A Group Travel Guide to Kissimmee, Florida's Best Destinations

Planning a group trip to Central Florida? While Orlando often hogs the spotlight, its neighbor to the south, Kissimmee, is a powerhouse of entertainment, nature, and history in its own right. Known as the "Vacation Home Capital of the World," Kissimmee offers easy access to world-famous theme parks while boasting its own unique lineup of attractions that are perfect for large groups. From airboat adventures through the headwaters of the Everglades to classic car shows and medieval tournaments, there is something for everyone in this sunny city.

However, navigating the busy thoroughfares of Osceola County—like the bustling U.S. Highway 192 (Irlo Bronson Memorial Highway) or the traffic-heavy John Young Parkway—can be a logistical nightmare when you are trying to coordinate a caravan of multiple cars. That is where Kissimmee Charter Bus comes in. We offer the most reliable, comfortable, and efficient charter bus rentals in Kissimmee for groups of all sizes. Whether you need a 56-passenger motorcoach for a large corporate retreat or an 18-passenger minibus for a family reunion, we handle the driving so you can focus on the fun.

Forget about splitting up into expensive rideshares, paying exorbitant parking fees at every stop, or worrying about a designated driver after a night out. With Kissimmee Charter Bus, your group travels together in air-conditioned comfort with amenities like reclining seats, WiFi, and plenty of storage space. Ready to explore? Here is our guide to the top destinations in Kissimmee, Florida, that are best visited by bus!

A few of the companies we’ve worked with

Old Town Kissimmee

For a dose of nostalgia and classic Florida fun, Old Town Kissimmee (5770 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746) is a must-visit destination for groups. This 18-acre walking district creates a recreation of a classic Florida town featuring tree-lined brick streets, unique shops, and affordable dining options. It is best known for its weekly classic car shows, particularly the Saturday Nite Classic Car Cruise, where hundreds of hot rods and antiques parade down Main Street.

Traveling to Old Town with a large group can be tricky on cruise nights when parking lots fill up fast with spectators and car enthusiasts. When you book a charter bus rental with Kissimmee Charter Bus, you can skip the hunt for a parking spot. Your driver can drop your group off right near the entrance so you can immediately start exploring the Haunted Mortuary, riding the Ferris Wheel, or grabbing a slice of pizza. Whether you are a senior group reliving the glory days or a student group looking for safe evening entertainment, Old Town is a crowd-pleaser. Plus, with the storage space available on your bus, you’ll have plenty of room to stow away souvenirs from the unique boutique shops!

Gatorland

No trip to Central Florida is complete without seeing an alligator, and there is no better place to do it than Gatorland (14501 S Orange Blossom Trl, Orlando, FL 32837), located right on the border of Kissimmee and Orlando. Known as the "Alligator Capital of the World," this 110-acre theme park and wildlife preserve combines old Florida charm with thrilling exhibits. Your group can watch the famous Gator Jumparoo show, ride the Screamin' Gator Zip Line over a breeding marsh, or visit the petting zoo.

Gatorland is a fantastic destination for school field trips, scout troops, and family reunions. However, organizing transportation for 50+ students or family members can be stressful. Kissimmee Charter Bus makes it easy. We provide school trip bus rentals that are a significant upgrade from the traditional yellow school bus. Your students can enjoy climate-controlled cabins (essential in the Florida heat!) and onboard TVs to watch educational videos on the way to the park. We will handle the navigation down Orange Blossom Trail so your chaperones can focus on keeping the kids ready for adventure.

Boggy Creek Airboat Adventures

Experience the "real" Florida with a trip to Boggy Creek Airboat Adventures (2001 E Southport Rd, Kissimmee, FL 34746). Located at the headwaters of the Florida Everglades, this attraction offers high-speed airboat tours where your group can spot alligators, turtles, and exotic birds in their natural habitat. It’s a thrilling experience that offers a stark contrast to the manicured theme parks nearby. Beyond the boats, the park features a Native American village replica and a gem mining station.

Because Boggy Creek is located a bit further out from the main tourist corridor, relying on rideshares can be expensive and unreliable for large groups trying to return to their hotels. A private minibus rental from Kissimmee Charter Bus ensures you have a dedicated ride waiting for you as soon as your tour concludes. After a hot day out on the water, there is nothing better than stepping into a cool, air-conditioned bus with plush seating. Your driver will ensure you get back to your resort or to your next dining destination safely and comfortably.

Medieval Times Dinner & Tournament

If you are looking for a unique dining experience that doubles as high-energy entertainment, look no further than the Medieval Times Dinner & Tournament (4510 W Vine St, Kissimmee, FL 34746). This castle located on Highway 192 hosts an epic tournament featuring jousting, sword fighting, and horsemanship, all while you feast on a four-course meal fit for royalty. It is an incredibly popular spot for corporate outings, birthday parties, and large student groups.

Coordinating arrival times for a large dinner reservation is crucial; you don't want half your party arriving late and missing the opening ceremony. With a corporate shuttle bus or private party bus rental from Kissimmee Charter Bus, your entire kingdom arrives together. We can pick your group up from the Orange County Convention Center or your hotel and drop you right at the drawbridge. If you are celebrating a birthday or bachelor party, ask for a bus with an AUX/Bluetooth sound system so you can get the festivities started on the road!

Fun Spot America - Kissimmee

For thrills without the massive lines of the bigger theme parks, take your group to Fun Spot America - Kissimmee (2850 Florida Plaza Blvd, Kissimmee, FL 34746). Famous for the Mine Blower wooden roller coaster and the world's tallest SkyCoaster (standing at 300 feet!), this amusement park offers pay-as-you-go fun or day passes that are often more budget-friendly for youth groups and sports teams. It also features multi-level go-kart tracks that are perfect for a little friendly competition.

Parking at amusement parks can be a hassle, but not when you ride with us. Your Kissimmee Charter Bus driver will handle the logistics of dropping your group off near the ticket booths. If you are a sports team in town for a tournament at the nearby ESPN Wide World of Sports, a trip to Fun Spot is the perfect way to celebrate a win. Our full-size charter buses have massive undercarriage luggage bays, meaning you can store all your team's equipment, coolers, and uniforms securely on the bus while you enjoy the rides.

Kissimmee Lakefront Park

Sometimes you just need a relaxing day by the water. Kissimmee Lakefront Park (201 Lakeview Dr, Kissimmee, FL 34741) creates a beautiful scenic escape along the shores of Lake Tohopekaliga (Lake Toho). This park features walking paths, fishing piers, BBQ grills, and expansive playgrounds. It is a prime location for community events, large family picnics, and even outdoor weddings.

If you are planning a large family reunion or a company picnic here, transporting food, games, and people can be a challenge. A charter bus rental is the perfect solution. You can load up the undercarriage storage with coolers, folding chairs, and picnic supplies, keeping the aisleways clear for your passengers. For weddings held at the park or nearby community centers, a wedding shuttle bus rental adds a touch of elegance and convenience, ensuring your guests don't have to navigate unfamiliar streets or walk long distances in formal wear.

Island H2O Water Park

Beat the Florida heat at Island H2O Water Park (3230 Inspiration Dr, Kissimmee, FL 34747), one of the newest and most technologically advanced water parks in the area. Located right next to the Margaritaville Resort Orlando, this park features high-speed slides, a lazy river, and a wave pool, all integrated with social media connectivity bands. It is a massive hit for senior class trips, summer camps, and youth organizations.

Transporting a large group of wet, tired teenagers after a long day in the sun is much easier with a private bus rental. Instead of trying to coordinate pickups with parents in a crowded parking lot, everyone can hop on the bus together. Our buses offer comfortable reclining seats where passengers can rest and recharge on the way home. Plus, with onboard power outlets and WiFi, they can upload all their photos and videos from the day before they even get back to the drop-off point.

Museum of Military History

For educational groups and history buffs, the Museum of Military History (5210 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746) offers a fascinating look into the American military experience. The museum houses exhibits from the Revolutionary War through modern conflicts, focusing on education and honoring veterans. It is a poignant and informative stop for ROTC groups, history classes, and veteran reunions.

Kissimmee Charter Bus is proud to provide transportation for military and government groups. We work with you to ensure your itinerary is followed strictly. A private minibus rental allows for a cohesive group experience, where tour guides or teachers can use the onboard PA system to brief the group on what they are about to see or debrief them after the tour. It turns the travel time into valuable educational time.

Book Your Kissimmee Charter Bus Today

Kissimmee is packed with adventures waiting to be discovered, and there is no better way to experience them than with Kissimmee Charter Bus. Whether you are a local organizing a church outing or a visitor planning a destination wedding, we have the fleet and the expertise to make your trip a success. We are dedicated to providing the highest quality charter bus rentals in Kissimmee with drivers and modern amenities.

Don't let traffic on I-4 or parking struggles dampen your group's spirit. Let us handle the logistics while you make the memories. Our reservation team is available 24/7/365 to answer your questions and help you plan the perfect route.

Ready to hit the road? Call Kissimmee Charter Bus at 407-593-6615 today for your free, personalized quote in under 30 seconds! We’d love to earn your business!

Frequently Asked Questions About Kissimmee Group Travel Transportation

How much does it cost to rent a charter bus in Kissimmee?

The cost of a charter bus rental in Kissimmee depends on several factors, including the size of the bus, the duration of your trip, the time of year, and how far you are traveling. For example, a trip during the peak spring break season may cost more than a trip in the fall. We offer transparent pricing with no extra fees. To get the most accurate price for your specific trip, call our team at 407-593-6615 or use our online quote tool for an instant estimate in under 30 seconds.

How far in advance should I book my bus rental?

We recommend booking your charter bus as soon as your date and venue are confirmed. Kissimmee is a high-demand destination, especially during school holidays and summer months. Ideally, you should aim to book at least 3 to 6 months in advance to ensure the best availability and pricing. However, we understand that last-minute trips happen! Our 24/7 reservation team is always ready to help you find a bus, even if your trip is just around the corner.

What amenities are included on a charter bus?

Our fleet of charter buses and minibuses comes equipped with a variety of modern amenities designed for your comfort. Standard amenities often include reclining seats, air conditioning (a must in Florida!), and overhead storage. Most full-size charter buses also feature onboard restrooms and undercarriage luggage bays. Upon request, we can provide buses with free WiFi, power outlets, DVD players with TV monitors, and PA systems. Be sure to let your reservation specialist know which amenities are a priority for your group!

Do you provide transportation to destinations outside of Kissimmee?

Absolutely! While we specialize in Kissimmee and the Greater Orlando area, Kissimmee Charter Bus operates statewide. Whether you need a charter bus to Tampa for a Buccaneers game, a shuttle to Miami for a cruise, or a field trip bus to St. Augustine for a history tour, we have you covered. We can even facilitate long-distance trips to neighboring states. Just let us know your itinerary, and we will handle the driving.