Top Tuscany Luxury Car Tours

Discover the delights of Tuscany on a private day trip from Florence. With a knowledgeable private driver, travel through the renowned Chianti wine region to visit the towns of Siena and San Gimignano. See famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano.

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.

Florence makes an ideal base from which to explore the beautiful region of Tuscany—but organizing travel and tickets individually is time-consuming. On this private tour, zip around the Tuscan countryside by private vehicle with your guide. Visit top attractions including UNESCO–listed Pisa and medieval Siena, and gaze out over vineyards and olive orchards in Chianti.

Journey to the origins some of Italy’s most celebrated ‘vino’ on a private, full-day tour designed for wine lovers and connoisseurs. Visit the medieval town of Montalcino at the famed of Brunello di Montalcino wine. Taste this prized elixir at a winery. Learn about the area’s history and winemaking heritage from a private guide and meet local producers. Price is per group, with a maximum of either 3 or 8 passengers, depending on season and vehicle type.

Take advantage of flexibility, comfort, and privacy with this half-day trip to Pisa from Florence. Your private driver picks you up from your Florence accommodations in a Mercedes-Benz and takes you directly to the Campo dei Miracoli in Pisa. Once there, you’re free to explore the Leaning Tower and other monuments at your own pace. When you’re ready, relax while your driver takes you on the return journey.

Make the most of your time on this private full-day tour from Florence. Travel along the Chianti road to Siena to see the town’s famous Piazza del Campo and Gothic cathedral. Then, head to San Gimignano with time for sightseeing and shopping. The tour finishes in Pisa, where you’ll have the chance to visit the Leaning Tower of Pisa. Enjoy flexible scheduling and hotel pickup included.

The Cinque Terre and Pisa are two popular excursions from Florence, but visiting both in one day by public transportation is a challenge. Save time and skip the stress of the train with this day trip that includes hassle-free hotel pickup in Florence. Relax and enjoy the views along the drive, then explore the Cinque Terre villages and Leaning Tower of Pisa at your own pace before returning to Florence.

Florence is home to three “David” statues, but the original masterpiece by Michelangelo is housed within the Accademia Gallery. Enjoy skip-the-line access to see the real thing without waiting. Whether you want to quickly see the colossal statue and move on or take in other Renaissance artworks by Botecelli, Pontormo, and more, do so at your own pace.

Trade the busy streets of Florence for the ancient vineyards, medieval villages, and scenic landscapes of the Chianti wine region on this half-day tour. Let a knowledgeable local driver take you to some of the area’s best family-run wineries, where you can learn about traditional production methods and taste the local bounty like extra-virgin olive oil and renowned wine varietals like Chianti Classico. The private tour can be customized to suit your interests, such as a stop for an authentic Tuscan lunch at a local farm.

Discover Florence at your own pace with this hop-on, hop-off bus tour. Choose from 1-, 2-, or 3-day passes to suit your vacation schedule and budget. Then enjoy the flexibility to decide which stops to get off at. Explore landmarks including Teatro Verdi, Piazzale Michelangelo, Santa Croce, and more as you go. With frequent departures and panoramic views, this tour offers the perfect overview of what Florence has to offer.

SUPER LUXURY MERCEDES VAN. What can you expect for Pisa & Florence?: Private Shore Excursion, full day tour which takes about 8 hrs, our driver will come pick you up from the Livorno dock in a private air conditioned sedan or Mercedes Limo minivan to see Pisa’s Miracle Square, experience Pisa’s Leaning Tower and explore the charming city of Florence. PIsa: Square of Miracles, formally known as Piazza del Duomo (Pisa Cathedral, Duomo and Leaning Tower) one hour. Florence: where you'll spent the most time, Piazzale Michelangelo, Chiesa Santa Croce, Duomo, Ponte Vecchio. Drop off (pick up in the afternoon) in Repubblic Square where you will have your free time cross the city walking, among art, shops and many shops to eat delicacies of Tuscan food. Will be a Fun Tour with experienced, professional, warm and friendly driver! Return to the ship on time 100% GUARANTEED. DON'T CATCH THE SHUTTLE BUS (LIVORNO DOCKS).

Experience Tuscany on a private full-day Montepulciano and Pienza tour from Florence, traveling in comfort with an English-speaking chauffeur in a luxury Mercedes-Benz vehicle. This itinerary combines medieval towns, world-class wine, and iconic Tuscan food traditions. Explore the elegant streets of Montepulciano, enjoy a winery visit featuring the renowned Vino Nobile di Montepulciano, and continue through the Val d’Orcia for a cheese tasting and lunch centered around Pecorino di Pienza. Unlike group tours, this experience is fully private and customizable, offering door-to-door service, relaxed pace, and the flexibility to adapt the day to your interests. While visits are unguided, your chauffeur will share local knowledge, history, and cultural insights throughout the journey. Operated by Best Rome Driver, a trusted Italian company with nearly 20 years of experience, this tour guarantees reliability, professionalism, and a high standard of service throughout your day in Tuscany.

The magnificent Duomo of Siena is one of the highlights of Siena’s UNESCO-listed historic center, but its popularity means that you could spend a long time queuing outside. This skip-the-line ticket ensures priority entrance and offers access to the Cathedral, the Piccolomini Library, the Baptistery of San Giovanni, the museum, and the Crypt.

Avoid wasting hours on public transportation and explore the charming towns of Tuscany stress-free while docked in Livorno on this time-saving shore excursion. Enjoy pickup coordinated with your ship arrival time and a scenic ride directly to Siena and San Gimignano with a private driver. Discover the medieval architecture and stunning views at your own pace with plenty of time to dine and shop before returning to the cruise port.

Delve into the heart of beautiful Tuscany—and visit two of the region’s highlight cities in one day—all on this seamless, private shore excursion. Meet your guide directly at the Livorno Port, and travel in comfort aboard an air-conditioned vehicle. Head first to Pisa to discover the world-famous (and UNESCO–listed) Leaning Tower. Then, continue to Florence to explore Italian Renaissance masterpieces like the famous Duomo (admission tickets own expense).

As one of Florence's top attractions, the Accademia Gallery draws huge crowds of people wanting to see Michelangelo's "David" sculpture. This skip-the-line tour helps you get inside the museum fast, so you can spend less time waiting and more time admiring world-class artwork. Plus, you can upgrade to include a walking tour after your museum visit for more context.

Make the most of your time in Tuscany with a private day trip to the wine-rich Montepulciano, Pienza, and Montalcino from Florence. Set off from your hotel with your chauffeur and take a scenic drive through the UNESCO-listed Val d'Orcia, with stops in each town to explore. Book lunch and wine tasting at a winery of your choosing or request a booking on your behalf.

Venture to the notable wine regions of Tuscany on this private day trip from Florence. Enjoy the scenic drive through the Tuscan countryside and hop out to capture photos along the way. Venture into Siena and San Gimignano to explore must-see medieval landmarks at your own pace and finish your experience in Chianti with an optional wine tasting at a local winery.

Discover the Chianti wine region, direct from your Florence address, on this private wine tour. Travel with a driver who'll handle all transportation for you, so you don't need to hire a car or go looking for a designated driver. Enjoy the flexibility of paying for lunch and wine samples at each location. Sample wines including Super Tuscans and Chianti Riserva, taste extra virgin olive oil and balsamic vinegar.

When your cruise ship docks in Livorno, take a private shore excursion to Pisa and Florence, two of Tuscany’s top cities. Travel by Mercedes minivan for up to seven or eight people, and enjoy the ability to drive right into the city center, unlike large coaches. See the Leaning Tower of Pisa and other historical sights in Pisa before continuing to Florence to check out landmarks like the Duomo, Piazza della Repubblica, Boboli Gardens and Ponte Vecchio. Then meet back up with your driver to return to Livorno.

Treat your senses to a memorable day in the world-famous Chianti wine region on this private tour from Florence. Travel in a luxury minivan through a landscape of historic vineyards, rolling hills and medieval villages, with a private driver at your disposal throughout the day. Taste renowned Chianti wines and authentic Tuscan cuisine at estates of your choosing, or let your local driver make suggestions for the best places to wine, dine and explore.

The Basilica di Santa Croce, with its austere interior and neo-Gothic façade, is one of the largest Franciscan churches in the world, and is part of a complex of religious buildings that include cloisters, crypts, and the Museo dell’Opera. With this pre-booked ticket, save yourself the trouble of waiting in line for admission to the complex, leaving you more time to see the religious art and burial places of some Florence’s most important artists, writers, and scientists.

Get out of Florence for the day to see Tuscany highlights on a private tour to Siena, San Gimignano, and Monteriggioni. Door-to-door transport and all logistics are arranged, so you can focus on sights like Siena’s Piazza del Campo and the UNESCO-listed medieval towers in San Gimignano. Complete the experience with an optional private lunch at a hand-picked Chianti farm or winery.