We celebrated our son's birthday and had a wonderful evening. Matt, our waiter, was phenomenal -- warm, attentive, and genuinely great customer and people skills, which made the night feel special. We ordered the 16‑oz prime rib with mac and cheese, pork chops with au gratin potatoes, and the Beso Del Mar. The prime rib was tender and flavorful with a nicely seasoned crust; the mac and cheese was rich and creamy. The pork chops were well seasoned and paired perfectly with the au gratin, which had a golden, cheesy top. Beso del Mar-Spanish translation"Kiss of the Sea" Truly a "melt-in-your-mouth" experience. You get the soft, buttery risotto and tender shrimp. The restaurant's atmosphere felt upscale but relaxed -- ideal for a birthday dinner. Overall this is a great spot for special occasions; we'll definitely return. read more

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We celebrated our anniversary here. Overall, the experience was good but with all the hype, I was expecting a bit more. The blue crab beignets were flavorful, but a little too crunchy almost like they had been pre-cooked and held under heat. I had the blackberry smash, and that was spot on. For my entrée, the duck breast was cooked perfectly and paired really well. My wife ordered the Tournedos Americana. She said it was a bit tough and mentioned she would've preferred the petite filet instead. Our server, Matt, was excellent very attentive and engaged the entire time. You could tell he has a strong instinct for sales, always looking for opportunities to suggest add-ons without being pushy. Not saying we wouldn't come back we might but for us, the food didn't quite live up to the hype. That said, the service was outstanding. read more

Great Southern Restaurant Group's restaurant week began on January 26 and features 3-course dinners for $33 at its five sister restaurants (Jackson's, Angelena's , Atlas, The Fish House and 5 Sisters). This my favorite annual event. Last night was dinner at Jackson's with a group of friends. You'd think that there would be a reduction in food and quality because of the reduced price, but Jackson's never disappoints. There was a choice of three items per course and we all chose different items. I chose the spinach salad (a little heavy on the dressing that I should have asked for on the side), the catch (swordfish), and the bourbon bread pudding. Shrimp and beef were the other entree options that everyone who ordered it enjoyed. My only criticism is that our server was a bit grouchy and unfriendly. I understand that it can be difficult to serve a table of 8, but a 20% gratuity was automatically added to the bill so I am not excusing her attitude. (Yes, I know I could have reduced the tip, but I chose not to.). Four stars out of 5 because I don't think our service was up to Jackson's standards. I recognize that Jackson's is a bit pricey for a lot of folks, but this week is a perfect time to enjoy their menu read more

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Another great visit to Jacksons Steakhouse. We celebrated Mother's Day and had a fantastic meal there were plenty of leftovers. As always, the servers were fantastic along with the hospitality staff. read more

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We were visiting Pensacola n stopped on New Year's Day for dinner. In the heart of Pensacola across a park. There's street parking n a garage nearby. Nice Modern homely restaurant. Lovely decorated. Friendly welcoming staff. Pricey restaurant. The menu had so many good items. Was a tough choice what to pick, We settled on the blue crab beignets, Cesar salad, French onion soup n gulf coast seafood chowder. When I think of beignets always think of the sweet ones. This was different n delicious . One of a kind. The seafood chowder was good too n so were the French onion soup n Cesar salad. For entrees we picked the long stemmed artichoke, crab cakes, petit filet n open fired gulf grouper. The artichoke was different had sautéed onions n was ok. The crab cakes were tasted so good. The grouper was delicious n v flavorful. The filet v moist n tender n tasted good. We ended our meal w some deserts - chocolate mousse that melts in your mouth , bread pudding w whiskey sauce was sooo good n a different phyllo purse that tasted so good -one of a kind. Thank u for a great meal to start the new year 2026. read more

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Jackson's is our new Mastro's. We used to live a handful of miles from Mastro's in Malibu so you can understand the need, the urgency, to find a new local steakhouse. I kid (about the urgency anyway). That was our only local half worthy bar! But now here, we really did seek out a steakhouse and Jackson's fit the bill delightfully. We entered, it was loud, we were lead to the 2nd dining room where we were seated. We were in a 2 top right along the high traffic entry into the 2nd dining room. Which was confusing bc I book through OpenTable a lot so why would you stick me there? You can see I eat out A LOT. But I chalk it up to novice hostesses who instead put the non alcohol drinking teens at the window two tables down from us (hello?! Much lower bill & tip!). BUT it was all up from there. It was chilly in the dining room admittedly. But I should've known better. I liked the decor. Very Southern Steakhouse. Reminiscent of steakhouses in Charleston. White table cloths. Big, rotating menus. Excellent options to add on top of your steak, an array of sauces. Family style sides. Crab cake. Caviar. We had a delicious soup appetizer and the cocktails were outstanding. I rarely drink cocktails but a kiwi kiss? How could I resist! I liked the decor. It had an earthy feel to it. Branch like candelabras, warm hues and tones, a giant hillside scape painting behind the main bar. Pretty. Warm. Welcoming. Our waitress was pleasant. Very enthusiastic and knowledgeable about the menu. The bread was hot a fantastic. The beef - wonderful. Melt in your mouth. No tomahawk here but really, how frequently does one need to eat a tomahawk! I was thrilled with my medallions and my husband with his rib eye. In the words of my husband "we found another one of our fine dining spots". Yes, we did indeed. And we'll certainly be back. We can't resist an excellent steak and white tablecloth. read more

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We're here in our hometown twice a year and always enjoy a Friday lunch at Jackson's. We love this restaurant for its "old" (not Driftwood, etc. old but recent old, LOL) Pensacola fine dining ambiance here in the heart of downtown. The venue also reminds us of New Orleans with its French windows offering views of bustling Palafox Street on the west side and live oak shaded Plaza Ferdinand just across Zaragoza Street to north. While the kitchen's offerings are not five star in our estimation the food is quite good and enjoyable. The menu is well rounded and interesting, even at this once a week lunch service. Jackson's offers a very nice wine menu and cocktails are always perfectly and generously poured. At lunch, the first Martini is on the house and subsequent Martinis are $10! What's not to love about that?! The service here has never disappointed and today was no exception. Our server, Sophia, was so pleasant, gracious, helpful, and perfectly attentive through-out our meal. She paced the service perfectly. We started with a shared Fried Green Tomato and Jumbo Lump Crab Salad with Bill-E's Smoked bacon, artisanal greens, herb-roasted mushrooms, goat cheese, jumbo lump crab, and a shallot-champagne vinaigrette. This was outstanding! (See pic). A definite do again. However, we did not ask for it be plated separately but the kitchen did and we were nicked for a separate plate charge of $5. For a salad! It would have been good to have been informed of this charge in advance. Anne had the fire grilled grouper and I ordered the French Dip. The grouper was not over cooked but still the flesh was quite dry and the fish did not taste fresh. The French dip was good but not great. Would have enjoyed a much heartier and robust au jus. The skin-on french fries were not at all crisp. Pretty, meh. But we''ll be back Lord willin' and the creek don't rise on a Friday next May or so. read more

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Lamb chops were excellent!! My husband's steak was the best. Our waiter , David T, was the extremely knowledgeable. Enjoyed having him as our waiter.. will definitely go back ! read more

Service was excellent and the food was fantastic. Very nice place. Love the history. Nice place to go for special occasions. Expensive though but you get what you pay for. A++ read more

The steak here was REALLY good. It was perfectly cooked (we asked for medium rare). One of us had the truffle oil dip. That was good. The other two had steak topped with fried green tomato and crab. Service was good and friendly. We thought we wouldn't need reservations on a weeknight. We are not locals, and we were wrong! There was a concert so lots and lots of reservations made. We managed to snag 3 seats at the bar. read more

I'm not sure what was better the food or service. We sat at the bar and Kyla was the best and the manager Sam was so personal. I will definitely come again!!! Everything was amazing!!! read more

Well, well, well if this isn't one of the greatest restaurants I have been too I'm not too sure what is. By far the best place in all of Pensacola, but not only that one of the friendliest staff's that I have had the honor to dine with. Brandon... phenomenal and so much professionalism. You could say that he ordered everything for us and even surprised us with toppings on our steak. If I am ever back in Pensacola I will be coming here to see Brandon again. That guy is killer and such a true gentleman. read more

We discovered Jackson Steakhouse last summer just by chance and went back again tonight and I'm just saying...it really doesn't get any better than this! Steaks all tender and cooked to perfection. We ordered 4 sides for the 6 of us and more than enough to share giving us such a great variety! The bread and butter, so fresh and light! The Brussels were amazing, not sweet but more salty, just wonderful. Our waiter was so sweet joining in on our movie convo and on top of all our needs. The atmosphere is top too. I love eating at a round table. Makes for great conversation. We had the best time! I highly suggest Jackson's Steakhouse. It fires on all cylinders. read more

I wish they had an actual happy hour but I guess they don't need to. Jackson's is a classic Pensacola spot from what I hear. Apparently people are losing interest bc the place hasn't kept up with the times and everyone inside are senior citizens.... Well, they make a good martini and the food was delicious so I'll be back. Let's see if I can get anyone to go with me though lol read more

My boyfriend and I love Tuesdays prime rib special and Kyla the bartender made our experience phenomenal. She's so sweet, vibrant, and made sure to check on us with everything we got. We love the atmosphere, service, and food! Everything was great! read more

Jacksons Steakhouse - Chocolate martini - Steakhouses Near Me - Pensacola, Florida

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It was very good I had the Tornados Americans and it was a lot of value for the money! And tastes amazing and the potatoes au gratin were also very good. The service was very good as well. Our server was very attentive, but also not annoying. And the ambience was very good. It definitely felt upscale. I would definitely recommend a spot if you're in the area looking for a nice dinner spot! read more

There for a company Christmas get together. Staff was amazing! Food was ok but over priced IMHO. Ambiance was wonderful We were treated to nice dinner by my company but over priced m. We both had the Delmonico steak -- not worth the $$$$. Wine was good (Bordeaux) n not too expensive. read more

Jacksons Steakhouse - Bar area waiting - Steakhouses Near Me - Pensacola, Florida

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Emily, Matthew and David made our 35th wedding anniversary one of the best in recent memory. It started out a little rocky with missed info on reservations. Emily got Matthew involved quickly and was resolved in a most excellent way. Great spot for quite comfortable dinner. David was our server who was spot on with suggestions and very attentive service. Attentive but not smothering. The food and drinks were beyond expectation. My wife and the filet medallions and I had the scallops. Both were delicious. We have in the past normally favored Grand Marlin but after tonight's experience we have a new favorite place. Can't recommend them high enough. Ten stars if they were available. Deserts were beyond delicious. read more

Jacksons Steakhouse - Blueberry cheesecake and bread pudding - Steakhouses Near Me - Pensacola, Florida

My husband I ate here when visiting Pensacola. I got the NY strip and it was by far the best cooked steak I've ever had. Oysters were amazing. Squash Casserole was amazing. This is easily one of my favorite restaurants. Oh and the many sauce selections is an added bonus. Wonderful! read more

Jacksons Steakhouse - Lobster tempura - Steakhouses Near Me - Pensacola, Florida

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Amazing experience, start to finish! Great to be back in Pensacola tonight. The blue crab beignets are the bomb! And the steaks are full of flavor and perfectly cooked. And Kathy is the BEST - truly a memorable experience and one of the very best I've come across in all of our travels. No doubt, this is the spot. We will be back! read more

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I'm going to Jackson's I'm going to order crab Beignets second round Yeah, I'm going to Jackson's Look out Pirate-cola town! Hubby & I LOVE Jackson's! We especially love the Pâte à choux Crab Beignets. The absolute best blue Crab Beignets served with a spicy garlic chili tarter sauce on top of lemon. Sublime. No one makes them better than Jackson's. The steaks are also excellent, we love the filet with the green peppercorn sauce. The best green peppercorn sauce I have ever had. We also LOVE they have a option to make the Caesar salads with real anchovies the traditional way. My Fave. The new greek inspired seasonal salad is also excellent. Should just add it to the menu :).. The Hickory fired wild sockeye salmon is a well thought out dish. A symphony of perfectly balanced flavors. Grilled salmon on top of creamed corn, blistered tomatoes, pickles, capers ohmygosh 2.die.4 :)... One of my top 3 salmon dishes of all time. We got married in a fever Hotter than a pepper sprout We've been talkin' bout Jackson's Ever since our first taste, there ain't no doubt! Every dinner we have had at Jackson's has been impeccable, absolutely perfection. Thanks to their amazing staff, especially Scott. We just adore Scott, can't wait for our next dinner out with Scott! (blows kisses) I'm going to Jackson's yeah, we will both soon be back! Yeah, we're going to Jackson's The best in Pirate'cola & that's a fact! Highest Recommendations. read more

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We had a wonderful time celebrating at Jackson's, the service from Danielle was phenomenal! We made a reservation through Open Table and got an awesome spot by the window. The complementary bread is actually locally made by Emerald Coast Bread Company, their Rustic loaf! The crab cake appetizer was another highlight, as was the complimentary dessert because of our special occasion. I did enjoy the lump crab and fried green tomatoes, but I felt the sirloin was a bit underseasoned. It didn't wow me like how I felt after trying my boyfriend's lamb chops he got- he absolutely loved them. Overall a wonderful experience and will be back mainly for the genuineness of the service. read more

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Husband and I went last night for Special Prime Rib night. Instead of being served a 16oz prime Rib we were served what looked like a 12 oz which was full of fat. Maybe 5 oz's of edible meat. We were so looking forward to a nice date night from our kids, who gave us a gift card for Christmas. What a disappointment! The steak was so thin it was ridiculous. The chef should have never served that. Needless to say, we will not go back. read more

Jackson's is a must stop in Pensacola. Serving upscale food in a building built in the 1860s off Plaza Ferdinand where Andrew Jackson accepted the transfer of Florida to the U.S. from Spain in 1821. The dining room is a high-ceilinged classic steakhouse with touches of the Gulf Coast. The menu has classic steakhouse fare with gulf coast seafood and touches of Cajun cuisine. The wait staff and service are impeccable, and Thomas is the best of the best with the ability to make your mouth water with adjective filled descriptions of any dish on the menu. For drinks, the wine list is definitely one of the best in the area and the cocktail menu is wonderful with a great Smoked Pecan Old Fashion and for starters, I would highly recommend the Burnt Ends Confit which are essentially melt in your mouth meat lollipops. And for your main course, the steaks are fantastic and every option is amazing with the Delmonico stealing the show. For the entrees, the Tournedos Americana deserves a special mention served with two tenderloins and red wine demi-glace over a bed of whipped potatoes. And for dessert, the bread pudding is fantastic as well as the Key Lime Phyllo Purse. Despite Jackson's focus on upscale dining, there are several weekly specials to mention. Prime Rib Tuesday's features a 16 oz. prime rib and a baked potato for $19.95. Additionally, Wine Down Wednesdays allow you to imbibe in Jackson's award-winning wine selection with half-priced bottles. Jackson's is one of our favorite restaurants in Pensacola and we try to make a visit almost every week! read more

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We went for the Tuesday prime rib special. It was so good,tender and juicy. The service was fantastic. Great place to go. read more

Jacksons Steakhouse - Prime rib - Steakhouses Near Me - Pensacola, Florida

We came in for our anniversary on our anniversary. Menus were special printed with happy anniversary on them and we got a complementary dessert at the end. Scott (aka Scottie) was our waiter and we never waited for anything. He was a great server and had a good balance of talking and letting us enjoy our evening. He also had great recommendations. The food was phenomenal everything we had was delicious. The restaurant has a great vibe to it and is clean and well maintained. 100% would recommend. It is on the pricier side but we knew that coming in. read more

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We first heard about Jacksons in '22 when we bought a home in the area, but finally went on "Prime Time Tuesdays." Our experience was STELLAR in every way possible! Located facing a lovely city square, it has an old-school, 'old money' classic look/feel inside the restaurant. Excellent service/staff, bread to die for, great drinks, and the closer: a 16oz perfectly executed prime rib w/baked potato for $19.95 (Tuesdays after 5p) - an amazing value, especially post Biden-flation!! Well done, Jacksons! (tho my prime rib was medium rare ;) read more

We went for restaurant week and while the food was good and the restaurant is pretty, our experience was not the fine dining we had hoped. Truthfully it could be due them being understaffed - I'm not sure - but to clarify before going into detail, I do want to say that everyone on the staff was incredibly friendly so no complaints there! We got bread to start which was INCREDIBLE - so fluffy and crusty. However, the bread took such a long time to get to our table that our bread plates had already been taken, so we ate without them which got a bit messy. For the appetizer course, the salad was missing its cheese and by the time we were able to let the waiter know and get some cheese, the entrees were already coming out. The drinks and dessert were also good, but overall we were underwhelmed by the experience. Thanks to Jackson's for having us and a good meal, but just wanted to share my personal experience! read more

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The staff made my birthday a memorable celebration. Champagne, appetizers and steaks were amazing. Very beautiful restaurant! Definitely try the blue crab beignets! read more

The staff planned our 50th Wedding Anniversary reception. Logan and Kady are awesome and so enjoyable to work with. Food was beyond excellent. David and Danny provided only the best attentive service. Most of our 45 guests commented on the food and service even the next day. Atmosphere was perfect and the cost was reasonable. Highly, highly recommend. read more

Celiac/gluten free review Visited Jackson's tonight. The menu is well marked with GF options. 2 appetizers, 2 salad options, 4-5 entrees, maybe 3 side dishes, & 2 desserts. I got the piggyback chop (pork chop). Included a corn hash, Brussels, & a hatch chili sauce. SO good. So many flavors! The pork chop was perfectly seasoned and cooked. 10/10 recommend. Tried the whipped potatoes from another plate and they were also very good. Shared the chocolate mousse with toffee with the table. Good, rich, & easily shareable after large entrees! read more

Food was mediocre at best. I ordered a Caesar salad to start that was severely underdressed. Adding more dressing didn't help however, just wasn't good. We split a filet, side of whipped potatoes and brussel sprouts. We ordered the steak medium and it came out rare, despite them splitting it in the kitchen and bringing it out on two separate plates so they could clearly see it wasn't up to temp, they still served it to us. Sides were cold right off the bat and the sprouts were overcooked but flavor was good. Once they fixed the steak, it was ok. Sadly service was bad and no apologies were made for the mistakes, not even from the manager. read more

The absolute finest service from Matt and amazing food and drinks . I can't wait to go back for another special occasion. Exceptional all around . read more

The service is top notch and personalized. Ordered the Febch Onion Soup and it was excellent. The steak medallions were on point. The ambiance was quiet and relaxed. The seat g was a bit too close for my taste. It felt like we were having dinner with the people next to us. Historic and memorable for sure. Give it a try. read more

Jacksons Steakhouse - Dining area. - Steakhouses Near Me - Pensacola, Florida

The food was excellent the service above and beyond. Absolutely the best, Thank you so much.

We are new to the area and saw this place on Google. We weren't dressed up or anything and didn't realize it was a higher end restaurant, but we decided to eat there anyways. It is very expensive, but it was good. Definitely not a casual dining experience. Would be a good date spot, but not somewhere the average person could afford to go to on a normal basis. We had a great waitress. read more

Jacksons Steakhouse - 14-oz. New York Strip - Steakhouses Near Me - Pensacola, Florida

Foo was delicious. Had our company Christmas party here and got to watch the parade while dining. It was perfect

Excellent service and ambiance We were celebrating our anniversary and they treated us like royalty Food was excellent read more

Made reservations here on a saturday night for an anniversary dinner- it was our first time here and we loved it! All of the food was amazing- we got the bacon and oyster app, french onion soup, steaks with the oscar topping (to die for), a few sides, and we got a complimentary ice cream dessert for celebrating our anniversary there. The steaks melt in your mouth! Loved the natural lighting from the windows as well as the dimly lit lamps. Perfect location in downtown pensacola. On the pricier side, but worth it for a special occasion/date night. Definitely make reservations if you're going there for weekend dinner. read more

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I went to Jackson restaurant today for the first time It was my birthday and I had the most amazing experience. The food was excellent the service above and beyond. Sarah was our waitress was just perfect. The manager Mathew is absolutely the best!! I highly recommend this restaurant. I will definitely be going back and bringing friends and family read more