A Sports Fan's Travel Guide to Key West, Florida

While Key West might be known for its sunsets and key lime pie, it is also home to some of the most spirited sports bars in South Florida. If you can’t make it to the stadium, the next best thing is gathering your entire fan club for a bar crawl down the legendary Duval Street. However, coordinating a large group of fans in Old Town can be a logistical nightmare with limited parking and crowded sidewalks. That is where Charter Bus Rental Company Key West steps in to save the day. By booking a private minibus or sprinter van, you ensure your group stays together, stays cool in our premium air-conditioning, and most importantly, has a designated driver for the entire night. We can drop you right at the door of Jack Flats (509 Duval St, Key West, FL 33040), famous for its wall-to-wall HDTVs and homestyle comfort food. Once the game ends there, your driver can shuttle you over to Don's Place (1000 Truman Ave, Key West, FL 33040) where you can enjoy the open-air environment and competitive ping-pong matches. With a private shuttle, you dictate the schedule. If overtime runs late, we wait. If you want to celebrate a victory at Sloppy Joe's, we get you there comfortably. Enjoy the game, the drinks, and the camaraderie without worrying about how you’ll get back to your hotel or vacation rental.

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Deep Sea Fishing Tournaments & Group Charters

In Key West, sport fishing isn't just a hobby; it is a way of life. The island hosts numerous high-profile tournaments throughout the year, such as the Key West Fishing Tournament and the Hemingway Days tournament. Whether you are a participating team of anglers or a group of spectators heading to the marina to watch the weigh-ins, reliable transportation is essential. Charter Bus Rental Company Key West offers the perfect solution for transporting fishing groups to Charter Boat Row (1801 N Roosevelt Blvd, Key West, FL 33040) or the Key West Bight Marina (201 William St, Key West, FL 33040). One of the biggest advantages of renting a full-size charter bus for your fishing expedition is the ample undercarriage storage. You can easily stow coolers, tackle boxes, and gear without cluttering the cabin. After a long, hot day on the water battling marlin or sailfish, there is nothing better than stepping into a climate-controlled bus with plush, reclining seats to rest your sea legs. We handle the logistics of getting your group from the dock to your seafood dinner reservation, ensuring your catch of the day celebration goes off without a hitch.

Golfing in Paradise at Key West Golf Club

For those who prefer the fairway to the open ocean, the Key West Golf Club (6450 E College Rd, Key West, FL 33040) offers a unique Caribbean-style course designed by Rees Jones. Located right at the entrance to the island, this course is a must-play for bachelor parties, corporate outings, and groups of golf enthusiasts. However, transporting a large group of golfers along with their clubs can be a challenge in standard rideshares or rental cars. Charter Bus Rental Company Key West makes your golf outing effortless. We offer spacious minibuses and charter buses that can easily accommodate your foursome or a tournament of forty, along with all your golf bags. We can pick your group up from your resort or the Key West International Airport and take you directly to the clubhouse. Once you’ve finished the 18th hole—perhaps surviving the infamous ""Mangrove Hole""—your private shuttle will be waiting to take you to the 19th hole or back to Duval Street for dinner. Don't split up into multiple taxis; keep the friendly rivalry going on the ride home with a private bus rental.

Water Sports and Regattas at Truman Waterfront Park

Key West is world-renowned for its sailing culture, hosting international events like Key West Race Week that draw competitors and spectators from around the globe. Much of the action centers around the Truman Waterfront Park (Southard St, Key West, FL 33040). If you are organizing a team of sailors, support crew, or a large group of fans to watch the regattas, Charter Bus Rental Company Key West is your logistical partner. We understand that events at the waterfront can attract heavy traffic, and parking can be scarce. The drivers can drop your group off right at the entrance, allowing you to bypass the parking hunt entirely. For water sports teams participating in rowing or paddleboarding competitions, our buses offer the necessary storage space for gear and personal items. Plus, with onboard amenities like WiFi and power outlets, you can track race results, post updates to social media, and keep your devices charged while you travel between the marina and your accommodations. Let us handle the traffic on the ground while you focus on the wind and the waves.

Running the Keys: Marathons and 5Ks

The Key West Half Marathon & 5K Run is consistently ranked as one of the most scenic races in the United States. Thousands of runners descend upon the island to race past historic landmarks and ocean views. If you are part of a running club traveling to Key West for the big race, or a group of supporters coming to cheer on your friends, a charter bus rental is the most efficient way to travel. Race mornings start early, and the last thing you want to do is navigate road closures and search for parking in the dark. Charter Bus Rental Company Key West can pick your running group up from your hotel and drop you off near the starting line with plenty of time to warm up. After the race, exhausted runners will appreciate the comfort of a private bus with air conditioning and reclining seats to rest their tired muscles. We can also provide shuttle services to the post-race parties at the Key West Historic Seaport, ensuring everyone gets to the celebration and back to their lodging comfortably. We serve running clubs from all over Florida, making the trip down the Overseas Highway a bonding experience rather than a chore.

Day Trips to Miami for Pro Sports Action

While Key West offers incredible local sports, sometimes you want to catch the major leagues. Fortunately, Miami is just a scenic drive up the Overseas Highway. Charter Bus Rental Company Key West regularly transports groups from the Keys to Miami for NFL, NBA, and MLB games. Whether you want to see the Dolphins play at Hard Rock Stadium (347 Don Shula Dr, Miami Gardens, FL 33056), watch the Heat at the Kaseya Center (601 Biscayne Blvd, Miami, FL 33132), or catch a Marlins game at loanDepot park (501 Marlins Way, Miami, FL 33125), we can get you there. The drive from Key West to Miami can take upwards of three and a half to four hours, which is a long time to be cramped in a car. With a 56-passenger charter bus rental, the journey becomes part of the fun. Your group can enjoy onboard restrooms (essential for the long drive), watch pre-game analysis on flat-screen TVs, and enjoy snacks and drinks while taking in the stunning views of the Seven Mile Bridge. We handle the driving and the traffic on US-1, letting you relax and prepare to cheer on your favorite pro teams.

Student Athlete & Local Team Transportation

Charter Bus Rental Company Key West is a proud supporter of local student-athletes and school teams. We understand that comfort is the top priority when transporting minors. Whether it is the Key West High School Conchs heading up the Keys for a football game or a travel baseball team visiting for a tournament at the Clayton Sterling Baseball Complex (900 Kennedy Dr, Key West, FL 33040), we provide reliable, GSA-approved transportation. Our buses are kept to the highest comfort standards and driven by dedicated drivers. For teams traveling long distances for playoffs or regional tournaments, our charter buses offer the comfort necessary for athletes to stay rested and focused. With plenty of space for uniforms, pads, bats, and helmets in the undercarriage, the cabin remains spacious and clutter-free. Coaches can use the PA system to discuss strategy, or students can use the onboard WiFi to finish homework while on the road. We make team travel efficient and comfortable for players, coaches, and chaperones alike.

Book Your Key West Sporting Event Bus Rental Today

No matter what sport you follow or play, Charter Bus Rental Company Key West has the transportation solution to match. We are dedicated to providing the highest quality charter bus and minibus rentals in Key West and throughout the Florida Keys. Our team is available 24/7/365 to assist you with finding the best charter bus to meet your needs. If you’d like a free personalized quote for your next sports trip, we’re ready to help and we’d love to earn your business! You can reach us by calling 239-932-0858. You can also use our online quote tool for instant online charter bus pricing in under 30-seconds. Don't let traffic or parking ruin your game day experience—let the drivers handle the driving so you can focus on the win!

Frequently Asked Questions About Key West Sports Transportation

Absolutely. One of the primary benefits of booking a full-size charter bus or a specialized minibus with Charter Bus Rental Company Key West is the ample storage space. Our 56-passenger motorcoaches come equipped with spacious undercarriage luggage bays that are perfect for storing bulky items like golf clubs, fishing rods, coolers, and sports equipment. Even our smaller minibuses often have dedicated rear storage areas or overhead bins. When you call 239-932-0858 to book, simply let our reservation agent know what kind of equipment you will be bringing, and we will match you with a vehicle that has the capacity to transport your gear safely and securely.

The drive from Key West to Miami along the Overseas Highway (US-1) is one of the most beautiful drives in the country, but it can be lengthy. Typically, the trip takes between 3.5 to 4.5 hours depending on traffic conditions and your final destination in Miami (such as Hard Rock Stadium or Kaseya Center). Because it is a largely two-lane highway, traffic incidents or peak travel times can affect duration. We recommend building a buffer into your itinerary. The advantage of booking with Charter Bus Rental Company Key West is that your group can relax, use the onboard restroom, and be entertained by onboard TVs during the journey, making the travel time feel much shorter and more comfortable than driving yourself.

Yes, we highly recommend booking your charter bus as early as possible, especially for major events. Key West is a popular destination, and demand for group transportation spikes during events like Key West Race Week, Hemingway Days, Fantasy Fest, and the Key West Half Marathon. To ensure you get the exact vehicle type you want at the best possible price, try to book at least 3 to 6 months in advance. However, Charter Bus Rental Company Key West serves groups year-round, and our 24/7 reservation team will always do our best to accommodate last-minute requests whenever our fleet availability allows.

When you book a full-size charter bus with Charter Bus Rental Company Key West, you can expect a suite of modern amenities designed for comfort on long trips. Standard features typically include plush reclining seats, air conditioning (essential for the Florida heat!), onboard restrooms, and overhead storage. Many of our buses also feature free WiFi, power outlets at every seat, and flat-screen monitors with DVD players. If your group has specific needs, such as ADA accessibility or PA systems for tour guides, just let us know when you call 239-932-0858. We pride ourselves on customizing the experience to ensure your group travels in total comfort.