The Tipsy Skipper
Downtown Ocala's Tiki Lounge
Seasonal handcrafted cocktails in a 1950s tiki setting at 48 S Magnolia Ave, next to the Marion Theatre
Quick Facts
- 48 S Magnolia Ave, Ocala, FL 34471, next to the Marion Theatre
- Mon–Thu 6 PM–12 AM, Fri–Sat 6 PM–2 AM, Sun 2 PM–12 AM
- Rotating, seasonal handcrafted cocktails with fresh juices
- Steps from shows at the Marion Theatre
Key Information
- 1950s tiki theme: glass floats and parasols hang from the ceiling
- An indoor cocktail lounge, not a sports bar or waterfront restaurant
- (352) 282-0377 (as listed by the visitors bureau)
- Opens earlier on Sundays, at 2 PM
About The Tipsy Skipper
The Tipsy Skipper calls itself a boutique 1950s tiki-themed lounge. It sits at 48 S Magnolia Ave in downtown Ocala, right next to the historic Marion Theatre and a short walk from the downtown square, which makes it an easy stop before or after a show.
Inside, the Ocala Marion County visitors bureau describes glass floats and parasols dangling from the ceiling, and drinks meant to evoke an island getaway. The island feel is all in the room and the glass: despite the nautical name, the bar is an indoor lounge on a downtown street, not on the water.
Cocktails
Rotating & Seasonal
The bar's own description promises rotating and seasonal handcrafted cocktails, so the menu you see in summer won't be the one you see in winter.
Fresh Juices
Drinks are made with fresh-squeezed juices and tropical touches, in the tiki tradition.
Part of a Downtown Bar Crawl
Magnolia Ave is lined with bars. The pirate-themed Mutiny is next door at 46 S Magnolia, and the Thirsty Cobbler speakeasy is around the corner at 11 E Fort King St.
Frequently Asked Questions
Where is The Tipsy Skipper in Ocala?
The Tipsy Skipper is at 48 S Magnolia Ave, Ocala, FL 34471, in downtown Ocala next to the Marion Theatre, a short walk south of the downtown square.
What are The Tipsy Skipper's hours?
The bar's website lists Monday through Thursday 6 PM to midnight, Friday and Saturday 6 PM to 2 AM, and Sunday 2 PM to midnight. Hours can change, so check thetipsyskipperocala.com or the bar's social media before you go.
What kind of bar is The Tipsy Skipper?
It describes itself as a boutique 1950s tiki-themed lounge. The Ocala Marion County visitors bureau notes glass floats and parasols hanging from the ceiling. It is a cocktail lounge, not a sports bar or a waterfront restaurant.
What drinks does The Tipsy Skipper serve?
Rotating and seasonal handcrafted cocktails made with fresh juices, in the tiki tradition. The menu changes with the seasons.
Is The Tipsy Skipper on the water?
No. It is an indoor lounge on S Magnolia Ave in downtown Ocala. The island theme comes from the decor and the drinks, not the location.
What is the phone number for The Tipsy Skipper?
The Ocala Marion County visitors bureau lists (352) 282-0377.
Contact & Visit Information
Explore More Ocala Dining
Sources
Address, hours and description come from The Tipsy Skipper's website and the Ocala Marion County visitors bureau's guide to downtown Ocala bars and directory listing, checked in October 2026.
Last updated October 9, 2026. Bar hours change; confirm before you go.