recommending requesting her if possible when there. The selection of various steaks and other meals are outstanding. The Cauliflower side dish is to die for and I'd highly recommend that as well as a very pleasant shrimp cocktail to get started properly. We were traveling, but I will definitely keep Charley's on my short list for any chance I might get to go again.

PJ
Orlando
32 reviews
Dined on January 10, 2020
Overall5food5service5ambience5

Superb meat selection and service.

K
Nashville
21 reviews
Dined on January 9, 2020
Overall4food3service4ambience3

Upon arrival, staff seemed frazzled. Not the warm welcoming we hoped for for our first time. Table was fine server was excellent. For a top notch steak restaurant, we were disappointed. My 42 ye old son ordered his steak medium rare. It came out med well. My bone in filet was was over done to the point of being like a weird powder texture in the middle and barely warm. Sides dishes were very good, cauliflower and fried green tomatoes. Salads were ok also but huge., we ordered grilled Caesar salad that was not grilled at all! They should tell you that salads are to share like the sides.
Just so so unfortunately.

H
Chicago
19 reviews
Dined on January 8, 2020
Overall4food4service5ambience3

Christian, our waiter was awesome.

OT
1 review
Dined on January 8, 2020
Overall5food5service5ambience5

Everything was great!!! The Wagyu Ribeye is excellent!!

JM
Washington DC
3 reviews
Dined on January 7, 2020
Overall5food5service5ambience5

Fantastic food and service as usually. Damon was a fantastic server and very attentive. He made the night extra special

c
1 review
Dined on January 7, 2020
Overall3food3service4ambience4

It was our first time at a Charley's Steak House and we picked our anniversary to give it a try. The staff were on point but I was disappointed with the food. My steak was overdone although the server offered to refire; I didn't want to wait again so took it home for my husband who likes his steak well done. At the meals end we were given a gift card for the cost of the steak that we were told we could use at our next visit. We will give the Charley's Orlando location a try but will not be back to the one in Kissimmee.

OO
Miami
4 reviews
Dined on January 5, 2020
Overall5food5service5ambience5

This is one of my favorite steak house in US, our first dinner destination in town always. Both locations are great, I prefer the one in 192.
Service is great and the meats are superb, a great side dish is the cauliflower ( enough for 3 or 4 persons )

S
Orlando
4 reviews
Dined on January 4, 2020
Overall5food5service5ambience5

Best steakhouse in America. I have lived from sea to shining sea and this is the best tasting steak in America.

OT
1 review
Dined on January 4, 2020
Overall4food5service5ambience4

Its very good, your drinks won't go empty, but expect the full dinner experience. Don't be in a rush and it will be great.

OT
Orlando
17 reviews
Dined on January 2, 2020
Overall5food5service5ambience5

Absolute top quality food yet again with great , friendly service as well. We will be back in our next visit to Orlando that’s for sure!

OT
London
3 reviews
Dined on January 1, 2020
Overall5food5service5ambience5

Amazing experience - delicious food, great service, relaxed dining - we loved it!

OT
Tampa
1 review
Dined on January 1, 2020
Overall5food5service5ambience5

Absolutely phenomenal

OT
1 review
Dined on January 1, 2020
Overall5food5service5ambience5

Our waiter, Orlando, was excellent and food was exceptional.

d
Orlando
27 reviews
Dined on December 31, 2019
Overall4food5service5ambience4

No valet parking, and there is no good parking around. Overbooked so we eat at the bar, which was great as Marge the bartender treat us very well. Drinks are incredible so.
Bone in filet, cauliflower, and veggies were great. Bread is amazing.
Excellent place.

SC
E. Tennessee
4 reviews
Dined on December 31, 2019
Overall2food2service1ambience3

To be fair, we were there on NYE. First, they did not honor the reservation made through Open Table and were allowing call ahead and walk-in customers to bump in line. The hostest was very rude and there was no one to greet incoming customers. Bad move on management. We were seated 75 minutes past our reservation time. The waitress, while very nice, not trained very well, not familiar enough with what she was selling. After taking our order she came to tell me that they no longer had what I ordered. Them the next three things that I wanted to order were no longer available. The steaks were not of really good quality, nor were they cooked to perfection. It was as if they had been sitting for a while. For the money, this was a huge disappointment and I would not return ever again. I am not the only person grumbling that evening, in fact the entire lobby felt the same I am sure that the owner would be really upset to learn how his business was being represented.

OT
Atlanta
1 review
Dined on December 31, 2019
Overall2food3service1ambience3

Service was horrible. Waiter was in the weeds bad. Forgot drink order and it took over 30 minutes to get our bill.

SM
Charleston
19 reviews
Dined on December 31, 2019
Overall5food5service5ambience5

A must while in Kissimmee, Orlando area. Historic steak house with prime aged steaks. The wine selection and perfect paring, very impressive. Our server, Christina, very professional and charming. The entire staff were fantastic. Last of all, every aspect of dinner always meets and beats our expectations. Our 20th wedding anniversary dinner and debating on dessert, while most high end establishments present a signature dessert as a small intimate gesture...we did have leftover asparagus and mushrooms at our condo later in the evening. A tradition while in town, highly recommend!!!!

MP
Orlando
4 reviews
Dined on December 31, 2019
Overall5food5service5ambience5

Outstanding as always!

OT
Tampa
1 review
Dined on December 31, 2019
Overall5food5service5ambience5

NYE dinner was fabulous!

OT
1 review
Dined on December 30, 2019
Overall5food5service5ambience5

Service was wonderful. Orlando is the best waiter. He accommodated everything for my son so he could also eat while we had appetizers. Always a wonderful experience. 🥰

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