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    Jack Willie's Bar

    3.7 (225 reviews)
    ModerateBars
    Open • 11:00 am - 9:00 pm

    Jack Willie's Bar Photos

    Business Info

    JACK WILLIE'S BAR ATMOSPHERE

    What's the vibe?
    Casual
    Classy
    Moderate noise
    Live music

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    Look at how the accommodated our group!
    Cheri P.

    This is a total divey, adorable, tiki bar and grill right on the water. Our entire soccer team and all of their families were coming down here for national and I contacted the establishment few weeks before we were to head down here. Not only did they accommodate us, they set up a special menu just for our party. The food was great and the servers were amazing. Thank you Pete and the Jack Willie's staff!!!

    Garden salad
    Stephanie G.

    A very casual, divey place. It's on the water, which is nice, but the live music did make it a little hard to socialize. I didn't see any games except a ring toss, but the way it was positioned, the rope with the ring kept hitting the wall behind the pole, so I don't believe the toss is solvable. There was a sign off to the side that mentioned gator bites, but they didn't have any when we went (was more of a door prop than an advertisement). We did a split appetizer share with garden salads, fried calamari, boom boom shrimp, and fried scallops. While it may have been a mistake on our part to have so much fried food, they were all good and hearty portions and great for sharing. The food was reasonably priced, so if you stay inside or are coming for the music instead, it can be a nice place to meet up with friends.

    Shane D.

    Top notch all the way around. Music was good (Mike Kremer was on acoustic) the waitress Bella was really great... She Kept checking on us, Super friendly ! Will definitely be back

    Fish Tacos with crabmeat fries
    Brian H.

    The wait staff is not friendly, and we asked a bar tender for some Togo boxes and he said "that's not my job". It was just extremely rude. Gratuity was added to parties of 6 or more. Which isn't unheard of, just wanted to let you know. The food was just okay, I got the fish tacos, and it was caked in so much coleslaw that the fish was almost nonexistent, the fish was there but it just tasted like coleslaw. The crab fries was okay, the cheese was too melted that it was hard, and some of the table had a sauce drizzled on it and some didn't, so not sure what that was all about. We did get the seafood stuffed mushrooms, and the filling tasted frozen, not fresh. Over all I was just disappointed with the food. I wouldn't go back the next time I am visiting Florida. It was a neat atmosphere, it was a rustic tiki bar feel, we asked to sit inside. There's not a lot of setting inside, way more outside.

    Menu
    Jen D.

    Hadn't been for awhile. Food and service was very good. Live music on a Sunday afternoon. We will be back soon!

    Philly beef sandwich

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    3 months ago

    Excellent service, Ana was our server. Ana was very attentive. I will definitely be back .

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    9 months ago

    I have been going to Jack Willes 's for years. The atmosphere is always welcoming and the food is outstanding.

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    5 months ago

    Love the late afternoon weekend vibe with some great live music. A hidden local gem where you find more locals than tourists.

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    10 months ago

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    6 months ago

    Great and plentiful food. Our Server, Bella, was absolute wonderful and very attentive.

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    8 months ago

    Great service , food and drinks in a fun atmosphere. We go several times when we're in the area for a month or so.

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    Page 1 of 6

    Ask the Community - Jack Willie's Bar

    What is the price for a shock top? What are the beer prices?

    What are the days and time, if there is happy hour?

    everyday till 5 pm

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    Review Highlights - Jack Willie's Bar

    “This is one of my favorite hole in the walls with killer hamburgers (my favorite is the firecracker burger).”

    Mentioned in 3 reviews

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    Hi-Fi Rooftop Bar - Hi-Fi Rooftop Bar at Fenway Hotel in Dunedin, Florida

    Hi-Fi Rooftop Bar

    3.9(95 reviews)
    7.1 mi
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    Location was fantastic! Service was great. Went just for some afternoon cocktails & a little…read moreworried at first that they only had Valet parking, but no charge. Drinks were fantastic & who do you know that ever gives you any extra from the shaker?

    This is the bar at the top of the Fenway hotel if you dont already know heh. It is pretty spacious…read moreand had a really good flow of air to keep you cool. The view is pretty good if you are sitting at the edges. I have been told you have to beware some tourists that'll wrestle up to the side to capture the sunset even if you have already been sitting there so prepare for that. The Bar proper is pretty generic and the drinks are ok-ish as i have had better for less elsewhere. Even with that its still a cool place to visit once in awhile. If you ARE going to be sitting at the bar be cautious of the local bee's wanting to share space with you. Just dont sit by the areas where the drink ingredients are stored on the top and you should be ok. There are steps once you get off the elevator to get into the bar but there is a wheelchair lift that will get you the next few feet up.

    Photos
    Hi-Fi Rooftop Bar - Gather with friends over yummy cocktails and the Saint Joseph Sound at Hi-Fi Rooftop Bar at Fenway Hotel in Dunedin, Florida

    Gather with friends over yummy cocktails and the Saint Joseph Sound at Hi-Fi Rooftop Bar at Fenway Hotel in Dunedin, Florida

    Hi-Fi Rooftop Bar - Savor happy hour bites and burgers at Hi-Fi Rooftop Bar at Fenway Hotel in Dunedin, Florida

    Savor happy hour bites and burgers at Hi-Fi Rooftop Bar at Fenway Hotel in Dunedin, Florida

    Hi-Fi Rooftop Bar - Relax with sunset views at Hi-Fi Rooftop Bar at Fenway Hotel in Dunedin, Florida

    See all

    Relax with sunset views at Hi-Fi Rooftop Bar at Fenway Hotel in Dunedin, Florida

    Jack Willie's Bar - bars - Updated September 2026

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