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Magical Dining at Jack’s Place 2026

Magical Dining at Jack’s Place 2026

By Kate Cohen
Updated July 14, 2026

 

Located inside Rosen Plaza is a stylish establishment known for its unique decor and a menu full of phenomenal steaks and steakhouse classics — Jack’s Place restaurant on International Drive.

Whether you’ve never been or are craving a return visit, now is the perfect time to plan your next reservation.

 

The interior of Jack's Place, with glowing lights, white linen tablecloths, and walls lined in framed caricatures.

 

Starting August 15 through September 30, 2026, Magical Dining comes to Jack’s Place. During this six weeks, you can join us for a three-course prix-fixe menu for the incredible price of $40 per person.

Here’s a look at what you can expect to find waiting for you during Magical Dining at Jack’s Place.

 

Key Takeaways

 

Appetizers

 

Three small polenta discs on a plate topped with short rib for Magical Dining 2026 at Jack's Place.

 

The first course of the Magical Dining menu includes three delicious appetizers.

Start with a divine dish like the Short Rib Ragu over Polenta Cakes. Savory short rib is stacked atop beautiful rounds of polenta, then topped with a refreshing vegetable relish and a red wine demi-glace.

For a delightful seafood option, try the Tuna Tartare. It’s made with tender Yellow Fin tuna, fresh avocado and cucumber, sweet soy sauce, and drizzled with a zesty sriracha aioli.

Your third appetizer option is a classic Caesar Salad topped with fresh-shaved Parmigiano-Reggiano and house-made herbed focaccia croutons for the perfect crunch.

However you choose to begin your meal, your taste buds are sure to be delighted.

 

Entrees

 

A crispy rotisserie chicken on a plate garnished with brightly colored vegetables for Magical Dining at Jack's Place.

 

Once your appetite has been whetted, move onto the main course: entrees.

When it comes to perfectly prepared main ingredient, Jack’s Place always delivers.

This time, you’ll have your choice of four fantastic entrees.

Jack’s Rotisserie Half Chicken is a Magical Dining specialty that’s as comforting as it is indulgent. Tender rotisserie chicken is served with creamy parmesan mashed potatoes, fresh market vegetables, and an elegant sauvignon blanc cream sauce.

The Herb Crusted Salmon is prepared tender and flaky, allowing the subtle flavors of the fish to shine through. That’s where the subtlety of flavors ends. It is served with parmesan mashed potatoes and market vegetables, which are drizzled in a heavenly lemon fennel brown butter.

For a vegetarian dinner option, indulge in the flavors of the Mediterranean with the Pesto Pasta. Fresh pasta is tossed in a fragrant basil pesto sauce for an absolutely delicious main course.

And of course, it wouldn’t be dinner at Jack’s Place without the option to spoil yourself to a perfectly cooked Filet Mignon. This premier cut of steak is melt-in-your mouth tender. Cleanse your palate between bites with the rich and creamy signature Jack’s Au Gratin Potatoes and fresh seasonal vegetables.

Feeling hungry? Upgrade your 6oz filet to a 10oz for only $10 more.

If you’re tempted to dive into a true surf-and-turf experience, enhance your filet with optional items like succulent pan-seared scallops or a juicy broiled lobster tail.

 

Desserts

Hopefully you’ve saved plenty of room for dessert. You won’t want to miss the delectable offerings at Jack’s Place.

The Chocolate Torte is melt-in-your-mouth magic in every bite. This decadent treat is perfect dessert for any self-proclaimed chocoholic.

This is also a great opportunity to try the award-winning Key Lime Pie at Jack’s Place. This Floridian favorite has the perfect balance of sweet and tart. Its crumbly, buttery crust complements the pie’s delectably creamy filling.

A slice of lemon cheesecake ends your meal with a bright sweetness and a smooth texture that you will undoubtedly savor.

 

With Magical Dining, Every Bite Helps Support a Local Nonprofit

Every year, Magical Dining uses a portion of proceeds to support an Orlando nonprofit.

With every Magical Dining menu purchased, up to $2 is donated to local nonprofits.

This year’s nonprofits benefitting from Magical Dining are Children’s Safety Village, The Daily Bread, Nathaniel’s HopeNextStep OrlandoThe Nurture Place, and Victim Service Center of Central Florida.

By choosing a Magical Dining experience this fall, you’ll be supporting a wonderful local charity while still enjoying an incredible meal at a participating restaurant like Jack’s Place.

 

Jack’s Place: A Restaurant with a Lot of Character(s)

 

A caricature of Eleanor Roosevelt drawn by Jack's Place namesake Jack Rosen.

 

There are great steakhouses, and then there are great steakhouses with personality. Jack’s Place in Rosen Plaza is an incredible upscale casual steakhouse with a fantastic story – and the decor to prove it.

The restaurant is a fond love letter to Rosen Hotels & Resorts founder Harris Rosen’s father, Jack.

Jack Rosen worked as a safety engineer at the Waldorf Astoria Hotel in New York City in the 1930s. Here he met countless celebrities staying at the hotel. He began to sketch caricatures of the famous guests and eventually became the Waldorf Astoria’s resident caricature artist.

Jack Rosen is credited with creating more than 100,000 caricatures in his lifetime. A special selection of his work, including images of guests such as Queen Elizabeth II, Alfred Hitchcock, and Neil Armstrong, proudly hang on the walls of Jack’s Place.

Whether you’re dining with family, colleagues, friends, or someone special, there’s something everyone will love on the Jack’s Place Magical Dining menu. Don’t wait to make your reservation on OpenTable or by calling (407) 996-1787.

 

A caricature of Elizabeth Taylor drawn by Jack's Place namesake Jack Rosen.