The Tipsy Skipper

48 S Magnolia Ave, Ocala, FL 34471, USA

About The Tipsy Skipper

4.6 / 5

from reviews

Is this your business?

    Erin Hirsch
    -
    February 17, 2026

    Stopped here for a night cap and the ambience and kitschy decor did NOT disappoint! I ordered the “Clever Girl” cocktail which was perfectly balanced with some Smokey, tangy and slightly sweet flavors. The best part, though, was th amazing tiki mug it was served in. Way to really lean into your concept! The only reason I didn’t give it 5 stars was that we weren’t greeted when we came in (even just a welcome in) from the bartender despite it not being busy. The menu was a QR code already sitting on the bar so, again, just missed that personal touch. The bartender was perfectly friendly and professional I just missed that warm welcome and extra service piece. I will absolutely be back!

    Meredith Tabaldo
    -
    November 23, 2025

    I love all things of the islands. The way it was decorated was right up my alley. Service was friendly, and fast. I was so surprised to see one of my favorite drinks on the menu! It's called the "Bee's Knees". It's an oldie but goodie. I hope you enjoy it as much as I did.

    Pablo Templar
    -
    March 04, 2026

    What a great place! We loved the atmosphere and the drinks. We spent a lot of time talking to the owners and they are wonderful. We wish we lived in Ocala so we hang out at the Skipper every day. We will definitely be back.

    Melanie Wilson
    -
    March 20, 2026

    Love coming here, it is so nice to relax and enjoy some stellar handcrafted beverages. I was in a mood for a lemon drop, which isn't on their menu, but my bartender Brett whipped one up, and it was fantastic! He was very knowledgeable and had us laughing. Made the experience even better! This is a real gem of downtown Ocala, always great service and great drinks!

    Alana Wommack
    -
    March 21, 2026

    One of the best bars in all of downtown Ocala. Bailey makes delicious espresso martinis and Brett is super hospitable & a great bartender !

    The Tipsy Skipper

    Our Address

    48 S Magnolia Ave, Ocala, FL 34471, USA

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