Top Tuscany Classic Car Tours

Make like a true Tuscan with an Italian ‘aperitivo’— drinks and snacks before dinner — and a self-drive journey in a vintage Fiat 500 on this 3-hour sunset tour from Florence. Hop inside a 1960s Fiat and drive in convoy through the enchanting Tuscan landscapes of rolling hills and cypress groves. Arrive at a beautiful villa and enjoy a spritzer cocktail and local snacks beside the swimming pool. Finish with Tuscany’s emblematic wine — some delicious Chianti.

See Tuscany in classic Italian style by exploring the rustic region via a vintage Fiat 500, the classic, beloved and diminutive Italian automobile. Get picked up at your hotel in Siena and then ride to the stunning hilltop town of Monteriggioni, cruising through the rolling hills of Chianti along the way. Stop at a local vineyard and sample some delicious Italian wines with a hearty lunch of local fare. Follow the guide in a caravan. The number of participants on this small-group tour is limited to just ten, so you’re sure to get plenty of personalized attention from the guide.

Take the wheel for a classic Italian experience with this self-driving tour through Chianti in a vintage Fiat 500. Discover the rolling vineyards, olive groves and cypresses of this world-famous wine region while cruising along country roads in Italy’s favorite classic car. Stop along the way at traditional villages and scenic viewpoints, where your guide will share tales from this treasured landscape.

Drive through Tuscany’s idyllic countryside in a vintage Fiat 500 and enjoy a delicious lunch with wine on this half-day self-drive picnic tour from Florence. Travel in convoy with an expert guide and admire the gentle Tuscan landscapes as you trace quiet, country roads to the villa. Then, enjoy time to stroll among the gardens and enjoy a gourmet picnic lunch with a wine tasting.

Visit the famous Boboli Gardens, an oasis in the heart of Florence, on a 1-hour guided tour of the Pitti Palace’s royal gardens. Built for Cosimo I de' Medici in the 16th century, the gardens feature exquisite landscaping with a variety of plant life, fountains, and statues by master artists including Michelangelo. Your guide shares stories about the garden’s design and architects for a comprehensive overview.

One of the most dazzling Renaissance gardens in Italy, the Boboli Gardens are a highlight of Florence. Avoid a delay at the entrance with this skip-the-line ticket and make the most of your time exploring the grounds. Take in the sculpture-lined walking paths, ornate fountains, decorative grottoes, and other highlights at your own pace, stopping to snap photos and relax far from the crowds in this extensive Italian-style park.

Spend a day exploring the Italian cities of Florence and Pisa while in port in Livorno. With private pickup from your cruise, see the iconic Florence Duomo and the Leaning Tower of Pisa before returning to your ship at the end of the day. Upgrade your ticket to include a 3-hour tour in Florence with a private guide and skip-the-line entry to the Accademia and Uffizi galleries.

Home to the largest collection of works by Leonardo da Vinci in the world, the Leonardo da Vinci Museum in Florence attracts millions of art lovers every year. Save up to one hour of waiting in line by booking your admission ticket in advance. Rather than wasting time waiting, you’ll head straight inside the museum and discover lesser-known information about the craftsman that you won’t find in the guide books.

Get a personalized tour of Pitti Palace and the Boboli Gardens during this private excursion in Florence. See the impressive art collections, the architecture, and the lush gardens, accompanied by a dedicated guide. Entrance fees are included.

Experience Siena and the Chianti region on this evening excursion, departing from Florence. Bypass the daytime crowds and arrive in Siena in the late afternoon to explore the Piazza del Campo. From there, visit a Tuscan wine cellar in the famous region of Chianti and enjoy a 4-course meal paired with local wines. After a romantic evening in the Tuscan countryside, return to central Florence.

Smell terrific after this tour of a master perfumer's workshop in a Renaissance palace in Florence. Learn how he chooses his ingredients, makes his perfumes and sniffs out an amazing fragrance. Then make your own! Leave with a small bottle of your own bespoke fragrance and a certificate signed by the fragrance master himself.

Explore the hidden passageways of the Palazzo Vecchio on this small-group tour in Florence. Enjoy the opportunity to visit areas of the museum that have historically not been open to the general public, such as medieval stairways and narrow passageways behind hidden doors. Hear about the history of the building and its contents from your local guide. At the conclusion of the tour, head to local restaurant to enjoy a typical Tuscan lunch or enjoy a gelato tasting at one of the city's most famous shops.

Explore the scenic Tuscany hills surrounding Florence on board one of Italy’s most iconic vintage cars: the Fiat 500. Join your driver and guide in Florence and zip to the nearby countryside, winding through scenic roads where only your Fiat can fit, to take in the views of castles, vineyards, and olive groves. Learn about the wine and olive oil produced here and enjoy an olive oil tasting with homemade bread (not available on Mondays). Stop for breakfast in the morning or a gelato or aperitivo in the afternoon and enjoy the “la dolce vita” vibe.

Our self-tour itineraries are an intimate way of exploring the Tuscan countryside of Lucca aboard our vintage cars at your very own pace, with no hurries or tight schedules. Planned to take you away from traffic through pretty back roads and lovely sceneries, these programs will allow you to live your day aboard our Fiat 500s to the fullest! Explore Montecarlo and it's charming vineyards or visit the Massaciuccoli lake and it's enchanting wildlife. Our aim is to offer you a laid back day, experiencing Tuscany like a real local and making unique memories to last you a lifetime.

The Italian cities of Pisa and Lucca are widely considered the gems in Tuscany’s crown, with rich history and beautiful architecture. On this full-day tour, visit both cities in one day with free time to explore at your leisure, and discover top attractions including the UNESCO-listed Leaning Tower of Pisa. Sample fine Chianti wines at a local winery, and enjoy personal attention from your guide on this small-group tour—limited to eight people.

Zip through the rolling Chianti countryside surrounding Florence on board an iconic Fiat 500 with this unique driving tour. Set off from Florence and enjoy views over the rolling vineyards and olive groves as your driver-guide takes the wheel. Stop at a family-run farm and wine estate in Chianti to learn about the secrets of traditional olive oil production and then sample it while enjoying a home-cooked traditional lunch. Snap photos from two panoramic overlooks and soak in the “la dolce vita” vibe along the scenic drive.

Bus tours can make many stops in a short amount of time, but they can be plodding affairs and leave travelers feeling out of touch with the landscapes they drive through. This tour—which takes to the roads of the Chianti region on vintage Fiat 500s—allows visitors more fun and the chance to drive themselves while they follow a guide. Pass medieval villages, rolling countryside, and wineries, and stop for a Tuscan lunch and wine tasting.

Cruise through Tuscan wine county in true Italian style — behind the wheel of a vintage Fiat 500. Learn how to drive the classic Italian car with a brief lesson, then hit the road with a private guide for a joy ride along scenic country roads. Stop at a typical Chianti village, a medieval hamlet, and an antique farmhouse, where you'll be treated to a homemade lunch and tasting of wine, grappa, and olive oil.

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s simple use as a vehicle. Ideal both on city’s tiny alleys and on the famous country-side windy roads. Drive through Chianti’s iconic landscape, be part of a magical experience that will throw you back in time. An experienced tour guide will lead you around and show you the way as only a local can. Colorful, unique and fun to be driven, the fiat 500 will certainly find its way to your heart. The tour ends in an organic farm where we will be hosted by a family that has been living there since centuries, producing their own wine, Chianti Classico, but also extra virgin olive oil and honeys. We will have the chance to visit the property including the cellar and then relax in the veranda where a traditional Tuscan lunch will be served, all accompanied by their wines.

Put a professional touch on your Tuscany vacation photos, and book a day-long photo tour with an award-winning photographer at your side. Created and led by the talented Marco Bulgarelli, the tour takes you to impressive vantage points around Val d'Orcia and the Siena province where gorgeous shots are guaranteed every time.

Visit Orvieto and Civita di Bagnoregio with the convenience of a private driver and vehicle on this full-day tour from Florence. Skip the hassle of driving with private transfer service that takes you through the picturesque Italian countryside to Orvieto and Civita di Bagnoregio. Have several hours to explore the medieval towns on your own, and, if time allows, add a stop at Pitigliano Centro Storico.

Discover the Tuscan hills in a unique way: on horseback. This private horse riding tour from Florence is tailored to your experience level and takes you through a stunning landscape dotted with olive groves and vineyards. After your ride, you'll head for a medieval castle or historic farm specializing in olive oil production where you'll enjoy an olive oil tasting paired with local cheeses, Tuscan ham and bruschetta, and Chianti wine.

Embark on a journey through Tuscany's picturesque countryside with our vintage car tour. Choose the cars directly from our museum and start the tour with your personal driver, Emanuele or Isabella, discover the Casentino Valley, the beautiful Chianti hills, the Casentino national park. You also will see stunning monuments, castles, Etruscan remains and cathedrals. We make photoshoots in the peaceful landscapes. We are the only dynamic museum in Italy that offers you the possibility to take a ride in one of the cars from the collection.