This is one of my favorite hole in the walls with killer hamburgers (my favorite is the firecracker burger). If you're looking for an appetizer that's satisfies all tastebuds I recommend the Buffalo cauliflower. Great place with lots of locals, cold beer, live music and a friendly outdoor Florida vibe. read more

Jack Willie's Bar - Bars Near Me - Oldsmar, Florida

Ok this is a dive tiki bar with good food. Menus really need to be replaced they are old and dirty. But the food on the menu is good. Mostly seafood. I had the fish and chips the last time I went there. Sit outside it is very nice! The parking lot is beat up too. I guess they could fix the parking lot and buy some new menus and then they could charge more. read more

We probably got here around 3 o'clock in the afternoon on a Monday wasn't that busy there were five of us we sat to the left which is not the main part of the outdoor seating but it's shaded and service was bad. They forgot one of our lunches and it took a really long time to get the bill. A couple of us had the crabcake sandwich I wasn't really that good it didn't have a lot of seasoning and the spicy mayo has horseradish in it one of my least favorite things. I'm sure will give them another try but this time definitely not up to par. read more

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This place is awesome, period. Fantastic staff, very chill vibe, perfect food and drinks. I found it by mistake, but have gone back about 6 times and even bought a tee shirt! I love this place. Very laid back and casual, the out door bar is actually an old boat they rescued. read more

Jack Willie's Bar - Interior bar. - Bars Near Me - Oldsmar, Florida

We enjoy this restaurant the food is good the ambiance enjoyable as you eat. Entertainment as you eat you can eat outside or inside. Very good place. read more

I love this place! It's been our new Friday night hang out. There's live music, the staff is great, plenty of parking and it kind of a hidden gem. Our favorite appetizer is the crab fries, I highly recommend them. I've had multiple different options and have not been disappointed. This week I got a chicken quesadilla and it was so good. They're onion rings and tater tots are also the bomb! They have everything from philly cheese steaks to sea food to even Greek food, they have a bit of everything. I highly recommend sitting outside that's where all the magic happens. Each week they have a different band play. Jack Willies is where it's at! read more

Jack Willie's Bar - Crab fries - Bars Near Me - Oldsmar, Florida

Love Jack Willie's especially for their fried scallops. Neighborhood bar feel. Tiki lounge like seating outside on the deck and a wrap around bar. Inside seating is clean and plentiful. Nice people. Good service. Very good food. read more

Food with some of the best bar food I've had in a very long time, The drinks were flowing and had a really great price, and the staff and management was super fantastic! Live music on the weekends was an excellent touch! Big shoutout to Kelsey, Ryan and the girl that is alway in a roll Rachel aka Akka Dakka! Lol read more

Jack Willie's Bar - On the water on the outdoor patio - Bars Near Me - Oldsmar, Florida

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First time coming here and honestly the food was great. The fish and chips, the fried shrimp dinners came with so much food. The fish melts in your mouth. The service was fine in my opinion they didn't check on you every minute but were there to refill a drink when needed. It's a local dive bar super casual. Definitely coming back to try other things on the menu. read more

We visited on a Friday afternoon, crowd was light, service was prompt. I had the Gator Hoagie, my first gator experience. The hoagie was good but I don't think I am a gator fan. Wife had fish and chips plus Cole slaw, all very good with generous portions. We also tries the buffalo cauliflower bites, very good. Nice water view if you sit outside, we sat inside, chairs were comfortable. read more

Fun place to hang out, get a beer, watch the games or have a meal. They have a cool tiki style large bar outside and a bar and dining room inside. I had the grilled redfish, very tasty, perfectly cooked with good flavor. Friendly and helpful servers. Nice bar. Definitely a cool place read more

Jack Willie's Bar - Redfish - Bars Near Me - Oldsmar, Florida

EVERYTHING I have eaten at Jack Willie's is fabulous but my favorites are: -Fried Shrimp -Blackened Scallops -Smoked Fish Dip -Buffalo Cauliflower Love to go here every time I get the chance! read more

Jack Willie's Bar - Fried shrimp basket, best shrimp ever! - Bars Near Me - Oldsmar, Florida

This is a nice local spot that has solid food and good live music. My wife and I came here on a Saturday evening to support a friend of ours who was playing with a band. We were able to get a seat inside pretty quickly given how crowded it was outside. Our waitress was attentive and brought out our drinks in no time. We placed our order and had our food in about 15 minutes. I ordered a Grouper sandwich and my wife ordered the fried shimp platter. Both were absolutely delicious and we polished off our dinners really fast. As we were eating, it began to rain outside, so the bulk of the people who had been outside listening to music came inside and filled up the bar. At that point it got really loud and my wife and I couldn't really talk to each other anymore. We were mostly done with our meals by the time it got too loud so it wasn't a big deal. Just be prepared for that if you run into the same situation. read more

Dropped in here to listen to some music and have a bite to eat. I've been a couple of times before and the food is always your typical pub type food. This time we ordered the crab fries to share which were the epitome of rich. Seriously, they were awful but my father in law kinda loves em. There are just some things that should not go on fries and crab with melted cheese and some kind of sub sauce is one of those things. I had a grouper sandwich which was excellent. I special ordered it with lettuce tomato, onion and mayo, and tartar sauce on a ciabatta. Fish was fresh and grillled to perfection. Also had the wings. Crispy and large with a side of hot sauce. They're probably the best wings in the area. And drinks are reasonably priced. Oh, and service is spot on. read more

Liked the location liked the food staff was great have zero complaints . Just nothing jumped off as special

The food & service was ok. Reading that it was a "local spot" I was hoping for a hidden gem. Not any different than any other avg sport bar to me. read more

Ambience at Jack Willies is always excellent. You never have to worry about that. However, this time we felt the food was sub-par. Food was just thrown on a plate. For instance, one of the diners ordered oysters blackened and the plate came out with a bunch of oysters thrown on a white plate and no, attempt to make the plate look nice fish-and-chips were served on a plate where they left puddles of Grease Another diner had tacos. The tacos came out. They were toasted, not soft and there was layers of congealed cool cheese on the bottom of the taco. We have been going there for years. But the place has had a serious downturn. We will not be returning. read more

Enjoyed lunch with friends. Food was good. I had shrimp cocktail and a spinach salad. Staff were warm and friendly.

A perfect Sunday afternoon with friends. Atmosphere is great. Indoor and outdoor seating available. Opted for mostly shared appetizer type plates. Prices very fair. read more

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This place is a great simple fried seafood joint/bar. The rum bucket pairs great with the fried shrimp. I loved the selection and the vibe. Great place to relax and eat read more

New Chef Dylan is amazing! Look at this Sunday special. Delicious clans drenched in garlic and butter with fresh sauteed spinach. read more

Jack Willie's Bar - Clams with spinach and garlic bread - Bars Near Me - Oldsmar, Florida

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I went there today for lunch. It has a great atmosphere on the water. The people were friendly. I had a turkey melt and sweet potato fries that were the best I've ever had. It's a nice hidden place to go. read more

Service was great! We brought our 2 small dogs and staff was very accommodating to our larger party on Friday night. Reasonable prices...everyone enjoyed their food! The ambiance is fun casual...bonus there were some games for adults or kids if you need a time filler. read more

Food was great! Buuuuut the entertainment was ehhhh. I give it to anyone who performs live but the singers were very out of tune and sounded like they they had a rough night before. We ended up leaving as soon as possible. Overall the food was great. The service was great as well. read more

Sunday funday at Jacks new dude playing music EXCELLENT !! They need to get him here more often..

A coworker and I ate dinner here today. The staff was super friendly and the food came out fast, hot and delicious. Ali was an amazing waitress very attentive to our needs for refills etc. she even made sure our to go desserts were packed just right for the trip back to the hotel. read more

Giving this hole in the wall 5 stars for character and food. It is definitely hidden gem status! We opted to sit inside because we came with kids and it was hot in the sun next to the water. I hated to miss the great entertainment outside! The man playing guitar had a great voice. The kids actually ended up back outside after we ordered, to play some cornhole and rings. Inside, I love the look of the restaurant and bar. Beautiful patterned woodwork on the ceilings. Definitely a tiki dive! Portions were huge and the food was great. My husbands fish and chips had about a dozen hushpuppies with it! He said it was good but he'd get something else next time. My scallops were delish. Happy to find a good, beachy place like this in Oldsmar! read more

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If you're looking for fried coastal bar food in a very relaxed atmosphere, look no further. Headed over to Jack Willie's on a Friday for lunch with some coworkers. Upon pulling into the lot, I said "This is the kind of place that serves Smoked Fish Dip", and I was spot on. We sat outside, it was a nice breezy day. The patio had a nice tarp overhead to keep that pesky sun out of our eyes, which was a nice touch. There were a healthy amount of customers on the patio and the one server was busting his ass to try and get them all ordered, served and bussed. I really, really hate to ding a server because of bad scheduling, but this day, he needed help badly and our experience suffered a lot. I made sure to order sauces when I put in my order (hot sauce, sour cream and salsa) and had to ask for the hot sauce three additional times. :/ I had to ask for the sour cream and salsa one additional time. My unsweet iced tea was refilled with sweet tea. Such a nice fellow, he was working really hard, he was just overwhelmed. Whoever made the schedule that day needs to take notice. One guy doing all that is no bueno and takes you down a star. What's weird is there were other employees we saw flashes of, but apparently none of them were willing/able to deliver food or even bus a table. Anyway, the food. We ordered the appetizer sampler to start. The fried pickles were by far my favorite. Long spears in a light batter, so good. The mozzarella sticks were your standard good fried cheese. The onion rings were also good. The stuffed mushrooms.....they had absorbed a lot of the oil and were hard to eat. Hard on the stomach. The ranch dressing seemed to be watered down. If it's homemade (which I doubt), they need to thicken it up a good bit. I ordered my favorite - smoked fish dip. It NEEDED the hot sauce. Again, it was watered down, way too soupy and over processed. Without the hot sauce it felt like I was eating cat food :( I also ordered the kettle chips, which were good. To sum up, Jack Willies seems like a great place to go have some drinks in a bucket and maybe grab a snack while you're there. The food is fine, the atmosphere is relaxed and the bar seems to be where it's at. read more

Got some food to go from here so can't rate based on the atmosphere. Pretty yummy food for good prices. The only negative was the chicken was really dry, both in the quesadilla and in my friends chicken philly sandwich. Those were just ok. But the burger was huge and both the burger and cheese fries were delicious. The quesadilla was good but I think I would order without chicken next time. read more

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Horrible service. Waited over an hour for cold burgers, and only 3 out of 4 of the orders came out. It wasn't busy at all. We got a half apology from the supposed manager who I saw go behind the bar pour himself beer 3 times and headed to the kitchen. Not sure what he was doing, but one can assume. He denied everything. As my family was leaving, another patron asked what happened, I told the lady what happened and the waitress said to us "Get the f**k out"...real classy. read more

Hidden dive bar! I was nervous as I don't know the area and it's so hidden only the locals and Yelpers know about it. My friend who does live in the area said it was welcoming and it was. There was a band playing outside. The place was old and a little dirty looking. The bathroom was weird, small and freaky. I got the shrimp tacos and she got the haddock fish tacos. Both were very good. I would visit again. read more

Definitely seemed to be a local spot. We sat at the bar outside. Crab cakes were pretty good, be sure to ask for remoulade sauce because it didn't come with any which I thought was odd. We also got the cheese fries with crab. We couldn't find any crab on there what so ever so we basically got $12 cheese fries. Bar tender was nice and did a good job, everyone else seemed like they could care less. read more

Amazing! Live music...great good! Had a burger cooked perfectly...drinks came fast! Allie our server was wonderful. The manager Arron was amazing! Highly recommend. read more

Fun neighborhood bar with good vibes and live music. First off the outside patio was packed when we arrived, which was unexpected but a good sign! Drinks were on point and the food was surprisingly good. I ordered the mushroom caps, mahi mahi sandwich and the grouper melt. The food came out quick and hot. The mushroom caps were delicious and the mahi mahi was soft and juicy. My girlfriend loved the mushroom caps but thought her grouper melt was on the blander side of things. Definitely going to be coming back and trying more. It's perfect for a Friday night drinks and apps kind of night. read more

I have tried so many times to go to this bar and have a great experience bc I like the atmosphere and I have had good experiences with the bartenders. Unfortunately the geriatric locals who frequent this bar have too much say in what music and how loud the bar atmosphere should be. I'm sorry but when your at an outside tiki bar on a river Cinco de Mayo at 3pm , the last thing I want to hear is elevator music at 2 decibels. read more

I love this place I really do. Cool atmosphere great service and REALLY good food. A must try if in central Florida

Jack Willie's is amazing I been coming here for about 8 years now. Jack Willie's is located in Oldsmar and is right on the bay. This place is definitely a locals hotspot. If your looking for good seafood and want the feeling of being by the water and tiki bar vibe Jack Willie's is it. Very reasonably priced compared to the big name seafood restaurants located on the beaches. My go to favorites are the Shrimp Po Boy , Appetizer Fried Shrimp Basket and the Smoke Fish Dip. Everytime I'm at Jack Willie's the food is always consistent and the service is awesome. I highly recommend Jack Willie's for your tiki bar sunset date nights! read more

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Today the service was very poor and food not the best. Took over 40 minutes to get food. When it arrive it was over dong. Waitress was very inattentiive. All the bills where wrong. Not the usual good service and food read more

Stopped in Sunday afternoon. Sat on the patio under an umbrella. Was pretty busy. Live music which was very good. He ordered the jalapeño margarita which was pretty nice on the spice. The redfish special was very good. Flavorful yet light. The mahi mahi was even better. Perfectly cooked. Nice spice and the bun was a perfect compliment to the fish. Cole slaw was fresh. Fries were perfectly fried. Staff was very friendly. Clean, following social distancing amongst the tables. The bar was pretty packed so we stayed clear of that. Plenty of parking. Love the scenery as it is right on the water. Watched the fish jumping. We will definitely be back. read more

Off the beaten path, but worth finding! Old marina area and sits on water. Had the Grouper melt sandwich (grilled) w/fries and it was phenomenal! Had 3 craft drafts and 5 domestic swill - wish they had a few more local drafts on tap. Very laid-back, chill place. Seemed to be a lot of locals. read more