Top Tuscany Classic Car Tours

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.

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.

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.

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.

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.

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.

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.

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.

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).

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.

A beautiful tour to discover Chianti Classico and its secrets with the only electric mini moke in Tuscany, you will have the opportunity to admire the famous landscapes of Chianti and taste extraordinary wines to conclude

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.

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.

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.

Discover the magic of Cinque Terre with a private Tour of its 5 iconics villages.Explore colorful streets,enjoy local flavors ,and take in a breathtaking coastal views all with comfort of a private guide Escape the crowds and experience one of Italy’s most breathtaking destinations with our exclusive private tour from Florence to the Cinque Terre. Travel in comfort and style while enjoying a personalized journey designed entirely around you. Admire the colorful cliffside villages, crystal-clear waters, and spectacular coastal views that have made the Cinque Terre a UNESCO World Heritage Site. With a private driver at your disposal, you can explore at your own pace — stroll through charming streets, enjoy authentic local cuisine, take unforgettable photos, or simply relax by the sea. As part of your journey toward the Cinque Terre, enjoy a memorable stop in the historic city of Pisa, where some of Italy’s most celebrated monument stand together like the iconic Leaning Tower of Pisa

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.

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.

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.

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.

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.

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 with this private tour for only your group and guide.

From the magical moment of your proposal to the unforgettable day you say “I do,” we are here to design an intimate and elegant journey through Tuscany and Florence. Every detail is curated with passion and refined style — from breathtaking venues and romantic atmospheres to exclusive touches that make your love story truly unique. A professional photographer will always be by your side, capturing the emotions, laughter, and timeless beauty of each moment with stunning images you’ll treasure forever. Whether it’s a secret proposal overlooking the Tuscan hills or a wedding celebration in a historic Villa with golden light at sunset, your experience will be as extraordinary as your love. Contact us to craft a tailor-made package designed around your wishes and budget, ensuring your dream becomes a reality.

Chianti wine tour and landscapes. Enjoy an unforgettable day trip in the Chianti Region.Your tour features stops in San Gimignano and Siena followed by a visit to a winery with wine tour, wine and olive oil tasting, and a full Lunch. You  will venture for a Full Day Excursion into the Tuscan Countryside. Meander down the Chianti highway with your local English speaking driver, enjoying the vineyard laced hills and the endless olive tree. This is a wonderful opportunity to explore the region outside the city, and to really see how special Tuscany is.