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

Experience the Arts at Van Wezel Performing Arts Hall

No guide to Sarasota’s event scene is complete without mentioning the iconic "Purple Cow." The Van Wezel Performing Arts Hall, located directly on Sarasota Bay, is the city’s premier destination for Broadway musicals, top-tier comedy acts, symphony orchestras, and legendary musical performers. Located at 777 N Tamiami Trail, Sarasota, FL 34236, this venue draws crowds from all over Southwest Florida. While the venue offers parking, the lots can fill up rapidly for sold-out shows, leading to long walks and post-show traffic jams getting back onto US-41. By booking a charter bus rental with Charter Bus Rental Company Sarasota, you can enjoy a VIP experience from start to finish.

For large groups attending a Broadway show or a charity gala at the Van Wezel, a 56-passenger motorcoach is the ideal solution. Your group can be dropped off right at the front entrance, sparing everyone the hassle of navigating the parking lot in formal wear. While you enjoy the performance, your driver will handle the parking logistics. After the final curtain call, your climate-controlled bus will be waiting to whisk you away to a late-night dinner at St. Armands Circle or back to your hotel. With amenities like plush reclining seats and onboard restrooms, the ride home is just as enjoyable as the show itself.

Catch the Action at Ed Smith Stadium & Spring Training

Sarasota is a baseball town through and through, serving as the spring training home for the Baltimore Orioles. Every spring, Ed Smith Stadium (2700 12th St, Sarasota, FL 34237) comes alive with the crack of the bat and the cheers of thousands of fans. Organizing a group trip to a spring training game is a fantastic way to build morale for corporate teams or enjoy a day out with family and friends. However, coordinating a convoy of cars to the stadium can be chaotic, and splitting up into rideshares can get expensive quickly.

A private bus rental from Charter Bus Rental Company Sarasota ensures your entire roster stays together. Our charter buses offer ample undercarriage storage, perfect for hauling coolers, folding chairs, and tailgating gear if you plan to arrive early. Inside the bus, your group can hype up for the game by watching highlight reels on flat-screen TVs or streaming stats via our onboard WiFi. We can arrange pickups from anywhere in Sarasota County or even organize transportation for visiting fan groups coming from out of state. Let us be your designated driver so you can enjoy a cold drink and a hot dog without a worry in the world.

Festivals on the Beach: Siesta Key Crystal Classic

The Siesta Key Crystal Classic is an international sand sculpting festival that transforms the famous white sands of Siesta Beach into an outdoor art gallery. Located at 948 Beach Rd, Siesta Key, FL 34242, this event attracts tens of thousands of visitors every November. If you have ever tried to park at Siesta Key on a busy weekend, you know it is nearly impossible without arriving at dawn. The festival traffic backs up onto Stickney Point Road, and public lots reach capacity instantly. This is where a shuttle bus rental becomes a necessity rather than a luxury.

Charter Bus Rental Company Sarasota can provide a dedicated shuttle service for your group, dropping you off near the beach access points so you can walk straight onto the sand. We work with event planners and private groups alike to facilitate smooth transport to and from off-island parking areas or hotels. A minibus rental is perfect for navigating the tighter roads of the barrier island while keeping your group cool in powerful air conditioning—a must for Florida afternoons. After you have marveled at the sand sculptures and enjoyed the food vendors, your bus will be ready to take you back to the mainland, bypassing the stress of the parking lot exodus.

The Ringling: Culture, Concerts, and Art After 5

The Ringling is the crown jewel of Sarasota’s cultural landscape. Located at 5401 Bay Shore Rd, Sarasota, FL 34243, this massive estate includes the Museum of Art, the Circus Museum, and the breathtaking Ca' d'Zan mansion. Beyond standard tours, The Ringling hosts incredible events like "Ringling Underground" and "Art After 5," featuring live music in the courtyard. It is a sophisticated venue for corporate events, weddings, and university field trips. When you are moving a group for a cultured evening out, you need transportation that matches the elegance of the destination.

Charter Bus Rental Company Sarasota offers premium charter bus rentals that reflect the prestige of your event. Imagine arriving at the Ca' d'Zan for a wedding reception in a sleek, modern motorcoach. Your guests can relax in leather seats, charge their phones to ensure they are ready for photos, and socialize en route. For school groups visiting the museum for educational tours, our buses provide a comfortable and controlled environment with PA systems for teachers to give instructions before arrival. We handle the logistics of drop-off and parking in the museum’s designated bus zones, ensuring a seamless entry for your group.

Downtown Sarasota Music & Food Festivals

Downtown Sarasota is a hub for street festivals, including the Sarasota Film Festival, the Downtown Sarasota Art & Craft Festival, and the high-energy Thunder by the Bay Music & Motorcycle Festival. These events often take over Main Street and Five Points Park, leading to road closures and extremely limited parking availability in the downtown garages. Attempting to coordinate a meetup spot for a large group in the middle of a festival can be a nightmare. Charter Bus Rental Company Sarasota makes it easy.

We can arrange a drop-off point on the perimeter of the festival grounds, allowing your group to dive right into the action without circling for an hour looking for a spot. Whether you are a group of foodies hitting the Sarasota Seafood & Music Festival or film buffs attending screenings, a private bus rental gives you a central meeting point and a comfortable escape from the crowds when you are ready to leave. For festivals that involve alcohol, such as craft beer fests or wine walks, having a professional bus driver ensures everyone in your party gets home comfortably at the end of the night.

Opera and Symphony: High Culture Group Transport

For lovers of classical music and opera, Sarasota punches well above its weight class. The Sarasota Opera House (61 N Pineapple Ave, Sarasota, FL 34236) and the Sarasota Orchestra offer world-class performances that attract groups from across the state. Attending the opera is an occasion for dressing up and enjoying a refined evening, and your transportation should facilitate that experience. You do not want to be worrying about walking long distances in heels or dealing with humidity before a performance.

Charter Bus Rental Company Sarasota provides elegant transportation solutions for arts patrons. We work with retirement communities, social clubs, and donor groups to provide curb-to-curb service for the symphony and opera. Our buses are meticulously cleaned and maintained, offering a smooth ride that allows your group to discuss the upcoming performance in peace. If you are planning a dinner-and-a-show itinerary, we can easily transport your group from a restaurant like Duval’s or Selva directly to the theater, keeping your schedule tight and your stress levels low.

Nathan Benderson Park Rowing & Outdoor Events

Nathan Benderson Park (5851 Nathan Benderson Cir, Sarasota, FL 34235) is a world-class rowing facility that hosts major regattas, triathlons, and festivals like NBP Fireworks on the Lake. Located near the University Town Center (UTC), this sprawling venue draws massive crowds and athletic teams from around the globe. Whether you are a coaching staff looking to transport rowers and gear or a spectator group heading to a festival, logistics at such a large venue are critical.

Charter Bus Rental Company Sarasota specializes in athletic team transportation. Our full-size charter buses have massive under-bus luggage bays capable of storing athletic equipment, tents, and coolers. Athletes can rest in reclining seats and use the onboard WiFi to stay focused before competition. For large festivals at the park, we can run shuttle loops from overflow parking areas or local hotels to the event site. The drivers are familiar with the layout of the park and the surrounding traffic patterns near I-75, ensuring efficient ingress and egress even during the busiest events.

Book Your Sarasota Event Transportation Today

Sarasota offers an incredible array of events, from the refined to the raucous, and Charter Bus Rental Company Sarasota is here to help you experience them all. Don’t let traffic on the John Ringling Causeway or parking struggles at the Van Wezel dampen your spirits. We are ready to provide you with the highest quality charter bus rental in Sarasota, tailored specifically to your itinerary. Our team is standing by 24/7/365 to answer your questions and build a custom quote for your next adventure. Call us today at 239-932-0858 to secure your bus and ride in style!