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

Old Town Kissimmee

If you are looking for a slice of classic Americana mixed with modern entertainment, Old Town Kissimmee is a must-visit destination for your group. Located right on Highway 192, this walking district recreates the feel of a Florida town from a bygone era. It features over 70 unique shops, dining options, and family-friendly amusements. For groups, Old Town is fantastic because it offers variety without the high price tag of a major theme park ticket. Your group can wander through brick-lined streets, grab a slice of pizza or some ice cream, and enjoy the atmosphere.

Old Town is perhaps most famous for its weekly car shows. If you are visiting on a weekend, the Saturday Nite Classic Car Cruise is an event you cannot miss, where hundreds of classic cars parade down Main Street. Parking here can get incredibly crowded during these events, which is why a charter bus rental is your best option. Your driver can drop your group off near the main entrance so you can dive straight into the fun without circling for a spot. Whether your group wants to ride the massive Ferris wheel or brave the spooky Legends: A Haunting at Old Town, this destination offers hours of entertainment.

Address: 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

Gatorland

For a quintessential Florida experience that goes beyond the mouse ears, you have to take your group to Gatorland. Known as the "Alligator Capital of the World," this 110-acre theme park and wildlife preserve has been a staple of Central Florida tourism since 1949. It provides a more relaxed, nature-focused alternative to the massive theme parks nearby. Groups love Gatorland because it is educational, exciting, and walkable. Your group can see thousands of alligators and crocodiles, visit the free-flight aviary, wander the petting zoo, and even watch the famous Gator Jumparoo Show.

For the more adventurous members of your group, the Screamin’ Gator Zip Line allows you to soar over the breeding marsh—it is a bonding experience your team or family will talk about for years. Gatorland is also a prime destination for school field trips in Kissimmee. When you rent a charter bus with Charter Bus Rental Company Kissimmee, we ensure that students, teachers, and chaperones arrive safely and together. We offer ample storage for packed lunches and backpacks, making the logistical side of a field trip seamless. Your driver will handle the parking in the dedicated bus lot while you head in to meet the rare white leucistic alligators.

Address: 14501 S Orange Blossom Trl, Orlando, FL 32837

Kissimmee Lakefront Park

Sometimes the best group activities involve slowing down and enjoying the natural beauty of the Sunshine State. Kissimmee Lakefront Park is a sprawling green space located along the shores of Lake Tohopekaliga (locally known as Lake Toho). This is the perfect spot for family reunions, church picnics, or a relaxing afternoon for corporate groups needing a break from conference rooms. The park features paved walking paths, fishing piers, playgrounds, and plenty of covered pavilions that can be rented for private gatherings.

One of the highlights here is the Monument of States, a unique tower built from stones sent from every state in the union, symbolizing American unity. Lake Toho is also world-renowned for its bass fishing, and the park frequently hosts tournaments. If you are organizing a large picnic or outdoor event, a charter bus rental is essential. You can load up coolers, folding chairs, games, and food into the undercarriage luggage bays of a 56-passenger motorcoach. Your driver can drop you right at the park entrance near the Big Toho Marina, ensuring you don't have to haul heavy supplies across the parking lot.

Address: 201 Lakeview Dr, Kissimmee, FL 34741

Fun Spot America Theme Parks - Kissimmee

For thrill-seekers who want the excitement of a theme park without the overwhelming crowds and scheduling requirements of the larger resorts, Fun Spot America in Kissimmee is the ideal choice. Located adjacent to Old Town, this amusement park offers free admission (you pay per ride or buy a wristband), making it a budget-friendly option for youth groups, sports teams, and birthday parties. The star attraction here is the Mine Blower, the only wooden coaster in Florida that goes upside down. It’s an adrenaline rush that will have your group screaming with delight.

Fun Spot also features multi-level go-kart tracks that are perfect for a little friendly competition among corporate teams or wedding parties. Because the park is open late, it is a great destination for an after-hours event. Coordinating transportation for a large group of teenagers or employees late at night is much safer and more organized with a private charter bus. Instead of splitting into rideshares or worrying about tired drivers navigating US-192, everyone can climb aboard a climate-controlled bus, recharge their phones with onboard outlets, and relax on the ride back to the hotel.

Address: 2850 Florida Plaza Blvd, Kissimmee, FL 34746

The Museum of Military History

For educational groups, veteran reunions, or history buffs, the Museum of Military History in Kissimmee offers a profound look at the American military experience. The museum is dedicated to educating the public about the cost of freedom and honoring those who served. Exhibits span from the Seminole Wars and the Civil War through World War I, World War II, Vietnam, and modern conflicts. It is a respectful and enriching destination that provides a different perspective on the history of Florida and the nation.

Booking a charter bus for a visit here allows your group to prepare for the experience together. Teachers or tour leaders can use the onboard PA system to give a briefing on what to expect or to discuss historical context before arriving. The museum is located conveniently on Irlo Bronson Memorial Highway, but traffic in this tourist corridor can be heavy. A driver from Charter Bus Rental Company Kissimmee knows the best lanes and routes to get you there efficiently so you can maximize your time exploring the artifacts and personal stories housed within the museum.

Address: 5210 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

Celebration Town Center

Just a short drive from the heart of Kissimmee lies the master-planned community of Celebration. Originally developed by The Walt Disney Company, this town feels like stepping onto a movie set with its perfectly manicured streets, colonial-style architecture, and picturesque lakeside promenade. Celebration Town Center is the hub of the community, featuring upscale dining, boutique shopping, and a relaxing atmosphere that contrasts sharply with the high energy of the nearby theme parks. It is an excellent destination for wedding rehearsal dinners or a sophisticated evening out for corporate clients.

The town is famous for its seasonal events, particularly the "Now Snowing" event during the holidays where synthetic snow falls nightly on Market Street. Parking in Celebration can be very limited, especially during festivals or on weekends. A minibus rental is the perfect solution for navigating the charming but narrow streets. Your driver can drop your party off right near the Bohemian Hotel or the lakefront, allowing you to explore the shops and restaurants on foot without the headache of hunting for street parking blocks away.

Address: Market St, Celebration, FL 34747

Shingle Creek Regional Park

Discover the "real" Florida at Shingle Creek Regional Park. Known as the headwaters of the Florida Everglades, this park offers a glimpse into the state's natural history and pioneer past. It is a fantastic destination for eco-tour groups, scout troops, and anyone who loves the outdoors. Visitors can go kayaking or canoeing through the cypress swamps, hike along the nature trails, or visit the Pioneer Village to see authentic 19th-century structures that have been relocated and preserved. It’s an immersive history lesson and a nature adventure rolled into one.

Transporting kayaks, hiking gear, or picnic supplies is easy when you rent a full-size charter bus. The spacious undercarriage storage bays provide ample room for all your equipment. After a day of paddling or hiking in the Florida sun, there is nothing better than stepping into a cool, air-conditioned bus. Your group can hydrate and rest in reclining seats while your driver navigates the traffic back to your meeting point. Shingle Creek is a hidden gem in Kissimmee, and Charter Bus Rental Company Kissimmee makes it accessible for groups of any size.

Address: 925 S Bass Rd, Kissimmee, FL 34746

Medieval Times Dinner & Tournament

If you are looking for dinner and a show on a grand scale, Medieval Times in Kissimmee is the ultimate group destination. This castle-themed venue hosts an epic tournament featuring jousting knights, sword fights, and horsemanship, all while you feast on a four-course meal—without silverware! It is incredibly popular for birthday parties, corporate team-building events, and school groups. The energy is high, the cheering is loud, and the experience is unforgettable.

Because Medieval Times is designed for large crowds, the parking lot can become a chaotic mix of cars and pedestrians before and after the show. By arriving in a private charter bus, your group receives VIP treatment. We can coordinate with the venue for drop-off procedures, ensuring your group enters the castle together. This is especially helpful if you have pre-show photos planned or need to check in as a large group. Plus, after a hearty meal and a few beverages from the bar, having a designated driver ensures everyone gets home safely.

Address: 4510 W Vine St, Kissimmee, FL 34746

Start Your Kissimmee Adventure with Charter Bus Rental Company Kissimmee

Kissimmee offers a diverse array of attractions that cater to every interest, from history and nature to high-octane thrills and dining. However, the key to enjoying these destinations as a group is reliable transportation. Charter Bus Rental Company Kissimmee is dedicated to providing you with a seamless travel experience. Our modern fleet, drivers, and 24/7 customer support team are ready to handle the logistics so you can focus on the fun. Whether you need a simple transfer or a multi-day tour of Central Florida, we have the perfect vehicle for you.

Don't let traffic or parking ruin your group's experience in the Sunshine State. Call us today at 863-213-3575 to speak with a reservation specialist and get a free, personalized quote for your trip. We are ready to help you explore the best of Kissimmee!