A Travel Guide to St. Augustine, Florida's Best Concerts & Events

There is no city quite like the Ancient City. St. Augustine, Florida, offers a unique blend of Spanish colonial history, coastal beauty, and a vibrant arts scene that draws millions of visitors every year. While the Castillo de San Marcos and St. George Street are staples for daytime touring, the city truly comes alive when the sun goes down and the stage lights come up. From world-class musical acts performing at The Amp to the millions of twinkling lights that cover the historic district during the holidays, there is always a reason to gather a group and celebrate in St. Augustine.

However, anyone who has visited the nation's oldest city knows that navigating its narrow, centuries-old streets can be a logistical challenge, especially during major events. Parking is scarce, the Bridge of Lions often creates bottlenecks, and splitting a large group into multiple rideshares can ruin the flow of a great evening. That is where Charter Bus Rental Company St. Augustine comes in. We provide reliable, comfortable, and fully customized charter bus rentals in St. Augustine for concert-goers, festival attendees, and private groups. Whether you need a minibus for a bachelorette party hitting a show at the Colonial Oak or a full-size motorcoach for a corporate outing to the Nights of Lights, we have the fleet to get you there together.

Call our 24/7 reservation team today at 904-898-1880 to get a free, instant quote on your event transportation. Let us handle the traffic on A1A and US-1 while you sit back, relax in a reclining seat, and get ready for the show!

A few of the companies we’ve worked with

The St. Augustine Amphitheatre (The Amp)

If you are seeing a major headliner in Northeast Florida, chances are you are heading to The St. Augustine Amphitheatre, affectionately known by locals as "The Amp." Located on Anastasia Island (1340C A1A S, St. Augustine, FL 32080), this outdoor venue is nestled into a wooded area near Anastasia State Park, providing incredible acoustics and a stunning natural backdrop. It hosts everything from rock legends and country stars to indie bands and community festivals. However, getting 4,000+ people onto the island via the Bridge of Lions can create significant traffic delays, and on-site parking is limited and often requires a pre-purchased pass or a long walk from satellite lots.

Skip the hassle of coordinating a caravan or waiting for a shuttle from a distant parking lot by booking a private charter bus rental to The Amp. Your driver can navigate the traffic along Anastasia Boulevard and drop your group off right near the entrance. While other fans are hiking from the satellite parking at the Elks Lodge or RB Hunt Elementary, your group will be breezing through security. After the encore, you won’t have to worry about the surge pricing of rideshares or fighting the exodus of cars; your climate-controlled bus will be waiting to take you to a post-concert dinner on the island or back to your hotel in the Historic District.

Nights of Lights Festival Transportation

From mid-November to the end of January, St. Augustine transforms into a sparkling wonderland during the Nights of Lights festival. National Geographic has listed it as one of the top ten holiday light displays in the world, with over three million lights adorning every corner of the Historic District. While beautiful, this event brings massive crowds to the downtown area, making parking nearly impossible along the bayfront or in the parking garage near the Visitor Information Center (10 S Castillo Dr, St. Augustine, FL 32084). Traffic often backs up for miles on San Marco Avenue and King Street.

For large families, corporate holiday parties, or tour groups, a private charter bus rental is the ultimate way to experience Nights of Lights. Instead of splitting up and circling for parking spots, your group can ride together in a warm, comfortable bus with large panoramic windows perfect for viewing the displays. We can arrange a drop-off point near the Plaza de la Constitución so you can walk through the lights, grab a hot chocolate, and take photos by the Christmas tree. When you are ready to leave, your driver will pick you up at a designated location, whisking you away from the cold and the crowds. It’s the most stress-free way to enjoy this magical tradition.

Festivals at Francis Field

Located right at the gateway to the city (25 W Castillo Dr, St. Augustine, FL 32080), Francis Field is the epicenter for St. Augustine’s largest outdoor festivals. This includes the massive St. Augustine Celtic Music & Heritage Festival, the mouth-watering Rhythm & Ribs Festival, and the Drake’s Raid reenactments. These events draw thousands of visitors, turning the nearby Historic Downtown Parking Facility into a gridlock. Finding a spot for a single car is tough; trying to park five or six cars for a large group is a nightmare.

Charter Bus Rental Company St. Augustine offers the perfect solution for festival-goers. Rent a minibus or charter bus to transport your group directly to the festival gates. You can load up your bus with folding chairs, sunscreen, and festival gear in the undercarriage storage bays, keeping the aisles clear for your passengers. If you are attending a food or beer festival, having a driver is a built-in comfort feature, ensuring everyone in your group gets home comfortably after a day of sampling local brews and BBQ. We can schedule multiple pick-ups and drop-offs, allowing your group to come and go as they please without being tethered to a single car’s schedule.

Ponte Vedra Concert Hall

Just a short drive north of St. Augustine’s historic center lies the Ponte Vedra Concert Hall (1050 A1A N, Ponte Vedra Beach, FL 32082). This performing arts facility, housed in a converted church, offers a more intimate setting for concerts, comedy shows, and community events. It attracts major acts that prefer a closer connection with the audience. However, if your group is staying in downtown St. Augustine or the Vilano Beach area, the drive up A1A can take 30 to 40 minutes, and coordinating a meet-up spot can be tricky.

Why not turn the drive into a pre-show party? With a party bus or charter bus rental, the ride up the coast becomes part of the entertainment. Your group can enjoy the onboard sound system, connect to WiFi to share photos, and socialize in air-conditioned comfort. There is no need to worry about navigating the dark coastal roads at night; your driver handles the logistics while you discuss the setlist. We can even arrange a stop for dinner at a seafood restaurant in Vilano Beach or Ponte Vedra before the show begins.

Colonial Oak Music Park

For a truly unique St. Augustine experience, you can’t beat a show at the Colonial Oak Music Park (21 St George St, St. Augustine, FL 32084). Tucked away right off the pedestrian-only St. George Street, this venue features a massive live oak tree that spreads its branches over the stage and audience. It hosts free weekly concerts, improv nights, and special events within the Colonial Quarter. Because it is located in the heart of the pedestrian zone, there is absolutely no on-site parking.

This is where Charter Bus Rental Company St. Augustine shines. We can coordinate a drop-off at the City Gates or near the Castillo de San Marcos, just a short walk from the venue. This is ideal for bachelor or bachelorette parties, wedding welcome parties, or corporate groups looking to enjoy live music in a historic setting. After the show, your group can explore the nightlife on St. George Street before meeting the bus at a pre-arranged time for a safe ride back to your accommodations. No walking miles to a car parked in a remote lot—just convenient, door-to-door service.

Sing Out Loud Festival Transportation

The Sing Out Loud Festival is one of the most ambitious music events in Florida, featuring hundreds of local and national acts performing at various venues across St. Augustine over several weekends in September. From free showcases at local breweries like Dog Rose Brewing Co. and Ancient City Brewing to massive ticketed events at Francis Field, the festival takes over the entire city. Trying to hop between venues using personal cars or rideshares can be expensive and frustrating due to surge pricing and road closures.

For groups wanting to make the most of the Sing Out Loud Festival, a private bus rental is a game-changer. You can create a custom hop-on, hop-off itinerary that hits all the stages you want to see. Start with afternoon sets at the distillery, move to a brewery for happy hour, and end the night at the main stage event—all without worrying about parking or navigation. Our 18-passenger minibuses are perfect for navigating the city streets, while our 56-passenger coaches can transport large fan clubs or student groups. With Charter Bus Rental Company St. Augustine, you build the schedule, and we make it happen.

Fort Mose Jazz & Blues Series

History and music collide at the Fort Mose Jazz & Blues Series. Held at Fort Mose Historic State Park (15 Fort Mose Trail, St. Augustine, FL 32084), the site of the first legally sanctioned free African settlement in what is now the United States, this event series brings legendary jazz and blues artists to a deeply significant venue. The event is growing in popularity every year, and parking at the state park is extremely limited during concert nights.

Support this incredible cultural event by organizing a group trip with Charter Bus Rental Company St. Augustine. We work with community organizations, schools, and history buffs to provide transportation that respects the significance of the site while offering modern convenience. Your group can arrive together, avoiding the stress of finding overflow parking in the surrounding neighborhoods. Plus, with onboard PA systems, tour leaders or educators can provide historical context about Fort Mose to the group while en route to the concert, enriching the experience for everyone involved.

Book Your St. Augustine Concert & Event Transportation Today

Don't let traffic on the Bridge of Lions or full parking garages keep you from enjoying the vibrant culture of the Ancient City. Whether you are planning a night out at The Amp, a holiday tour of the Nights of Lights, or a festival weekend at Francis Field, Charter Bus Rental Company St. Augustine has the perfect vehicle for your group. Our fleet of modern, clean, and reliable buses is ready to serve you 24/7. We offer transparent pricing, customized itineraries, and a commitment to customer satisfaction that has made us a leader in Florida group transportation.

Call our reservation specialists today at 904-898-1880 to get a free, no-obligation quote for your next St. Augustine adventure. We are ready to help you make memories that last a lifetime!

Frequently Asked Questions About St. Augustine Concert Transportation

Where can charter buses pick up and drop off in historic St. Augustine?

Due to narrow streets and heavy pedestrian traffic, large motorcoaches are restricted from many streets in the Historic District. However, there are designated loading and unloading zones approved by the city. Common drop-off points include the Visitor Information Center near the City Gates and specific areas along the bayfront near the Castillo de San Marcos. When you book with Charter Bus Rental Company St. Augustine, the drivers will plan the most convenient and legal drop-off points based on your specific itinerary and city regulations.

How much luggage or equipment can we bring on the bus?

If you are renting a full-size 56-passenger charter bus, you will have access to spacious undercarriage luggage bays that can hold bulky items like coolers, tents, folding chairs, and musical instruments. Inside the cabin, there are overhead bins for personal items. Minibuses and sprinter vans have more limited storage space, usually suitable for personal bags and small items. If your group plans to bring a lot of tailgating gear or festival equipment to Francis Field or The Amp, please let our team know when you call 904-898-1880 so we can recommend the right bus size for your cargo needs.

How far in advance should we book a bus for Nights of Lights?

Nights of Lights is the busiest time of year in St. Augustine, running from November through January. Because of the high demand for group transportation during this season, we highly recommend booking your charter bus at least 3 to 6 months in advance. Weekends in December fill up particularly fast. By booking early, you ensure the best availability of vehicle types and secure the most competitive rates for your holiday outing.

What amenities are included in a charter bus rental?

Our charter bus rentals come equipped with a variety of modern amenities to make your trip comfortable. Standard features on full-size coaches include reclining seats, air conditioning (essential for Florida weather!), onboard restrooms, and plenty of legroom. You can also request buses with WiFi, power outlets, and flatscreen TVs with DVD players to keep your group entertained en route. If you have specific needs, such as ADA-accessible features, simply inform our reservation team when you call, and we will find the perfect vehicle for you.