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

Old Town Kissimmee

If your group is looking for a slice of classic Florida nostalgia mixed with modern entertainment, Old Town Kissimmee is a must-visit destination. This walking district recreates the feel of a classic Florida town with historical architecture and distinctive storefronts. It is a fantastic location for groups because it offers something for everyone: shopping, dining, and amusement rides all in one spot. Famous for its weekly "Saturday Nite Classic Car Cruise," where hundreds of hot rods and antiques parade down Main Street, Old Town draws significant crowds. Navigating the parking lots during these events with a convoy of cars can be incredibly stressful and time-consuming. When you book a bus with Charter Bus Rental Company Kissimmee, your driver can drop your group off right near the entrance, allowing you immediate access to the fun without the parking prowl.

Your group can spend hours exploring unique shops like the "Groovy Store" or grabbing a bite at one of the many restaurants. For the thrill-seekers in your party, the adjacent Sling Shot and Vomatron rides offer adrenaline-pumping action. After a long evening of walking, shopping, and car-gazing, nothing beats climbing aboard a cool, air-conditioned charter bus waiting to take you back to your hotel or resort. You won't have to worry about finding your car in a dark, crowded lot or coordinating meetup spots; everyone leaves together, safely and comfortably.

Old Town Kissimmee 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

Gatorland

While technically on the border of Orlando and Kissimmee, Gatorland is a staple of the area and an absolute favorite for educational field trips, scout troops, and family reunions. Known as the "Alligator Capital of the World," this 110-acre theme park and wildlife preserve offers a more natural, laid-back alternative to the massive theme parks nearby. Groups can marvel at thousands of alligators and crocodiles, visit the free-flight aviary, or brave the "Screamin' Gator Zip Line," which soars over the breeding marsh. Educational groups particularly benefit from renting a charter bus to Gatorland; teachers and chaperones can utilize the onboard PA system to brief students on the local ecosystem and safety rules before arrival, ensuring the day starts smoothly.

One of the biggest advantages of visiting Gatorland with Charter Bus Rental Company Kissimmee is the ease of coordination. We can arrange for a morning drop-off right at the famous gator-mouth entrance and a scheduled pickup after the last show of the day. The park can get hot and humid, especially during the summer months. Knowing that a climate-controlled bus with comfortable seating is waiting to whisk your tired group away makes the end of the day much more pleasant. Plus, our buses have plenty of undercarriage storage for coolers if you plan to picnic nearby or need to store backpacks and gear while you explore the park.

Gatorland 14501 S Orange Blossom Trl, Orlando, FL 32837

Fun Spot America - Kissimmee

For groups who want the thrill of a theme park without the overwhelming crowds or the high price tag of the larger resorts, Fun Spot America in Kissimmee is the perfect destination. Located just off US-192, this family-owned amusement park features the "Mine Blower," the only wooden coaster in Florida with a 360-degree barrel roll. It’s an ideal spot for youth groups, camp outings, and corporate team-building events that want to let loose. The park operates on a pay-per-ride basis or single-day fun passes, making it a budget-friendly option for diverse groups. However, being right on the busy tourist corridor means traffic can be intense.

By renting a bus with Charter Bus Rental Company Kissimmee, you avoid the stress of navigating the tourist traffic on Highway 192. Your driver handles the road while your group builds excitement for the go-kart tracks and thrill rides. For youth groups, keeping everyone together is paramount for safety and accountability. A charter bus ensures that no student is left behind at a hotel or stuck in a separate car that took a wrong turn. We can coordinate with your group leaders to ensure the bus is ready for loading exactly when you need it, whether you stay for a few hours or close down the park at night.

Fun Spot America Theme Parks — Kissimmee 2850 Florida Plaza Blvd, Kissimmee, FL 34746

Kissimmee Lakefront Park

Sometimes the best group activities are the simplest. Kissimmee Lakefront Park offers a sprawling, scenic escape right on the shores of Lake Tohopekaliga (Lake Toho). This park is a fantastic destination for community organizations, church picnics, and family reunions looking for a relaxed atmosphere. The park features walking paths, fishing piers, BBQ grills, and playgrounds, making it versatile for all ages. It is also a prime location for bass fishing tournaments, drawing anglers from all over. If your group is attending a special event here, parking can become scarce very quickly as locals and tourists alike flock to the waterfront.

With Charter Bus Rental Company Kissimmee, your group can be dropped off directly at the Big Toho Marina or near the picnic pavilions. You won’t have to circle the lot searching for twenty separate parking spaces or worry about carrying coolers and picnic supplies long distances. If you are hosting a large event, our fleet includes full-size motorcoaches that can transport up to 56 passengers at a time, keeping your entire party on the same schedule. After a day in the Florida sun, relaxing in the air-conditioned comfort of a private bus is the perfect way to cool down before heading to your next stop.

Kissimmee Lakefront Park 201 Lakeview Dr, Kissimmee, FL 34741

Medieval Times Dinner & Tournament

Travel back in time to an age of chivalry, rivalry, and revelry at Medieval Times in Kissimmee. This dinner attraction is consistently one of the most popular group destinations in Central Florida. Guests are seated in specific sections to cheer for their designated knight as they compete in jousting, swordsmanship, and hand-to-hand combat, all while enjoying a four-course feast eaten with your hands. It is an engaging, high-energy experience perfect for corporate parties, birthday celebrations, and school groups. Because this venue serves alcohol and the energy is high, having a designated driver is essential for adult groups.

When you book a shuttle with Charter Bus Rental Company Kissimmee, your driver acts as your built-in designated driver for the evening. Your group can enjoy the show, the food, and the libations without a single worry about how to get back to the hotel safely. For school groups, the bus provides a contained environment to do a headcount before and after the show, ensuring safety in the busy castle lobby. We can schedule your drop-off to give you plenty of time to explore the "Hall of Arms" before the tournament begins.

Medieval Times Dinner & Tournament 4510 W Vine St, Kissimmee, FL 34746

Boggy Creek Airboat Adventures

To see the "real" Florida, you have to get out on the water. Boggy Creek Airboat Adventures offers groups the chance to glide across the headwaters of the Florida Everglades, spotting alligators, eagles, and other native wildlife in their natural habitat. Located in a more rural part of Kissimmee, getting to Boggy Creek can be a bit of a trek for visitors unfamiliar with the area's back roads. The route takes you away from the main tourist strip and into the natural landscape, where GPS signals can sometimes be spotty and convoys can easily get separated.

Charter Bus Rental Company Kissimmee eliminates the navigation stress completely. The drivers are familiar with the local routes and will get your group to the docks safely and on time for your scheduled tour. This destination is particularly popular for corporate retreats and educational eco-tours. On the way there, group leaders can use the bus’s microphone system to brief attendees on the ecology they are about to witness. After the thrilling and windy airboat ride, passengers will appreciate the calm, stable, and cool environment of the charter bus for the ride back to civilization.

Boggy Creek Airboat Adventures 2001 E Southport Rd, Kissimmee, FL 34746

The Town of Celebration

Just a short drive from the heart of Kissimmee lies the town of Celebration, a master-planned community originally developed by The Walt Disney Company. With its picture-perfect streets, charming architecture, and Lakeside Promenade, it feels like walking onto a movie set. It is a wonderful destination for groups who want to enjoy a leisurely afternoon of shopping, dining at local favorites like the Columbia Restaurant, or simply walking the scenic trails. During the holidays, Celebration is famous for its "Now Snowing" event, which draws massive crowds and makes parking nearly impossible.

Avoid the frustration of hunting for street parking in this pedestrian-focused town by renting a bus with Charter Bus Rental Company Kissimmee. Your driver can drop your group off right near Market Street, allowing you immediate access to the shops and the lake. Whether you are there for the Sunday Farmer's Market or the holiday festivities, a charter bus ensures your group stays together. If you are planning a dining event for a large rehearsal dinner or corporate gathering, the bus serves as a stylish and efficient way to move guests from their hotels to this upscale community.

Celebration Town Center Market St, Celebration, FL 34747

Island H2O Water Park

For groups visiting during the warm months (which is most of the year in Florida!), Island H2O Water Park is a technologically advanced aquatic playground. Located right next to the Margaritaville Resort, this park features slides, a lazy river, and a wave pool, all integrated with social media connectivity. It is a hotspot for graduating classes, summer camps, and youth sports teams looking to cool off. Coordinating a large group of teenagers or children at a water park requires strict schedules and organization.

Charter Bus Rental Company Kissimmee makes the logistics easy. We offer plenty of storage space for wet towels, change of clothes, and sunscreen bags, keeping the bus cabin clutter-free. Your driver will drop you off at the main gate and be waiting at a pre-designated time for pickup. No need to wait for hotel shuttles that might be full or run on inconvenient loops. With a private charter bus, you control the schedule, allowing your group to maximize their time on the slides. The reclining seats are perfect for a quiet, restful ride home after an exhausting day in the water.

Island H2O Water Park 3230 Inspiration Dr, Kissimmee, FL 34747

Book Your Kissimmee Group Trip Today

Kissimmee offers an incredible array of attractions that cater to history buffs, thrill-seekers, nature lovers, and shoppers alike. Don't let the logistics of moving a large group dampen the excitement of your trip. Charter Bus Rental Company Kissimmee is dedicated to providing you with top-tier transportation services that prioritize safety, comfort, and convenience. From the moment you call for a quote to the final drop-off, our team works to ensure your itinerary runs flawlessly. Our 24/7 reservation team is ready to help you select the perfect bus for your needs, whether it's a minibus for a small family gathering or a fleet of motorcoaches for a large corporate convention.

Ready to explore Central Florida without the stress of traffic and parking? Call Charter Bus Rental Company Kissimmee today at 407-891-0011 for a free, personalized quote. Let us handle the driving so you can focus on enjoying everything Kissimmee has to offer!