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The Tipsy Skipper

4.4 (39 reviews)
Closed 4:00 pm - 2:00 am (Next day)

The Tipsy Skipper Photos

Business Info

THE TIPSY SKIPPER ATMOSPHERE

What's the vibe?
Casual
Trendy
Intimate
Happy hour specials

Recommended Reviews - The Tipsy Skipper

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Reviews With Photos

Dennis D.

A fun spot for original tropical cocktails. Our bartender was attentive and walked us through our options. A great before or after dinner spot conveniently located a block from the Ocala Square. It was fun and the drinks were delicious.

Deja H.

This place was so great! Me and my cousins all went out to downtown Ocala. It was the first time we all have been out together as we all live in different places. We stopped in the Tipsy Skipper and my cousin asked if he could DJ for free in there, and the bartenders said yes, which was so nice of them. We all had such a great time dancing to the music and buying drinks all night. The staff was so nice, I don't drink alcohol, so they were kind enough to make me mocktails and they were delicious! The rest of my family had pain killers and they said they were pretty good. It's a very cute place, it's cozy and such a great vibe. We stayed for probably 2 or 3 hours up until they closed. I would definitely come back here!

Our absolutely favorite bar in central Florida!! The tiki cocktails are always so delicious and creative. A must stop!!

Nice decor
Kim S.

The drinks we had there were very tasty but pricey. Each specialty drink is about $15 bucks. The decor is very nice and the bartenders were friendly. Heads up--there are menus on the tables, but you have to order at the bar. Nice cozy place to enjoy tropical drinks.

Legit Mai Tai.  If not a 44 Mai Tai, it was close enough for government work.

If youre in Ocala visiting family, as I was, I can't recommend this enough. Got me through a family trip. On the craft cocktail side of tiki with a good local vibe. Nice tiki decor. Decor is a work in progress. If you're looking for a destination bar, some theater lighting will improve decor a bit. But as a local bar with very good tiki drinks, good company and nice tropical decor, it was exactly what I needed!

Stephen F.

I'm a tiki afficionado and was delighted to discover the Tipsy Skipper on our last trip to Florida - this place is legit! If you're a rum nerd like me, you'll appreciate the selection of hard to find rums on the back bar that are available for neat pours. The tiki cocktails are top flight as well. Daniel was a mensch. We will be back as soon as possible.

Elise B.

What an amazing little hole in the wall in Ocala. Absolutely amazing service and the ambience was to die for. The drinks were super good and it was an absolute amazing time. They have some bar snacks to nibble on but not a full menu. Such a good stop. My new favorite place!

The Tipsy Skipper; Downtown Ocala.
Eva A.

The least hipster bar in all of Ocala. Super laid back Hawaiian vibe. Mixologist, Sam, was superior to other bartenders on the square. Top Drink suggestions: pina coloda, Juan Mcclane and Miracle on Magnolia. Drinks are super flavorful and distinctly unique. Good times. good vibes. Great drinks.

There's always money in the banana stand

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6 months ago

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5 months ago

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10 days ago

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11 months ago

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1 month ago

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2 years ago

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7 months ago

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2 years ago

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2 years ago

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2 years ago

Cute tiki bar. We had half alcohol drinkers and have non-drinkers, but everybody found some thing on the menu for them.

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1 year ago

My daughter and I had drinks there. The krafted drinks are amazing!!! We have been going there for years.

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4 years ago

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3 years ago

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5 years ago

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3 years ago

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2 years ago

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3 years ago

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2 years ago

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3 years ago

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4 years ago

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2 years ago

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6 years ago

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3 years ago

Love this place. Great atmosphere and IPA's on tap. Great service. I see this bar becoming a very big part of the downtown nightlife scene.

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2 years ago

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4 years ago

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5 years ago

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4 years ago

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3 years ago

Excellent selection of mixed drinks. Great, personable bartender. Stop off here before dining on the Square.

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4 years ago

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5 years ago

This place is amazing amazing decor and rum drinks. With a very chill dark atmosphere!

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5 years ago

One of my absolute favorite places to have a pre-dinner cocktail. And all of them are fabulous!

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4 years ago

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4 years ago

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Ask the Community - The Tipsy Skipper

Review Highlights - The Tipsy Skipper

Just what Downtown Ocala needed, a tiki bar with the vibe and flavor of the islands.

Mentioned in 4 reviews

Read more highlights

Lake Minneola Tiki Bar & Grill - Sausage Mac & Cheese

Lake Minneola Tiki Bar & Grill

(241 reviews)

$$

Super cute spot that seems to be a hidden gem on Lake Minneola!…read more Once we got there, there were no tables available, but a server greeted us and sat us pretty quickly. We opted for the alcoholic drinks, but if I came again, I'd opt for the mocktails, as both we ordered were crazy light pours. The food was pretty good. The highlights for me were the fries, onion rings, and the jalapeño ranch, which I suspect is housemade. The burgers were decent, but mine came out pretty much well done, when I ordered medium rare. Took the key lime pie to go, and it was good! Overall, worth a visit. They certainly have a great location.

This place is hidden local gem that everyone needs to come out and visit sometime, especially…read morebefore sunset. When you arrive the parking lot connects to a walkway that is lined with tiki torches they light up after the sun goes down leading you to the bar area and then the restaurants tables on the docks. The open facing lake view is absolutely gorgeous, when you get to the restaurant area you can pick any open table and a server meets you promptly. They have everything from fresh seafood, delicious burgers, and crisp fried side options like tater tots, onion rings, and of course French fries. We ordered their Mushroom, Onion and Swiss Cheeseburger and the Smokin' Jalapeno Burger! Both were solid burgers with 1/2 lb angus beef thick patty and great flavor combinations. Ordered some drinks from the bar that were refreshing and for dessert we split the Key Lime pie that is a MUST order (sorry not sorry Publix)! For amazing views, great food, and relaxing vibes, I highly recommend making your way out here soon! We will be back to try out some of their seafood and specials very soon!

The Tipsy Skipper - tikibars - Updated May 2026

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