1. Winter Haven Charter Bus /
  2. Winter Haven Group Transportation Services /
  3. Winery Tour Bus Rental

Charter Bus Rentals for Brewery & Winery Tours in Winter Haven

Let Winter Haven Charter Bus be the last call you ever need to make for wine tour and pub crawl transportation in Winter Haven! We help groups of any size secure private, custom, fully equipped charter buses, minibuses, party buses, and sprinter vans for winery tours, brewery outings, distillery crawls, cider house visits, and more—anywhere in Polk County, across Central Florida, or statewide. Whether you’re hitting local favorites like Grove Roots Brewing Co., The Treasured Olive, and Winter Haven Food Tours or heading out of town to Keel ∓ Curley Winery in Plant City, Island Grove Wine Company at Formosa Gardens near Kissimmee, or breweries along the Central Florida Ale Trail in Orlando, we’ll get you there comfortably, affordably, and on time. Call our team anytime at 863-312-8730 to get a free quote, ask about available vehicles, and book the best wine tour bus rental Winter Haven has to offer!

Stress-Free Transportation for Your Entire Team

Why Choose Winter Haven Charter Bus for Wine Tour ∓ Pub Crawl Transportation in Winter Haven?

When you book with Winter Haven Charter Bus, you’re getting experience, expertise, and a company that genuinely cares about making your trip perfect from start to finish. We’ve handled everything from small bachelorette wine tastings to large corporate brewery crawls and multi-day vineyard tours across the state. Need help planning your route? We’ll help you build an itinerary that hits every stop on your list without backtracking or wasting time. Traveling with a big group? Our fleet includes vehicles that can seat 18, 20, 25, or 56 passengers so everyone rides together. Bringing coolers, picnic baskets, or cases of wine home? You’ll have plenty of storage space onboard. And if you’re flying into Orlando International Airport (MCO) or Tampa International Airport (TPA) to visit Florida’s wine country, we’ll pick you up at the terminal and handle your airport transfers.

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Easy Travel Throughout Winter Haven

Private Wine Tour Buses Built Around Your Itinerary

One of the biggest advantages of renting a charter bus for your next wine tour or pub crawl? You set the schedule! Unlike pre-packaged tours that force you to stick to someone else’s timetable, a private bus gives you complete control over where you go, when you arrive, and how long you stay at each stop. Want to spend extra time sampling craft beers at Grove Roots Brewing Co.? Need to squeeze in a lunch reservation at Nutwood or Arabellas? Traveling out of town to visit Keel ∓ Curley Winery in Plant City or Island Grove Wine Company near Kissimmee? Just say the word, and your driver will follow whatever itinerary you provide. It’s the easiest way to keep everyone on the same page and make sure no one gets left behind.

Traveling with a large group can make it difficult to stay together throughout your entire day. That’s why having your own private bus can help keep your group together easier than ever before. Winter Haven Charter Bus makes it simple to book a bus with plenty of seating for everyone in your group, so you won’t have to worry about splitting up into multiple vehicles or designating drivers. Everyone can ride together, enjoy the trip, and focus on having fun.

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All-in-One Corporate Travel Solutions

Comfortable, Fully Equipped Vehicles for Every Group Size

No two wine tours are exactly alike—and neither are the vehicles we offer! When you call Winter Haven Charter Bus, you’ll have access to one of the largest and most versatile fleets in Central Florida, including 18-, 20-, and 25-passenger minibuses, 56-passenger full-size charter buses, party buses, and sprinter vans. Smaller groups love our minibuses for their comfortable seating, quick maneuverability, and surprisingly spacious interiors. Larger parties will appreciate the roomy aisles, onboard restrooms, and generous luggage compartments found on our biggest models. And if you’re looking to turn your outing into a rolling celebration, ask about upgrading to a party bus with wraparound seats, color-changing LED lights, and Bluetooth sound systems.

Standard amenities on many of our vehicles include reclining seats, individual reading lights, powerful air conditioning, tinted windows, flat-screen monitors, USB charging ports, and Wi-Fi connectivity. It’s everything you need to relax between stops, share photos from the road, and stay connected throughout the day.

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Enhance Company Culture with Daily or Weekly Shuttles

Easy, Affordable Pricing With Instant Online Quotes

We know that budget is always a concern when planning a group outing—which is why we make it easy to get a fast, accurate quote before you book. Our pricing is based on factors like the size of the vehicle, the length of the trip, and the number of days you’ll be traveling. Once you provide us with a few basic details about your itinerary, we’ll give you a clear breakdown of all costs upfront—no hidden fees, no surprise charges. You’ll see exactly what you’re paying for, including mileage, tolls, and driver accommodations if needed. And because the bus is yours for the entire day, you can hit as many wineries, breweries, and restaurants as you like without worrying about extra expenses. It’s one of the most cost-effective ways to explore Florida’s beverage scene with friends, family, or colleagues.

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Convenient Amenities

Custom Packages for Bachelor/bachelorette Parties, Corporate Outings, and More

While wine tours and pub crawls are some of our most popular offerings, they’re far from the only reason to book a charter bus with Winter Haven Charter Bus! We also provide custom transportation packages for bachelor and bachelorette parties, birthday celebrations, anniversary dinners, and other special events that involve visiting multiple bars or restaurants in a single evening. Planning a company outing or client appreciation event? Impress your guests with a private shuttle to one of Central Florida’s many craft breweries or distilleries, complete with onboard amenities like Wi-Fi, video screens, and reclining seats. We even handle multi-day trips to out-of-town destinations like St. Augustine, Tampa Bay, and the North Georgia mountains. Whatever kind of experience you have in mind, our team will work with you to create a package that fits your schedule, budget, and guest list.

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Schedule Your Own Corporate Shuttle Bus Rental

Explore the Heart of Central Florida’s Beverage Scene

Winter Haven may be best known as the home of LEGOLAND Florida, but it’s also a hidden gem for fans of locally made wine, beer, and spirits. The city sits at the center of Polk County’s “Chain of Lakes” region, surrounded by rolling citrus groves and scenic waterfronts that provide a perfect backdrop for tasting tours. Downtown hotspots like Grove Roots Brewing Co. offer small-batch ales inspired by Florida agriculture, while nearby shops such as The Treasured Olive host regular samplings of gourmet oils, vinegars, and craft beverages. With a private bus at your disposal, you can easily hop between tasting rooms, enjoy a picnic by the lake, and bring home bottles from your favorite producers—all without worrying about parking or appointing a designated driver.

Looking to venture beyond city limits? Winter Haven’s convenient location along US Highway 27 makes it an ideal starting point for day trips to some of the region’s top destinations. Head west to Plant City for a stroll through Keel ∓ Curley Winery’s blueberry fields, or travel south to Lake Wales for a sip of muscadine wine at a historic estate. The theme parks and nightlife districts of Orlando are just an hour’s drive away, making it easy to combine your tour with other popular attractions. No matter where your itinerary takes you, Winter Haven Charter Bus will ensure that you travel in comfort, style, and complete peace of mind.

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