Excellent food, service, and atmosphere. Our party of 6 sat outside and enjoyed the beautiful day and live music. Everyone was happy with their food selections and drinks. Prices are fair. The staff is very friendly and our waitress was on point. We will gladly return!! read more

We have been to Jack Willie's several times, it is close to our home and it's reasonably priced. The food is always great (and plentiful). We did go on Dec. 21st for trivia and the DJ was less that great. He was definitely reading the questions, which is fine, but maybe he should read through them BEFORE he says them to the crowd. Service was "ok" this evening, but it was a little busy. read more

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New to the area and finally found a place with both a good atmosphere as well as delicious food! No half-assing here!! Will be back!!

I wasn't sure what to expect with the new ownership taking over and practically razing the interior of an old favorite spot, but I think we're gonna be ok. We've lost the pool table, but we've got dollar beer. We've lost some regulars after the initial closing, but we've got flame-licked burgers. The trade-offs at this place are alright with me. On every other Thursday they offer bike-night Jack burgers for 5 buckaroos which pretty much outshine most burgers in the area by simply arranging really fresh ingredients with spot on cooking technique. Still like the place, hope it holds up! read more

5* ambience on the outdoor deck; 5* for Fred, the gorgeous white Heron who lives here and entertained us much more than the live music; 2* for the drink. Singer/musician Justin Kleinhoffer was performing at the time and was fine. The drink I ordered was lacking something; I order Jack Daniels neat everywhere I go and this drink lacked the bite; I believe it was either watered down or not Jack Daniels. There is plenty of comfortable seating in addition to wooden bar stools. This is a very happy place and I would definitely try it. read more

This is a fun local bar on old Tampa Bay in Oldsmar. We have our company Christmas party here each year. They have a real tiki bar outside! Out back, I have even seen live alligators sitting on the sea wall! The food here is not to miss. They have a the best crab cake i have eaten. Their blackened shrimp appetizer is very good. The hot wings are also very good. The bar-b-que flank steak is awesome! The staff is always friendly and quick. Oh yeah, they have good drinks too! Lots of locals with big $$ cars hang out here! Fun to watch that! read more

This is always been one of my favorite places to go in this area. We moved to Atlanta 10 years ago and is the first time I've been back here. Nothings changed the gator tail excellent beer is cold nice atmosphere friendly waitstaff read more

Very cool space. Love the outside patio portion and the games out front. They had live music going the day I went and he was playing at a perfect volume which can be tricky. Food is a slightly elevated bar food. They have a really large menu and great drinks! Will def be back! read more

We picked up family members at 7:30 pm from airport and they were hungry. So we headed to Jack Willies for some late night snacks and drinks. Jack Willies is a local bar tucked away off the main drag in Oldsmar that is always lively and very casual. Most nights and weekends you can find some music which is generally loud; once in awhile I enjoy some loud music. The menu offers many appetizers, entrees and different selections so everyone can find something that hits their hot buttons. I enjoyed the patty melt which was prepared well. One of our party had the salmon dinner and said it was delicious. If you are looking for a casual place to have some drinks and listen to some music while enjoying a bite to eat, this would be a fun choice. The outside dining area is the preferred spot for most. But, if the weather is nasty, inside seating is available, just not the same vibe. read more

I stopped by with a group of friends, and I am glad I did. The restaurant is a casual waterfront cafe in the true style of a tiki bar/restaurant. The special tonight was a nice size ribeye with fries and salad for 11.99. Can't beat that!! For those of us that ordered steak, it was very good and was cooked to perfection. The fries were delicious and crunchy. The portion was so large that we took most of the fries home. Others ordered a sea scallop basket, and a grouper finger basket, both considered appetizers, but it was an ample enough portion for a light meal. Another member had a Grouper Reuben sandwich. All meals tasted great! I will definitely go back because Jack Willie's has a menu that is chock full of appetizers, entrees sandwiches and salads that I want to try. read more

A fun place with a great outside bar/patio. Staff are not super friendly to new comers as this seems to be more of a regulars type of place but they're nice enough. The food is your basic Florida menu, fish spread, friend clams and calamari, fish sandwiches and pricy entrees. I'd say the food is okay but the point of going here is the fun loving vibe and drinks. There's been live music or karaoke every time I've gone which for me is awesome. Everyone there seems to be enjoying themselves (customers that is). I've never dined inside so this review is exclusively regarding the bar and outside area. The bartenders could be a bit friendlier, offer suggestions, introduce themselves, smile, let you know the specials...etc but it is a cool place none-the-less. read more

I always try to make it Jack Willie's when I'm in Tampa. We go for lunch....Sit at the Tiki hut bar, doesn't get much better than this. Their fried grouper sandwich is a must!!! Lori the bartender knows everyone who walks in. Great service...thanks Lori!! We'll be back again read more

This is my go to spot on the weekends. They always have awesome life music, great servers and cheap drinks. Me and my fiancé love the vibe of this little hidden gem of a place, we only have ever sat outside and would highly recommend it out there. Jacob is our main server/bartender there and he remembers our drink orders every time we come in. Love this place!! read more

Awesome local find! Great service, friendly crowd, and comfortable atmosphere. The spinach salad is huge! Make sure you get Hot Bacon dressing. Wednesday night is karaoke night and there was a good group of people getting involved! It's a fun, laid back spot to relax and enjoy yourself. read more

Great little dive, with amazing food! I'm a huge supporter of local business, and this is one of my favorites. Fun atmosphere-laid back, no frills, and live music on the weekends. When we have visitors in from out of town, we always bring them here, and they always want to come back. read more

We arrived pretty early on Friday night (6 PM) and Jack Willie's already had a full house. Live music was already playing with a great band (Katz). We were seated and served promptly and the food was terrific! It's a 'must visit' establishment in the Tampa Bay area. Jon read more

It's a friendly place, food is very good. Have live band, we need to try this place out!

Worst place I have ever been. I don't know how this place is opened. 0 stars! Food is disgusting.

We will never return. We came in for our second time as we are new to the area. First time was great with our servers Austin and Collin. Today we got seated outside. It was a bit windy and we ordered drinks from Nicholas. After decided to move inside to the bar, it was like we were treated like dirt by the female bartender. We ordered the calamari and she yelled to Nicholas " calamari " instead of just putting in our order herself. We offered to close out our tab with Nicholas so she could wait on us. She said it's fine. I asked for a water and she again yelled to Nicholas " can u get her a water ". He was busy with tables and probably forgot no biggie. He then walked by tossed the calamari at us and kept on walking. 5 minutes went by. She noticed I didn't have a water. She then yells " Nicholas you never got her water get me some lemons for her " I get my water. She asks if we need the menus anymore. NOPE. Even though we were going to order meals. We ask for tab. She tells Nicholas to bring it to us which he again tossed back at us. She then tabs us out and says " happy Easter ". We were there less than 40 minutes and I have never felt so unwelcomed. How hard is it as a bartender to be polite and get a water ? If it's because your not going to get the tip because we ordered from Nicholas then let us tab out with him first. We have a whole crew who moved here from Maine and we won't return. So disappointed. And we use to bartend for 10 years and I would never be so rude. read more

I bragged about how good there hamburger are to our out of town guests. We decided to go. Everyone ordered the bacon hamburgers medium rare. What we were served were charcoal hockey pucks they were absolutely pathetic the service was atrocious. I will not go back. Don't waste your time. read more

Good place. Broke a sweat looking at the menu, might make this my weekly workout. Good gator. Good wator. All that needs said

2 of the 5 of us that went for the lunch the other day got sick. I had the chicken sandwich with blue cheese and the other guy had the taco salad with steak. We were there on Thursday and I wasn't able to eat solid food again until Sunday. Considering the night before I ate at home and was fine all night and day, and I started feeling sick about 6 hours after this meal without eating anything else, I'm pretty sure what ever it was came from here. Ended up puking for 3 days. read more

Its a shame that the service was unacceptable. We were sat and waited 20 minutes before I had to get up and ask who our waitress was. Server blamed on hostess and hostess blamed on waitress. Ordered drinks and tap was blown. Was offered a round of drinks for our trouble and had to ask at check time for them. Settle for 2 of the 4 drinks. On the other hand the snapper sandwich and the blackened shrimp were fantastic. The sauces and cook on the food was great. It seems if we were regulars we wouldn't have had any issues. Very regular crowd. Will try again, only based on food. read more

I have only gone twice this year and the service and place is gone. The sign says due to continuing changes the menu is limited, that sign has been their at least a month. I was told by the bartender not to order the Grouper, she said it was frozen, she said the fries were being hand cut and are soggy. She told the gals next to me that they could not order nachos because they were out of Chill and that they did not have any light rums for her drink. The couple to my right wanted Mich Ultra, they had to settle for Miller Lite (they left after that beer). The place was full of people that wanted to enjoy the outdoors, the people came and the the Ownership is not and has not been ready to care for them, One bartender said to the other, I have never seen the bar this empty on alcohol, as she looked at the sparse selection. read more

Service is slow, terrible. Bathroom Is disgusting. You'll have 3 managers standing (Yes, 3) around doing nothing while you wait for service. I've been there 5 times. NEVER AGAIN! read more

Best food around. Great atmosphere. Lots of beer on tap or by the bottle. Outdoors service perfect. We've been coming here for over 5 years and are never disappointed. read more

Bikerish bar. If you are 55+, like mediocre food with a muddy bay view, this is for you...

I loved my experience here tonight! Alexa the bar tender was wonderful and the service was so fast while they were packed!

Tom , our server was absolutely excellent, so polite and kind and helpful speedy got our drinks and food , was superb service . Which made our time today much more enjoyable than ever with company from out of state!! Our time Rocked!! read more

Wife and I came in town for a wedding and asked for a local bar. They recommend Jack Willis. Great boat bar and wonderful patrons at the bar. The bartenders were awesome (Mike). The gator bites were amazing and cab cakes! Thanks! If back in town we will be back! Enjoyed the music too.! read more

Whatever they did to the kitchen and its staff over the last few years I've been away has dramatically improved the food. The blackened scallops and grouper are outstanding. Appetizers are very good as well, with a large portion of calamari. Recommend for the fish without a doubt. read more

This place was a nice surprise! Very casual, Pecky Cypress walls, table top resin tables, outside Tiki bar. Typically places like this get the atmosphere right and the food is just so-so. Totally not the case here. The food is true, authentic gulf coast seafood. The service was excellent. Food came out fast and was awesome! We will definitely come back when we are in Oldsmar. read more

WORST CUSTOMER SERVICE: ATTENTION OWNER: Today 9/3 at 11:10am we arrived only 4 people at the bar & one table taken outside. We sat down at a high top table, I'm guessing this is what we did wrong. The Bartender came over explained we needed to wait to be seated. We didn't see the sign. He was nice & said he would get us menus & tell the waiter inside. No customers inside yet, we waited, he came outside several times, gave other table water dish for their dogs. Ignored us completely after :20 mins we feterrible, got up and left. Owner should look into this waiter, either lazy or bad attitude. I've been in Customer Service for a major airline for 30 years and this is unbelievable. I've never wrote anything on yelp before. Some things you can't control but this definitely isn't one of them. Please take care of this poor behavior, unless you don't need business. read more

Visited Jack Willie's with some co-workers and we loved it! Atmosphere was great with the outdoor bar and corn hole. Shrimp tacos were delicious, good selection of beer, and pet friendly. Highly recommend visiting. read more

Not a bad place to spend a Saturday afternoon. I loved the steamed mussels and the drink prices were reasonable. The place sits right along the water so it's nice to sit outside. The chicken skewers could have been seasoned more but if you're looking for a place to mainly drink, have a good time, and maybe munch on a few things - then it's not bad at all. read more

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

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I have been to Jack Willie's once with my boyfriend and I will go back there again. The food was very very good. I recommend the burgers to anyone going there for the first time. The ambiance is very casual and beachy. The food comes out at a reasonable time and there are a lot of condiments already on the table. The only complaint I have is that the costumer service could be better. They are very very slow to fill up your drinks or to take your order. But overall they have amazing food and a great atmosphere. read more

Alexa and Thomas are awesome. Friendly staff. I love beer in a plastic cup. Grouper is awesome!!!!

Gave it four stars on my first visit in 2014 but this is now one of my favorite places! I love the bar/patio area and have never even considered sitting inside. Cheap/strong drinks. Divey. Amazing fish/shrimp tacos. Perfect for a weeknight happy hour or a weekend afternoon. read more

Love this place! Keep coming back for the great food, entertaining entertainment, and best drinks around! Alexa is the best! Amazing! Super friendly and always ready to help! Perfect for just hanging out with friends for a couple drinks without being too fancy! Super chill and tons of fun! read more

Pleasantly surprised! I had heard a lot of mixed things about Jack Willie's. i heard it was a a fun local place for live music but shouldn't expect much form the food. My experience was actually just the opposite. I went tonight to enjoy the balmy fall weather and everything else was a bonus. We showed up around 7:30 and were greeted by a lovely server. We ordered grouper bites blackened that were very tasty. For dinner my girlfriend ordered a Chef's Salad with grilled mahi which came with cantaloupe which was a nice touch. The presentation of the salad and freshness were fantastic. My buddy ordered the fried mahi sandwich with onion rings. He enjoyed it thoroughly. Especially, the onion rings. I had the crab stuffed shrimp whcih was surprisingly tasty! It came with a side salad which I was delighted to see was NOT iceberg lettuce. Yay for the little things!!!!! I also had the sweet potato fries which were good, but needed their own dipping sauce. As for the live music...well...they had a lot of heart. However, as someone who spends a lot of time listening to live music, these guys were passionate but pitchy and off-key. I was far more disappointed by the music than the food, which was a shocker based on what i'd heard. The lead singer was a cross between Gene Simmons and meatloaf. The server told me that these guys are the house band. That alone would make me think twice about going on a regular basis. Change is good. Maybe expanding the live entertainment is something the new owners can conquer next. I'll be back regardless, frequency will depend on the consistency of food and live music. Thumbs up for a new experience! read more