Top Tuscany Classic Car Tours

Avoid spending hours on a tour bus and see Italy from behind the wheel of a retro Fiat 500 on this small-group, self-drive tour through Tuscany. Take a spin around the countryside—staying in touch with our guide via 2-way radio— and enjoy panoramic views of Florence and a stop at the Church of San Miniato al Monte. Your guide leads the way to a private terrace for a delicious Tuscan lunch before cruising back to your original departure point in Florence.

Rather than taking typical transportation between landmarks, this private tour offers a unique take on a sightseeing experience. Travel to the city's notable highlights in a piece of Italian motoring history: an eco-friendly electric Fiat 500. Take in the Tuscan hills, visit the Duomo and Ponte Vecchio, and more as you focus on the scenery rather than the road, while your guide handles the driving.

Take part in our tour aboard unique vintage cars, we will travel the rolling Tuscan hills, crossing three of its most beautiful villages: Win, Cerreto Guidi and San Miniato. Discover with us the places where Leonardo Da Vinci lived and learn about the typical products of Tuscany. It will be a unique experience, full of emotions and relaxing at the same time. You can make your dream of driving a classic car come true or hire a driver and enjoy the beautiful views in complete relaxation.

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.

Home to the largest private 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 valuable time and avoid waiting in line by booking your admission ticket in advance. Head straight inside the museum and discover lesser-known information about the craftsman and hundreds of model machines based on his designs.

Get behind the wheel and explore Chianti's scenic landscape without the hassle of following a map on this self-driving tour in a vintage Fiat 500 from Florence. After a quick tutorial to master the unique manual transmission, head out behind the lead car to enjoy the scenery in the famous wine region, stopping along the way to snap photos and hear a bit of narration about the local history and culture from your guide.

One of the most dazzling Renaissance gardens in Italy, the Boboli Gardens are a highlight of Florence. Save valuable time with a timed-entry ticket, so you know exactly when to arrive. 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.

Most Tuscany tours from Florence include hours cooped up in a tour bus on the main highways. On this unique experience, you'll take the wheel to drive along idyllic country roads in a vintage Fiat 500, plus get a taste of local cuisine. Travel in convoy behind an expert guide so you can focus on the Tuscan views rather than a map, and wind your way through the hills to the villa. Then, enjoy time to stroll among the gardens and enjoy a gourmet picnic lunch with a wine tasting.

Explore the scenic Tuscany hills surrounding Florence on board one of Italy’s most iconic vintage cars without the stress of navigating on your own with this Fiat 500 driving tour. Let your private driver-guide take the wheel as you zip through the nearby countryside, winding along scenic roads past castles, vineyards, and olive groves. Visit a family-run winery and learn about wine and olive oil production while enjoying a tasting paired with a traditional Tuscan snack made from local products.

Discover the countryside of Lucca riding a Vespa 125 Primavera. The iconic scooter, in its most modern version, offers the perfect means to explore the natural surroundings of the city. We offer two different itineraries, one heading north towards Montecarlo, and one heading south towards the Lake of Massaciuccoli. After a little briefing, we'll provide an itinerary to follow on Google Maps and offer some suggestions of spots where to stop for lunch and things to see along the way. You can also choose to stop for a picnic at our partner winery or have an olive oil tasting in a local mill. In this self-tour type of experience, we encourage the visitors to take their time, enjoying this beautiful region at their own pace. On a Vespa, the trip is just as important as the destination. Please note that experience in driving scooters/motorcycles is mandatory. If the customer shouldn't have this, we reserve the right to deny rental for safety reasons, and there won't be a refund.

Capture unforgettable moments with a Fiat 500 and 850 in the Tuscan countryside. Enjoy a scenic journey from Florence Piazzale Michelangelo to the Chianti hills of Arcetri Begin your adventure at the breathtaking Piazzale Michelangelo in Florence, where you’ll meet your professional photographer. Hop into a classic Fiat 500 and 850 and set off on a scenic journey through the picturesque Tuscan countryside. Capture stunning moments with these iconic cars against the backdrop of Florence’s skyline and the rolling Chianti hills. Enjoy a photo shoot session that ensures you leave with beautiful photos to cherish forever. Receive 30 edited pictures and all original raw photos (300-500).

Escape Florence for the rolling hills of Chianti on this private wine tour with transfers included. Travel in comfort by air-conditioned vehicle as you make your way through one of Tuscany’s most celebrated wine regions, famous for its cypress-lined roads, medieval villages, and world-class wines. Visit family-run wineries to learn about traditional and modern winemaking methods. Taste a variety of Chianti wines—paired with local specialties like olive oil, cheeses, and cured meats. Along the way, enjoy time to explore charming Tuscan villages surrounded by vineyards and breathtaking landscapes. With hotel pickup and drop-off in Florence, this private tour offers a seamless and personalized way to experience the flavors and beauty of Chianti.

Embark on a journey that transcends ordinary shopping. Join us for a lavish experience through the picturesque landscapes of Tuscany, where luxury meets timeless elegance. Our exclusive shopping tour takes you to the heart of Italy's fashion capital, offering an unparalleled exploration of the region's renowned luxury outlets.

Create your own signature scent in the heart of Florence during a perfume masterclass with a master perfumer at the historic Antica Erboristeria San Simone. Step into a centuries-old apothecary and discover the art of fragrance-making, inspired by the Renaissance alchemists. Craft your personalized 30ml perfume using rare essences, and take home both your custom blend and a certificate to commemorate the experience. A unique and sensory journey awaits.

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 the diverse countryside of Lucca, on charming roads surrounded by olive groves, rolling hills and historical architecture. Our itineraries have been studied on purpose to offer you a unique perspective on the territory, and drive on relaxing roads away from traffic so that you can truly enjoy the driving experience. 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.

Uncover the secrets of Florence's Palazzo Vecchio when you book this small-group tour. 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.

Discover a piece of ancient Tuscany with this hassle-free private round-trip transfer from Florence to San Gimignano. Set off from your Florence hotel for the idyllic small town that transports you back to the Middle Ages with its perfectly preserved center. Enjoy a few hours of free time to explore the city walls and five impressive entrance gates plus well-preserved old town. Then simply sit back, relax, and enjoy the return ride to your Florence hotel.

Make your journey just as exciting as your destination on a private 3-hour Tuscany tour in a vintage Fiat 500. You'll indulge in wine tasting at a family-run vineyard in Chianti without having to worry about driving afterward—your private guide takes the wheel to allow you to soak up the scenery.

The Pitti Palace and Boboli Gardens are one of the most popular attractions in Florence, with tickets that sell out quickly. This private tour—which includes admission—ensures you won’t miss out on the iconic Renaissance-era estate. Explore the art collections, the sumptuous architecture, and the stunning garden and grotto with your own dedicated guide leading the way.

Zip through the rolling Chianti countryside surrounding Florence on board a vintage Fiat 500 with this unique driving tour. 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.

Make the most of your time whilst docked in Livorno port with this private day trip to Florence and Pisa. Relax with round-trip transport in an air-conditioned vehicle as your driver takes you to a selection of highlights from both cities, including Florence's historic center and the Leaning Tower. Customize your experience to include a guide, as well as timed-entry to either the Accademia or the Uffizi.

The city is rich in artistic and architectural heritage of two of the greatest Italian Renaissance masters, who were born, lived and worked here: the architect and historiographer Giorgio Vasari and the painter Piero della Francesca. You will visit Piazza Grande, particularly famous for its peculiar trapezoidal shape, where you will see churches, historical buildings such as the Palazzo delle Logge (designed by Vasari), artisans and workshops

Discover the beauty of Tuscany on this evening tour from Florence, featuring a visit to the Chianti countryside and a 4-course dinner. Stroll through Siena’s Piazza del Campo at your own pace before heading to a charming farmhouse winery to sample up to three glasses of Tuscan wine. Enjoy a relaxing evening of wine, food, and stunning views before returning to Florence.