A Travel Guide to Fort Myers, Florida's Best Concerts & Events

Welcome to the City of Palms! Fort Myers isn’t just a haven for shell collectors and beach lovers; it is a vibrant cultural hub on the Gulf Coast that pulses with live music, historic festivals, and adrenaline-pumping sporting events year-round. From the historic River District to the sprawling arenas in Estero, there is always something happening in Lee County.

However, anyone who has tried to navigate McGregor Boulevard during peak season or find parking downtown during a major festival knows that the logistics can dampen the fun. That is where Charter Bus Rental Company Fort Myers comes in. We believe that getting to the show should be as enjoyable as the main event itself. By booking a private charter bus rental, you eliminate the stress of gridlock, the cost of surge pricing on rideshares, and the hassle of coordinating a caravan of cars. Whether you are a group of Red Sox fans heading to Spring Training or a wedding party looking for a night out at the Caloosa Sound Amphitheater, we have the fleet to get you there comfortably and on time.

Our fleet ranges from 18-passenger minibuses perfect for small groups to 56-passenger full-size charter buses equipped with reclining seats, powerful air conditioning (essential for Florida summers!), and onboard WiFi. Ready to explore the entertainment side of Southwest Florida? Here is your guide to the best concerts and events in Fort Myers and how we can help you experience them in style.

A few of the companies we’ve worked with

Live Music at Caloosa Sound Amphitheater

Located right on the waterfront in the heart of the historic downtown River District, the Caloosa Sound Amphitheater (2101 Edwards Dr, Fort Myers, FL 33901) has quickly become the crown jewel of the local music scene. With the Caloosahatchee River as a backdrop, this venue hosts everything from rock legends and country stars to the popular "Rock the Stage" music competition. The atmosphere is electric, especially when the sun goes down and the stage lights reflect off the water.

However, parking in downtown Fort Myers during a concert—especially if it coincides with Art Walk or Music Walk—can be a significant challenge. The nearest garages fill up hours before showtime, leaving many attendees walking long distances in the humidity. When you book a minibus or charter bus with Charter Bus Rental Company Fort Myers , you skip the parking hunt entirely. Your driver can drop your group off curbside near the entrance or at a designated drop-off zone, allowing you to head straight for the lawn or your seats. After the encore, your air-conditioned bus will be waiting to whisk you away to a post-concert dinner at The Veranda or straight back to your hotel.

Catch Big Names at Hertz Arena

Just a short drive south in Estero, Hertz Arena (11000 Everblades Parkway, Estero, FL 33928) is the region’s premier indoor venue. It is the home of the Florida Everblades ECHL hockey team, but it also serves as the main stop for major national tours, from Disney on Ice to heavy metal icons and top-tier comedians. With a capacity of over 7,000 for concerts, the energy here is undeniable.

Because the arena is located right off I-75 near Miromar Outlets, traffic can back up significantly before a big event. By organizing a group trip with Charter Bus Rental Company Fort Myers, you keep your entire party together. There is no need to worry about one car getting stuck at the exit ramp while everyone else waits inside. Plus, our full-size charter buses offer ample undercarriage storage. If you are bringing a youth hockey team to see the Everblades, there is plenty of room for gear. If you are a group of adults heading to a concert, you can enjoy the ride with onboard entertainment systems and reclining seats, turning the commute down I-75 into a pre-party.

Culture and Class at Barbara B. Mann Performing Arts Hall

For Broadway enthusiasts and classical music lovers, the Barbara B. Mann Performing Arts Hall (13350 FSW Pkwy, Fort Myers, FL 33919) on the Florida SouthWestern State College campus is the ultimate destination. This venue brings the best of New York to Southwest Florida, hosting touring productions of hits like Hamilton, Wicked, and The Lion King, as well as performances by the Gulf Coast Symphony.

Transportation to the theater should reflect the elegance of the evening. Arriving in a pristine charter bus rental adds a touch of VIP status to your night out. This is particularly popular for senior living communities, school drama clubs, or corporate client appreciation events. We understand that accessibility and comfort are paramount. Our fleet includes ADA-compliant bus rental options to ensure every member of your group travels with dignity and ease. Instead of navigating the campus parking lots in formal wear, your group receives door-to-door service, ensuring everyone is seated before the curtain rises.

The Grandeur of the Edison Festival of Light

Fort Myers is deeply connected to its most famous winter resident, Thomas Edison. Every February, the city celebrates his legacy with the Edison Festival of Light, culminating in the massive Grand Parade of Light. It is the largest night parade in the Southeast, drawing crowds of over 200,000 people to the streets of Fort Myers to see elaborate floats, marching bands, and dignitaries.

While the parade is spectacular, the road closures and traffic diversions can be a nightmare for drivers unfamiliar with the area. This is where a dedicated driver becomes your best asset. Charter Bus Rental Company Fort Myers has years of experience navigating major local events. We can plan the best route to get your group as close to the parade route as possible before the streets shut down. Whether you are a marching band participating in the festivities needing a shuttle for equipment and musicians, or a large family group wanting to watch the show together, a private bus rental ensures you stick together amidst the crowds and excitement.

Savor the Flavor at the Fort Myers Seafood & Music Festival

Held annually in the River District, the Fort Myers Seafood & Music Festival is a paradise for foodies. The event features fresh seafood cooked on-site—think grouper, mahi-mahi, and stone crabs—paired with live musical performances ranging from R&B to jazz and rock. It is a weekend of indulgence, sunshine, and great tunes.

Festivals like this are best enjoyed when you don't have to worry about the drive home. With delicious food and often plenty of drinks flowing, a charter bus rental serves as your built-in designated driver. Rent a minibus for your group of friends or a corporate team , and enjoy the festival to its fullest. You can store souvenirs, festival merch, or leftovers in the overhead bins, and cool off in the bus’s A/C if the Florida sun gets too intense. We make it easy to enjoy the festival responsibly and comfortably.

Island Hopper Songwriter Fest

This unique 10-day festival is a must-do for music lovers. The Island Hopper Songwriter Fest takes place across three locations: Captiva Island, downtown Fort Myers, and Fort Myers Beach. It brings world-class songwriters who have penned hits for Nashville's biggest stars into intimate venues for storytelling and performances.

Because this event spans different locations—often involving causeways and island traffic—logistics can get complicated quickly. Moving a group from a hotel in Fort Myers to a venue on Captiva Island requires navigating toll bridges and limited island parking. A private shuttle bus from Charter Bus Rental Company Fort Myers is the perfect solution. We can create a custom itinerary that hops islands right along with the festival schedule. Your group can enjoy the scenic drive along the coast through panoramic windows while your driver handles the navigation across the Sanibel Causeway and beyond.

Spring Training: The Grapefruit League

In February and March, Fort Myers transforms into the center of the baseball universe. We are the spring training home to two Major League Baseball teams: the Boston Red Sox at JetBlue Park (often called "Fenway South" due to its replica Green Monster) and the Minnesota Twins at Hammond Stadium.

For sports fans, Spring Training is about more than just the innings; it is about the tailgating and the camaraderie. Charter Bus Rental Company Fort Myers is the MVP of game day transportation. Our full-size charter buses have massive undercarriage luggage bays perfect for storing coolers, folding chairs, tents, and grills. We can pick your fan club up from the airport or your hotel and take you straight to the ballpark. After a day of hot dogs, sunshine, and baseball, everyone can pile back into the air-conditioned bus for a relaxing ride home. No fighting for parking spots, no long walks in the heat, and no splitting up the roster.

Book Your Fort Myers Event Transportation Today

Don’t let traffic jams or parking fees ruin your experience of Fort Myers’ thriving event scene. Whether you are heading to a concert, a festival, or a ballgame, Charter Bus Rental Company Fort Myers is ready to provide the reliable, comfortable transportation your group deserves. We handle the logistics so you can focus on making memories. Our reservation specialists are available 24/7 to build a custom quote tailored to your itinerary.

Call us today at 239-747-1620 to secure your bus rental and get ready to explore the best of Fort Myers!

Frequently Asked Questions About Fort Myers Concert Transportation

Where can a charter bus drop us off at major Fort Myers venues?

Most major venues in Fort Myers, such as Hertz Arena and the Caloosa Sound Amphitheater, have designated drop-off zones for commercial vehicles and buses. When you book with Charter Bus Rental Company Fort Myers, we work with you to determine the specific drop-off procedures for your event. Generally, your driver will drop you off curbside near the entrance and then park in a designated oversized vehicle lot (like the marshaling yard at Southwest Florida International Airport if needed, or specific venue lots) until the event concludes. We recommend confirming bus parking policies with the venue in advance, but your driver will handle the actual maneuvering.

Can we bring food and drinks on the bus for tailgating?

Absolutely! One of the biggest perks of renting a charter bus for events like Spring Training at JetBlue Park or concerts at Hertz Arena is the ability to tailgate. You are welcome to bring coolers, food, and beverages on board. Most of our buses feature spacious undercarriage storage for larger items like grills and tents. Please note that glass bottles are discouraged for safety reasons.

How far in advance should we book a bus for a major event?

Fort Myers gets incredibly busy during the peak season (January through April), which coincides with Spring Training, the Edison Festival of Light, and beautiful weather. For major events or during these peak months, we highly recommend booking your charter bus at least 3 to 6 months in advance. This ensures you have the widest selection of vehicles and the best possible pricing. However, if you have a last-minute trip, don't hesitate to call us at 239-747-1620—we will always do our best to accommodate your group with our extensive fleet.

What size bus should we rent for our group?

We offer a variety of bus sizes to suit different groups. For smaller gatherings, such as a bridal party heading to a concert or a corporate team outing, our 18- to 25-passenger minibuses are perfect. They are compact enough to navigate downtown Fort Myers easily but spacious enough for comfort. For larger groups, such as school field trips to the Imaginarium or large fan groups heading to a Red Sox game, our 56-passenger full-size charter buses are the ideal choice. These come equipped with restrooms and extensive luggage space. Our reservation specialists can help you choose the right vehicle based on your headcount and amenity needs.

Do you offer transportation to events outside of Fort Myers?

Yes, we do! While we love serving Fort Myers, Charter Bus Rental Company Fort Myers provides transportation throughout the entire state of Florida. If your group wants to head south to Naples for a swamp buggy race, north to Tampa for a Buccaneers game, or across Alligator Alley to Miami for a concert, we can take you there. We can even handle multi-day trips if you are planning a tour of Florida’s best venues. Your rental allows for unlimited stops and mileage based on your custom itinerary.