Top Tuscany Classic Car Tours

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.

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.

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 see Tuscany from behind the wheel on this small-group, self-drive tour from Florence. Choose a vintage Fiat 500 with a manual transmission or an easy-to-drive automatic Fiat Topolino E-car, and stay in touch with your guide via two-way radio as you explore the countryside. Your guide leads the way to a private terrace for a Tuscan lunch before driving back to 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.

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.

Explore the enchanting Chianti Classico wine region on a thrilling expedition aboard a classic Land Rover Series III. Choose between a morning or late afternoon tour, where you’ll wind through ancient hilltop villages and visit two charming family-run wineries. Indulge in exquisite wine and olive oil tastings, complemented by a light Tuscan lunch or antipasto platter. This intimate experience, with a maximum of six guests, ensures personalized attention and a deeper connection to the local culture and flavors. - Morning tour includes two winery visits and a light lunch of local specialties - Afternoon tour features a guided winery visit and antipasto tasting - Maximum group size of six for a personalized experience - Departures from Hotel Villa Bordoni in Greve in Chianti, with options for public transport arrangements

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.

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.

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.

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.

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.

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.

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.

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.

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.

See Florence from above in the most charming way—by vintage electric Fiat 500 cabrio. In just 1h30, you’ll glide along scenic hill roads and stop at the city’s best panoramic viewpoints, enjoying postcard-perfect skyline views without crowds or long walks. Your private driver-guide will take you to Piazzale Michelangelo, the peaceful San Miniato al Monte (outside), through the green hills of Arcetri near the Astrophysical Observatory, and past the elegant Villa Medicea di Poggio Imperiale (outside). A stylish, quiet, eco-friendly experience made just for your group—perfect for photos, fresh air, and unforgettable Florence views.

Florence in the evening has a special glow—sunset light on terracotta rooftops, gentle shadows along Renaissance streets, and that warm “postcard” atmosphere that makes the city feel unforgettable. This experience is designed for travelers who want one standout moment: effortless, elegant, and truly memorable. A Unique Vintage Ride Step into a vintage electric Fiat 500 and enjoy the calm, quiet charm of an open-air ride at golden hour. With your local driver, you’ll follow a scenic route outside the historic center, cruising along panoramic roads and hillside viewpoints as day turns to dusk—relaxed, romantic, and full of atmosphere. Prosecco Stop Pause at Piazzale Michelangelo for a Prosecco toast with Florence’s skyline spread out below—perfect for photos and a sunset you’ll remember.

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.

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!

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.