Top Tuscany Classic Car Tours

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.

See Tuscany in classic Italian style by exploring the bucolic region in a vintage Fiat 500. Take the wheel of the classic Italian automobile then ride to the stunning hilltop town of Monteriggioni, cruise through the rolling hills of Chianti, and stop at a local vineyard for a hearty lunch of local fare.

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.

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.

Avoid spending hours on a tour bus and instead 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 your 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 returning to Florence.

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).

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.

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.

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.

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.

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart of Tuscany and around San Gimignano, perfect for celebrations!

Experience the enchanting Tuscan countryside as if you've stepped into an old Italian movie, cruising in a vintage FIAT 500 across the rolling hills of Chianti. Let us transform this dream into reality for you on our scenic driving tour along the most captivating routes and stops at the most charming villages. These hidden gems offer a glimpse into the authentic essence of Tuscany, preserving their timeless beauty for centuries. Immerse yourself in the sights and sounds of the region as you drive through winding roads, bordered by vineyards and olive groves. Marvel at medieval village, each one a testament to Tuscany's rich history and culture. During your journey, take a break to join a wine tasting at a Chianti winery. Savor the flavors of the region as you sip on locally produced wines, surrounded by breathtaking scenery that seems straight out of a painting.

Step into a vintage Fiat 500 Spiaggina and explore Florence in style. This unique tour takes you through the historic heart of the city and out into the picturesque Tuscan countryside, surrounded by rolling hills, vineyards, and olive groves. Enjoy fresh air and stunning views, with plenty of opportunities to capture memorable photos at scenic viewpoints. Your knowledgeable guide will share captivating stories about Florence’s rich history and the beautiful landscapes, making this a perfect outing for anyone seeking a slice of Italian dolce vita. - Discover Florence from the charming seat of a classic Fiat 500 Spiaggina - Cruise through the city center and amazing view points - Enjoy breathtaking views of vineyards and historic villas - Perfect for special occasions or those wanting a unique Italian experience

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.

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.

Experience the beauty of Tuscany aboard a vintage Fiat 500 as you explore the scenic Chianti countryside. Travel through rolling hills, vineyards, olive groves, and charming medieval villages in a convoy of classic Fiat 500s driven by professional drivers. Along the way, stop at panoramic viewpoints and visit local wineries for guided tastings of Chianti wines, extra virgin olive oil, and balsamic vinegar. Enjoy a traditional Tuscan lunch at a winery, featuring local specialties and regional wines. Throughout the day, your tour leader will share stories and insights into Tuscan culture, making this a unique, authentic, and unforgettable Tuscan experience.

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.

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.

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.

One of the most dazzling Renaissance gardens in Italy, the Boboli Gardens are a highlight of Florence. Save valuable time and guarantee your admission 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.

Explore the picturesque landscapes of Tuscany on a captivating day trip from Florence. This intimate journey invites you to savor the rich flavors of Brunello wine at a historic Montalcino estate, enjoy a delightful farm-to-table lunch with stunning views over Val d'Orcia, and stroll through the Renaissance gem of Pienza. With opportunities to taste award-winning pecorino cheese and extra virgin olive oil, this tour offers a deep dive into the heart of Tuscany's culinary traditions and breathtaking scenery. - Private wine tasting at a historic vineyard in Montalcino - Seasonal Tuscan lunch with panoramic views - Visit the UNESCO-listed town of Pienza for local flavors - Expert guide and private transportation included

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.

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.