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  • Caricatures
  • Caricatures
  • Caricatures
  • Caricatures


Jack's Place is more than just a unique steak house in the Orlando dining scene. Nestled in the hub of International Drive amongst many attractions, Jack's Place hosts the most comprehensive collection of caricatures in Orlando. All hand drawn by Jack Rosen, father of hotelier and philanthropist Harris Rosen. This gallery includes autographed caricatures of actors, athletes, and influential people such as Neil Armstrong, Queen Elizabeth, and Alfred Hitchcock.



Jack’s Place offers guests a star-studded experience with fine quality gourmet meals and first-rate service. We’re a truly unique steakhouse on International Drive. The hundreds of autographed caricatures of famous actors, athletes, and influential people surely will spark interesting conversations. Reserve seating for a corporate dining event your team and clients will not forget. From semi-private dining options, executive dining for up to 32, to a complete restaurant buyout, our flexible planning accommodates your specific needs. If your event calls for a soiree, reception, or happy hour social, Jack’s Lobby Lounge—with a full-service bar, tables, and lounge area—is a great venue for such corporate and private gatherings.


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"We had an absolutely perfect experience at Jack’s Place. Our server was prompt, polite and exceedingly professional. Our meals were prepared perfectly and far exceeded our expectations. Beautiful restaurant with very nice ambiance."