Kissimmee is known for its lively attractions and family-friendly entertainment, but it also shines when it comes to dinner experiences. Whether you’re after a night of medieval mayhem or a fun-filled fairground evening, the area offers options that suit different tastes and budgets.
We especially like the Medieval Times Dinner and Show, which combines a hearty four-course feast with impressive jousting and knightly combat. It’s a fun way to step back into medieval Europe without leaving Florida.
If you’re craving something more casual, the Old Town Ferris Wheel, Attractions, and Dinner offers classic American amusement park fare along with rides and a panoramic view from atop the Ferris wheel. Both experiences promise a memorable evening, but they cater to quite different interests.
In this guide, we’ll explore the two best dinner experiences in Kissimmee. From the regal pageantry of medieval tournaments to lively fairground nights, here are the options that stand out for their unique appeal and value.
Quick Overview
Below, you’ll find a quick summary of the top dinner tours in Kissimmee. Each offers a different way to enjoy your evening — from immersive medieval shows to old-fashioned American fun. Click the links to learn more:
- Orlando: Medieval Times Dinner and Show Ticket – A theatrical medieval feast with knights and tournaments.
- Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner – Classic rides, haunted house, and American-style dinner.
1. Orlando: Medieval Times Dinner and Show Ticket

At number 1 on our list, the Medieval Times Dinner and Show combines history, sport, and food into a three-hour spectacle. This experience is set inside an 11th-century European castle, complete with banners, armor, and a lively tournament. Your ticket includes a hearty four-course medieval feast, served without utensils — a fun, interactive way to enjoy your meal.
The show features six “Kings of the Realm” and their brave knights competing in jousts, sword fights, and displays of skill. The audience cheers as knights fight for honor and victory, making it lively and engaging for all ages. The sword work and armor displays are quite impressive, with real skill behind the theatrics.
Reviewers praise the atmosphere and family-friendly vibe, noting it’s a “must-see” for history fans or anyone looking for a lively night out.
What sets this apart is the combination of dinner and performance, making it a great value at $80 per person. It’s perfect for history enthusiasts, families, or anyone wanting a memorable night immersed in medieval chivalry. While the experience is quite structured, the energy and craftsmanship make it worth every penny.
Bottom line: If you enjoy themed entertainment, a hearty meal, and a fun, interactive show, Medieval Times delivers a unique night in Kissimmee.
2. Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner

For around $15 per person, the Old Town combo offers a relaxed, all-American evening of rides, attractions, and classic food. This experience is ideal if you want to soak in the fun atmosphere of Kissimmee’s most iconic fairground. The main highlight is the Ferris Wheel, which stands 270 feet tall and provides striking views of the surrounding area, including nearby Orlando attractions.
This ticket also includes access to rides like the Xtreme Ninja Challenge — a challenge similar to Ninja Warrior — and the haunted Mortem Manor, testing your bravery. After testing your nerve, you can enjoy some classic American fare, such as pizza, hot dogs, or fried treats, while soaking up the lively fairground ambiance.
The reviews are mixed, with some visitors finding the experience fun and nostalgic, while others feel it’s a bit touristy and chaotic. Still, it’s a great way to spend a day or evening with family, especially if you’re looking for an affordable, interactive outing that captures that fairground charm.
Bottom line: If you’re after affordable, old-fashioned fun combined with rides and a panoramic view, this experience offers plenty of entertainment for a casual night out.
How to Choose the Best Dinner Experience in Kissimmee
When deciding between these options, consider your interests and the kind of evening you want. For a theatrical, immersive experience that combines history and entertainment, the Medieval Times Dinner and Show is hard to beat — especially for families or couples looking for something different. It’s a bit pricier but offers a full immersive experience.
If you prefer a laid-back, fun-filled day with rides, views, and American comfort food, then the Old Town attractions are more your style. It’s a good pick for groups on a budget or those wanting to combine dinner with amusement park-style activities.
Finally, think about timing and your energy level. Medieval Times is best if you want a scheduled, show-oriented evening, while Old Town is perfect for a more flexible, spontaneous night.
Final Thoughts
Both of these dinner experiences showcase a different side of Kissimmee’s vibrant entertainment scene. The Medieval Times dinner combines history, sport, and a hearty meal for an unforgettable night out. It’s ideal for those interested in medieval lore or looking for an entertaining show.
Meanwhile, Old Town offers a more casual, amusement park experience with rides, views, and American comfort food, perfect for families or groups wanting relaxed fun.
If you’re traveling with kids, the lively atmosphere of Medieval Times or the rides at Old Town will keep everyone entertained. For a romantic night or an unusual dinner date, Medieval Times’ theatrical flair might be more your style.
Be sure to book early, especially for Medieval Times, as tickets can sell out quickly during peak seasons. Either way, these options give you a taste of Kissimmee’s lively nightlife and diverse dining scene. Now, all that’s left is to pick your favorite, and enjoy a memorable evening in Florida.
