By Kate Cohen
Updated August 19, 2025 by Abigail Bass
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.
Starting August 15, 2025, you can join us for a three-course prix-fixe menu with the Magical Dining event. Here’s a look at what you can expect to find waiting for you at Jack’s Place.
Key Takeaways
Appetizers
For your first course of the Magical Dining menu, you’ll get to choose from three delicious appetizers. The Chilled West Indies Salad features a collective mix of flavors taking you to Caribbean paradise. A bright blend of crab meat meets freshly diced onions and a zesty cider vinegar marinade that brings seaside vibrance to every bite.
The Manhattan Clam Chowder is rich and hearty, a true treat to kick off your meal. A smooth, tomato-based broth blends together with soft and tender clams, velvety potatoes, and crisp celery in this succulent starter.
To start your meal with something green, opt for the Baby Spinach salad. Fresh baby spinach is delicately drizzled with an elegant balsamic vinaigrette dressing. A nutrient-packed blend of sliced mushrooms, hard-boiled eggs, and red onions are the perfect finishing touches to this well-balanced app.
Entrees
Once your appetite has been whetted with a delicious appetizer, you can move onto the main course: entrees. When it comes to perfectly prepared meat, chicken, and seafood, Jack’s Place always delivers.
This time, you’ll have your choice of four fantastic entrees. The Grilled Swordfish is prepared tender and flaky, allowing the subtle flavors of the fish to shine through. That’s where the subtlety of flavors ends. The swordfish is topped with a vibrant mango, pineapple, red onion, and cilantro salsa sure to add plenty of tropical vibes to your evening.
Jack’s Rotisserie Half Chicken is a Magical Dining specialty that’s as comforting as it is indulgent. Tender rotisserie chicken is topped with shaved prosciutto and melted Asiago cheese all smothered in a silky Sauvignon cream sauce. A side of creamy garlic mashed potatoes is the perfect vessel for soaking up every last morsel of this flavorful favorite.
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 and mixed with roasted cherry tomatoes and earthy green spinach. A sprinkle of Parmesan cheese completes this colorfully delicious main course.
And of course, it wouldn’t be dinner at Jack’s Place without the option to treat 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.
If you’re tempted to dive into a true surf-and-turf experience, you can upgrade your filet with optional enhancements like succulent pan-seared scallops or a juicy broiled lobster tail.
Desserts
Hopefully you’ve saved plenty of room for dessert, because you won’t want to miss the delectable offerings at Jack’s Place.
The Chocolate Mousse is melt-in-your-mouth magic in every bite. Made with light and airy chocolate mousse sprinkled with whipped cream and chocolate shavings, it’s the 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 with a crumbly, buttery crust that complements the pie’s delectably creamy filling.
The Daily Gelato Selection is a sweetly satisfying way to cleanse your palate after a delectable meal. Ask your server about the flavor of the day.
With Magical Dining, Every Bite Helps Support a Local Nonprofit
Every year, Magical Dining selects an Orlando nonprofit to support with proceeds from the event. 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.
A Restaurant with a Lot of Character(s)
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 and COO Harris Rosen’s father, Jack. Jack Rosen worked as a safety engineer at the Waldorf Astoria Hotel in New York City in the 1930s, where 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.
