Top Tuscany Motorcycle Tours

Explore the rolling hills, sun-blushed vineyards, and winding country lanes of Tuscany from a classic Italian Vespa. Hop aboard your own 50cc Original Piaggio Vespa scooter or share one with a friend, and follow your guide on a scenic tour of the Chianti region. Enjoy the views of the skyline of the Medieval walled city of San Gimignano, jump off to admire the views, and enjoy a delicious wine-tasting lunch at a Tuscan winery.

Your professional English driver will meet you at your hotel (within Florence) and take you on a beautiful panoramic drive. Leaving the hustle and bustle of the historic center behind, he will take you to some of the best panoramic spots in Florence such as Piazzale Michelangelo, the San Miniato church or Fiesole. A perfect opportunity for the perfect holiday picture! After the photos stops your driver will take you to your hotel or a requested other drop off point. Don't forget this is a private tour customized to your needs!

Get off of crowded tour buses and behind two wheels of a zippy Vespa on this “ultimate” tour of Chianti. After a short skill check test at our base, explore the Tuscan countryside and Chianti hills past vineyards, olive tree groves, and rural villas. A small group means more attention from your guide. Then, ride the scenic Chianti Road on the return journey.

Discover some of the highlights of Tuscany on this day trip from Florence by coach. Visit historical hill towns Pienza, Montalcino, and Montepulciano; admire the gorgeous, vineyard-covered scenery of Orcia Valley (Val d’Orcia); and enjoy cheese and wine tastings as you stop at local wineries and other venues. It’s a great day out in the Italian countryside.

Hi, I'm Paso — a motorcyclist and a dreamer. I invite you to join me aboard an Indian Roadmaster for a genuine journey far from the usual tourist routes, deep into the most heartfelt emotions of Tuscany. Every ride is unique. There’s no fixed itinerary — we’ll decide together where to go, based on your interests and curiosity: the rolling hills of Val d’Orcia, hidden villages, and roads I’ve known my whole life, far from the crowds. I’ll be your personal guide — like traveling with a friend who’s showing you the places he holds closest to his heart. Along the way, we’ll stop where the light is just right, where the earth smells sweet, where it’s worth taking a breath. I’ll share my story — and if you like, I’ll listen to yours. It’s a sensory, emotional, and intimate journey. It’s IndianBikeTherapy

Experience the true flavor of the Tuscan countryside and go wine tasting withour having to get behind the wheel afterward on this Chianti wine tour from Florence. Led by a professional tour escort, the tour includes visits to local wineries set in scenic villages. Sample the most revered Tuscan wines, learn the characteristics of each blend, and hear the winemakers’ secrets.

Get a taste of Tuscany's culinary legacy on this wine and food tour from Florence. Led by a guide, travel through the Tuscan hills in a 4WD vehicle, stopping to visit historic wine estates and cellars along the way. Sample specialities at each stop, and enjoy a 3-course meal in the Tuscan countryside before returning to Florence. With several touring options available, find one that'll suit your schedule and budget.

Discover the many delights of Tuscany’s wine country on this small-group tasting tour from Florence. Travel along beautiful hillside roads through vineyards, olive groves and cypress trees. Visit 2 top-rated wineries in the famed Chianti Classico region, tour the cellars and learn how wine is produced using traditional methods. Taste different wines, along with olive oil and Tuscan specialties like fresh cheeses and bruschetta. Group size is limited to twenty-five participants for a more personalized experience.

Explore the Tuscan countryside in true Italian style — on a Vespa! After a short van ride from Florence and a riding lesson, spend the morning zipping along scenic country roads from the seat of your very own two-wheeler. Cap off your ride with a traditional Tuscan lunch and Chianti wine tasting before heading back to Florence in time for other planned activities—or an afternoon nap.

See all that Tuscany has to offer without breaking the bank on this budget-friendly day trip to Pisa, Siena, and San Gimignano from Florence. Save hours with coach transportation and enjoy free time to explore the medieval old towns of Siena and San Gimignano, plus the highlights of Pisa. Upgrade to tour Siena with a guide, plus choose a lunch add-on featuring a traditional, 3-course meal with wine pairing for a hassle-free, all-inclusive day.

Explore Quaint Villages and Timeless Landscapes Our journey will take you off the beaten path, winding through both lesser-known hamlets and iconic landmarks alike. Immerse yourself in the rich history and culture of each village we visit, from hidden gems tucked away in the countryside to well-known destinations steeped in tradition. Capture Every Moment, Embrace Every View As we traverse the rolling hills and winding roads, there will be ample opportunities to pause and soak in the panoramic views. Experience the Joy of Open-Air Travel Feel the sun on your face as you cruise through the Val d'Orcia on your Vespa. This isn't just a tour – it's an immersive journey into the heart of Tuscany's natural beauty. Let the open road be your guide as you embrace the freedom of outdoor exploration. Don't Miss Out on This Unforgettable Experience Join us for a Vespa adventure like no other and discover the magic of Val d'Orcia in a whole new way.

Set off on a Vespa adventure to discover Fiesole and its stunning landscapes, where history and nature meet. Ride a vintage-style Piaggio Vespa through the Tuscan hills near Florence, surrounded by vineyards and olive groves. After a short test ride, follow your guide to Fiesole to explore the town and admire views over Florence. If the shared guided tour is selected, enjoy a visit to a local olive oil producer with a tasting of premium extra virgin olive oil, a perfect blend of flavor, scenery, and fun.