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Tuscany, a region renowned for its breathtaking landscapes, rich history, and world-class food and wine, is a dream destination for travelers seeking adventure and luxury. For those looking to explore this iconic region in a unique and unforgettable way, a tailor-made motorcycle sidecar tour offers an exhilarating experience. Whether you’re a solo traveler, a couple, or a group, these custom tours provide the freedom to craft a journey that suits your interests, pace, and preferences.

Why Choose a Motorcycle Sidecar Tour?

Motorcycle sidecar tours combine the thrill of riding with the comfort of a vintage sidecar. It’s an ideal way to explore Tuscany’s winding roads, rolling hills, medieval villages, and scenic vineyards. The sidecar offers a relaxed ride for passengers, while the driver focuses on navigating through some of the most picturesque locations in the region. Unlike traditional vehicle tours, sidecar journeys immerse you in the sights, sounds, and smells of Tuscany, creating a truly sensory adventure.

Tailor-Made Itineraries: Explore Tuscany Your Way

A significant advantage of booking a tailor-made sidecar tour is the ability to design your ideal itinerary. With private tours, you can choose the specific attractions you want to visit, from charming hilltop towns like San Gimignano to the world-famous art city of Florence. Customize the route based on your preferences—whether that’s taking scenic backroads through the Chianti wine region, exploring the ancient vineyards of Montepulciano, or visiting the iconic Leaning Tower of Pisa.

Incorporating off-the-beaten-path destinations is a key feature of these personalized tours. Many operators in other regions, such as South Africa, France, and Marrakesh, have mastered the art of designing bespoke itineraries that focus on lesser-known gems alongside famous landmarks. Following in their footsteps, a motorcycle sidecar tour in Tuscany can take you to charming, quiet corners of the region—hidden olive groves, remote castles, and quaint wineries that few tourists experience.

A Culinary and Wine Adventure

Tuscany is globally celebrated for its gastronomy and wine culture, and no visit to the region would be complete without indulging in its culinary offerings. A sidecar tour can be seamlessly integrated with wine and food experiences, ensuring that every stop is an opportunity to savor the best that Tuscany has to offer. Private wine tastings in historic wineries, olive oil tours, and cooking classes with local chefs are just a few of the possibilities for customizing your journey. Imagine visiting vineyards in the heart of Chianti, where you can taste fine reds such as Chianti Classico or Brunello di Montalcino, and pair them with local delicacies like pecorino cheese, cured meats, and fresh pasta.

A Day in Tuscany: From Morning to Evening

A typical day on a tailor-made motorcycle sidecar tour can start with a visit to a local café for a traditional Italian breakfast, followed by a scenic ride through the Tuscan countryside. Stops can include small villages, medieval towns, and renowned art museums. For lunch, you may stop at a family-owned trattoria where homemade pasta and local wines await. The afternoon can be spent exploring hidden vineyards and perhaps taking a leisurely ride to the famous medieval town of Siena, known for its Palio horse race and stunning architecture.

As evening approaches, guests can enjoy a sunset ride along the Tuscan hills, ending with a delectable dinner at an authentic restaurant overlooking the vineyards. The day wraps up with the satisfaction of knowing that the experience was designed just for you—exactly how you wanted it.

Conclusion

Tailor-made motorcycle sidecar tours offer a unique opportunity to explore the best of Tuscany in a personalized, adventurous, and unforgettable way. By blending scenic routes with exquisite wine and food experiences, these tours create memories that will last a lifetime. Whether you’re passionate about history, culture, food, or wine, a private sidecar tour in Tuscany promises an exceptional journey that showcases the region in its full glory.

For all vintage sidecar riding experience meeting point is Bar Pasticceria Gamberini, via Curtatone 4red, at the corner with via Ognissanti. Meeting time might vary according to the season and to the weather conditions. 

A paid pick-up/drop-off service can be organized and quoted on request.

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WHAT YOU (AND WE!) NEED TO KNOW

Normally we can accept booking at least 24hrs before the meeting

The minimum legal age for the pillion passenger (behind the driver) is eight years and five for the sidecar passenger.

Helmets are compulsory in Italy.

We are fully covered by insurance.

We need to know in advance your weights and heights!

Tell us about any food intolerance or dietary restriction…

Remember to specify if you want to book double or single occupancy!

USEFUL INFORMATION

Every sidecar can seat two persons, one behind the driver and one in the sidecar seat.
Every ride experience can be done with one or two person per sidecar (plus driver of course)

We can take small animals in a specially adapted bag.

Most of our tours can be narrated in English and Italian.

The itinerary of each tour might vary according to the time of the day, the day of the week and special dates (festivities, strikes, etc…).

Wear comfortable clothes and shoes (preferably not skirt and/or flip flops).