THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Drive a classic 1973 Fiat 500 through Tuscany’s Chianti hills with Tuscany on Wheels. Customize your tour from two to six hours and savor sweeping views and hidden village stops.
Drive a classic 1973 Fiat 500 through Tuscany’s Chianti hills with Tuscany on Wheels. Customize your tour from two to six hours and savor sweeping views and hidden village stops.
Book with Tuscany on Wheels
Verified experiences and guided adventures in the surrounding area.
Operated by Tuscany on Wheels · Cipressino, Toscana
Set amid the rolling Chianti hills of Tuscany, Tuscany on Wheels offers an unforgettable way to traverse this iconic region—behind the wheel of a vintage 1973 Fiat 500. Located at Strada di Sant' Appiano, 9/i, 50028 Barberino Tavarnelle FI, Italy, this experience puts you in the passenger seat of Italy’s beloved compact classic, guided by a local expert who shapes each journey to your interests.
The drive unfolds across a patchwork of vineyards, olive groves, and medieval villages that define Tuscany’s countryside. The famed Chianti wine region lays out sculpted landscapes of cypress-lined roads and sunlit stone farmhouses. Along the route, expect panoramic views that catch the golden light filtering through rolling hills and distant castles perched on hilltops. It’s a vivid dive into Tuscan culture and natural charm.
Tuscany on Wheels sets itself apart by offering a fully customizable tour: start with a two-hour introduction to the region’s highlights, then extend your adventure up to six hours if time beckons. Whether it’s stopping in a secluded village trattoria or pausing to photograph blooming wildflowers, the flexible itinerary embraces discovery.
Driving a classic Fiat 500 here is more than transport—it’s a tactile, authentic connection to Italy’s automotive and cultural heritage. The compact car navigates narrow country lanes with ease, allowing you to slip into quieter corners away from crowded tourist routes.
Barberino Tavarnelle is an ideal base for uncovering Tuscany’s outdoor treasures. Combining heritage, scenery, and hands-on engagement, Tuscany on Wheels offers an immersive, practical way to experience the region’s essence. This isn’t just a tour; it’s a personal journey through one of Italy’s most storied landscapes.
easy.
2–6 hours.
Suitable for all fitness levels; minimal physical exertion required aside from occasional short walks during stops.
The tour is typically guided, but guests can confirm with Tuscany on Wheels if self-driving is an option per local regulations.
Price includes exclusive use of the 1973 Fiat 500, gasoline, a local guide, and a two-hour scenic drive with optional extensions.
The group size is generally two, but contacting Tuscany on Wheels can clarify availability for solo travelers.
Participants must be at least 18 years old to join the tour.
Yes, guests can extend the tour up to six hours and choose stops to suit their interests.
Comfortable shoes, weather-appropriate layers, sunglasses, and a camera are recommended for the best experience.
Barberino Tavarnelle sits in a historic wine-producing zone, with roots dating back to Etruscan and medieval times, shaping the region's cultural landscape.
Tuscany on Wheels promotes sustainable tourism by encouraging slower-paced drives and supporting local small-scale producers.
Tuscany on Wheels is a touring company based in Cipressino, Toscana, offering vehicle-based and culinary experiences across the Chianti hills and nearby towns such as San Gimignano and Siena. The business provides Vespa rentals (including helmets and maps), guided Vespa tours, vintage Fiat 500 experiences, tuk tuk drives, self-guided bike tours with picnic options, cooking classes, wine tours, and custom vehicle-based excursions. Tours listed include Chianti wine itineraries, Vernaccia tastings in San Gimignano, two-hour private tuk tuk drives combined with hands-on cooking at a local farm, and multi-stop day trips to Siena, Monteriggioni, Montepulciano, and Val d’Orcia. Many offerings combine scenic drives, winery visits, traditional Tuscan meals and guided or self-guided formats. Tuscany on Wheels operates a fleet that appears in its trip names: 50cc Vespas, vintage Fiat 500 cars, Ape Calessino vehicles, tuk tuks, and Vespa sidecars. The company lists options for self-guided rentals, guided afternoon and full-day tours, family-friendly wine-free options, and specialty experiences such as horse riding and cooking courses. Booking details, schedules and availability are provided per tour. The business highlights local producers and stops in historic towns, offering tastings and regional meals on several itineraries. Tuscany on Wheels is positioned for travelers seeking vehicle-based exploration of Tuscany from a base in Cipressino. Third-party reviews, booking platforms and tour listings provide additional guest feedback and practical booking information. Availability, durations and specific inclusions vary by tour; travelers should consult the tour listing for exact schedules, equipment included (helmets, maps, picnic menus) and any seasonal changes before booking.
Book with Tuscany on Wheels