Disney VIP Tours – Chicago

Living in Chicago, one of the largest cities in the U.S., is an incredible experience, but also one that gets a little overwhelming at times. Pacing through life between all those iconic skyscrapers, you’re sure to find yourself dreaming of a peaceful getaway, a vacation to help you unwind and de-stress. Well then, allow us to recommend Orlando, our own City Beautiful, as the ideal vacation destination for you!

From the largest theme parks to scenic landscapes, and from the largest wine brewery to a diverse palate of cuisine, Orlando has plenty to offer to help you relax!

Let us plan your vacation from Chicago to Orlando to make sure it is just as peaceful as the one you’re dreaming about. With a customized tour tailored to meet your preferences, your dream vacation is about to turn into a reality with Five Star Private VIP Tours!

Home to the Happiest Place in the World

Home to the world’s favorite talking mouse, the friendliest honey-loving bear and a scarred wizard and his rebellious friends, Orlando’s theme parks are some of the best and largest in the world.

Explore Mickey’s home ground and the enchanting world of Pandora at Walt Disney World, ride the Hogwarts Express to live the non-muggle life at Universal Studios, feed the dolphins and stingrays at SeaWorld. The amazing theme parks in Orlando have something for people of all ages!

Whether you’re looking to enjoy a vacation with your friends, looking to bond with your children and family, or reignite the spark in your relationship with your loved one, you’re sure to find the magic and happiness you’re looking for in the theme park capital of the world!

Disney Tour - Chicago

Buzzing Food Scene

The rides and roller coasters in Orlando aren’t just for you. Treat your taste buds to a ride around the world with the most scrumptious food you’ve ever had! The food scene in Orlando is impeccable to say the least!
From Indian to Mexican, Italian to Pan Asian, Orlando has authentic food from all over the world. Be prepared to have your mind, and taste buds, blown with all the mouth-watering food in Orlando!

Discover the Beauty of Mother Nature

Think Orlando is all about theme parks? Not at all!
The nature parks in Orlando are just as abundant and stunning as the theme parks!
Home to black and white swans, the Lake Eola Park in Downtown Orlando is a lush urban green space featuring a Sunday farmer’s market and several art exhibits that surround the Lake Eola.
Take in the beauty of this amazing park in a swan paddle boat. Watch as the light and music show on the lake’s fountain fills up the sky every night, and find all your stress vanish into the fresh, thin air.
Spend the day at the Bill Frederick Park, located by the Turkey Lake, one of the most famous fishing spots in Florida. Enjoy kayaking and even camping in the park to embrace the true beauty of Mother Nature.

Disney VIP - Chicago
Disney Tour

Why Go Five Star?

Want to treat your family and yourself to a VIP experience? We offer nothing less!

When you book Five Star Private VIP Tours, you sign up for an experience of a lifetime!

Our tour guides know all the insider details there is to know about Orlando. They will take care of all the logistics and details to make sure you have the most peaceful vacation where all you’re required to focus on is relaxing!

Book a Private VIP Tour from Chicago to Orlando and turn your dream vacation into a reality!

Make Memories With US! Book Now

Avoid the Lines

Book a tour to Legoland with Five Star Private VIP Tours and get exclusive access to the hottest live shows all across the theme park. Guaranteeing you shorter wait times and luxury transportation to and from the destination, we ensure your trip to this island of Lego bricks is nothing but fun! Our skilled tour guides create a tour specially tailoring to your specific needs to give you a stress-free experience.

No matter what park you choose to visit, Five Star Private Tours will take you through the magical world to the world of thrills and adventure, from some crazy winding slides to dinners at the best restaurants across the park.

For more information regarding our exclusive private VIP tours to Legoland Florida, please contact us today!




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Frequently Asked Questions

Question: How do you guarantee minimal wait times?

Answer: Our Private VIP Tour guides know the layout of the attractions and the system in place as if we created it ourselves! This coupled with our Private VIP Tour guides insider knowledge (i.e. “secret sauce”) gives us the confidence in ensuring our clients minimal wait times.

Question: Do you only offer Theme Park tours?

Answer: Absolutely not the case, we have an undeniable love and passion for theme parks, but specialized in all Central Florida and Southern California, from Food and Wine, to Nightlife, to sightseeing, to helicopter tours, not to mention we are also an independent concierge and luxury transportation service. We have it all covered in our customized VIP Tour packages.

Question: How many people can be in a group?

Answer: We can accommodate up to (8) people per tour guide, including children. If you wish to have more than eight, we can add an additional tour guide.

Question: Are handicap tour guides or handicap passes used to skip the lines?

Answer: Never! Five Star has a “zero tolerance” policy in regards to improper representation of any disability or disability pass.