Top Tuscany Car Tours in 2026

I'm Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021, 2022, and it will be a pleasure to accompany you to discover the best wineries. During the journeys I will tell you the history of the area and its traditions, the vines and the peculiarities of the area. It will be a pleasure to answer your questions and I will put all my knowledge at your service so that you return home enriched. We will visit 2 wineries representative of the denominations of the province of Lucca and, after touching the vineyards and visiting the cellars, we will taste the wines produced and local delights! I love my job and constantly travel to discover small wineries "Light lunch" option includes lunch + 5/8 wines depending on cellar For pick-ups in places more than 15 km from the center of Lucca will be calculated a surcharge that I will inform you in advance, to be paid by credit card at the end of the tour

This excursion from the port of Livorno is perfect for families and active adults who don't want a long touring day or lots of driving. Our itinerary includes a brief stop in Pisa to take photos of the Leaning Tower and other monuments on the Field of Miracles, three hours in the beautiful walled city of Lucca, and a generous, homemade lunch and wine tasting at a family-run winery in the Montecarlo di Lucca wine region. Kindly note: The cost of lunch is NOT included in the rate. You'll pay for lunch on the spot, directly to the winery.

Discover Pisa and Florence on this tour from Livorno port, travelling in the comfort of a private air-conditioned vehicle. Your first stop will be Pisa, where you will get off very close to the famous Leaning Tower. Enjoy 1 hour of free time to explore the UNESCO-listed Square of Miracles and its stunning monuments before transferring to Florence. First stop in Florence will be at Piazzale Michelangelo, a panoramic square on top of a hill where the view of the city will leave you speechless! You will have the chance to take beautiful pictures over Florence. Continue your day visiting the historic centre and its highlights. With our vehicles you can reach the very heart of the city and have more time to discover the beauty of Florence. Get on board and enjoy the tour!

Discover Florence like never before in a collection car: ORIGINAL vintage Fiat 500 Spiaggina — an icon of Italian style and la dolce vita. The tour includes a bottle of wine with ice bucket. This is not just a tour, but a private journey through time. Over 1.5–2 hours, the route is fully customizable to your interests. Drive past along the Lungarni, through Porta Romana, and up to Piazzale Michelangelo for breathtaking views. You can also escape to San Miniato al Monte or the hilltop town of Fiesole for unforgettable panoramas. Why choose this experience? – Rare & Original vintage Fiat 500 (not modified) – Iconic landmarks + hidden gems – Perfect for couples, or special occasions (3-4 people max) Feel Florence in the most authentic way — intimate, slow-paced, and unforgettable.

See the best of Florence in 90 minutes without walking a step. Your private electric golf cart leaves from Piazza Carlo Goldoni, runs along the Arno past Ponte Santa Trinita and Ponte Vecchio, then climbs through Porta San Miniato to the Basilica of San Miniato al Monte and Piazzale Michelangelo, where the whole city opens up below you at sunset. A local driver-guide is at the wheel the whole way, telling you what you are looking at and answering your questions in English, Spanish or Italian, with MP3 audio commentary on board as well. The cart is yours alone: no strangers, no fixed timetable, and we stop wherever you want a photo. Ideal if you are short on time, travelling with children or older parents, or you simply want to see Florence without the crowds and the cobblestones.

An ideal Tuscan wine tour includes tastings at several wineries to compare different labels, but navigating the country roads on your own can be daunting. Visit three local wineries stress-free in a single day on this small-group tour from Florence. Enjoy guided tours and taste regional varietals to learn about the terroir and winemaking process. Break up your tastings with a stroll through the charming town of Impruneta, and relax over a multicourse Tuscan lunch complete with wine pairings.

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the producers. In an intimate and relaxed atmosphere you can taste excellent wines, extra virgin olive oil, cheeses and typical cold cuts, discovering the most genuine flavors of Tuscany. The Guide, born and raised in the region, will accompany you by private car, telling the history, traditions and curiosities of the territory. Along the way there is also a stop in a small village in Chianti, to immerse yourself even more in local life. The tour is designed for those looking for a personal and non-tourist experience: familiar and welcoming wineries, direct dialogue with the owners, quiet rhythms and an authentic contact with Tuscan wine culture.

Immerse yourself in the beauty of Cinque Terre on this full-day, private shore excursion. Don’t worry about organizing logistics: your driver will pick you up directly from the Livorno port, and you’ll travel in the comfort of an air-conditioned minivan. Visit three Cinque Terre villages based on weather conditions and ferry and train schedules, and take advantage of a flexible itinerary with time for shopping and lunch (own expense).

Our half-day shore excursion to Pisa from the port of Livorno is perfect for cruise passengers wanting a short, easy touring day with minimal driving. You'll have ample time at the Leaning Tower to take photos and even enter some of the monuments if you wish or climb the Tower. Pisa is a handsome city (that it is rarely given credit for) with many points of architectural interest, and you'll discover those together with your English-speaking driver, along with some select treasures of the city, such as Keith Haring's "Tuttomondo" mural and the charming street of Borgo Stretto with its fabulous bakery, where you can relax on the terrace and enjoy a pastry and beverage. If you prefer shopping over treats, we can substitute Corso Italia, Pisa's main shopping street. This is a private service so the itinerary is flexible.

Discover the many delights of Tuscany’s wine country on this small-group tasting tour from Florence. Travel along beautiful hillside roads through vineyards, olive groves and cypress trees. Visit 2 top-rated wineries in the famed Chianti Classico region, tour the cellars and learn how wine is produced using traditional methods. Taste different wines, along with olive oil and Tuscan specialties like fresh cheeses and bruschetta. Group size is limited to twenty-five participants for a more personalized experience.

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.

Immerse yourself in Florence’s rich history, art, and architecture—without missing the finer details—on this guided tour. Visit the Uffizi Galleries, then explore the Accademia Gallery to view masterpieces such as Michelangelo’s "David" and Renaissance paintings. Stroll through the city's historic streets with your guide, visiting landmarks including the Duomo, Ponte Vecchio, and Piazza della Signoria.

The Cinque Terre is loved for its dramatic coastal landscapes, but it’s not the easiest place for visitors with limited mobility to explore. This shore excursion cuts out the struggle, with private transport, a driver, and a well-planned itinerary that minimizes walking time and avoids challenging terrain. Portovenere, Corniglia, and Vernazza are highlights of the trip along with a quick visit to Pisa, home of the Leaning Tower of Pisa.

Gain priority entrance to the Leonardo Interactive Museum in Florence—and step inside the creative mind of one of the world's greatest artists and inventors—when you prebook admission tickets online. Your ticket offers unlimited access to the museum, so you can spend as long you like exploring the exhibitions, admiring recreations of Leonardo’s machines, and learning more about the true Renaissance man.

Escape to the heart of Tuscany with a private vineyard experience in San Gimignano. Discover the secrets of biodynamic winemaking and olive oil production at a historic family-run farm. Enjoy a guided tasting of organic wines, extra virgin olive oils, and balsamic vinegar, paired with a delicious farm-to-table Tuscan meal.

Get a taste of Tuscany's culinary legacy on this wine and food tour from Florence. Led by a sommelier guide who provides insights that you'd miss on your own, travel through the Tuscan hills in a 4WD vehicle, stopping to visit historic wine estates and cellars along the way. Sample specialities at each stop, and enjoy a 3-course meal in the Tuscan countryside before returning to Florence.

The dome atop Florence's Duomo offers unique views of the city, but tickets sell out long in advance. Secure your spot with prebooked entry on this guided tour. After exploring the cathedral's interior, make your way up the staircase and along corridors—closed to the public for centuries. Then, continue to the top of Brunelleschi’s Dome, if you wish.

Florence is home to three “David” statues, but the original masterpiece by Michelangelo is housed within the Accademia Gallery. Enjoy skip-the-line timed entry 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 Botticelli, Pontormo, and more, do so at your own pace.

Cover the Renaissance highlights of Florence without getting lost or overwhelmed with this small-group choose-your-own-adventure tour. Choose to explore just the Accademia Gallery, home to Michelangelo's iconic "David" statue, or add on the Uffizi Galleries to admire more Renaissance artworks, with a brief tour of Florence's highlights in between. Ideal for time-pressed travelers who want to fit in as much art and history as possible.

Combine two of the most popular day trip destinations from Florence in one convenient tour on this small-group tour to the Cinque Terre and the Leaning Tower of Pisa. Visit three of the five villages of Cinque Terre, traveling by car, boat (or optional hike), and train. Then stop in Pisa on the way back to Florence to see the famous leaning tower.

See the world-class treasures of the Uffizi Galleries in Florence without the risk of missing out at this incredibly popular attraction. After presenting your ticket, explore the historic galleries at your leisure, perhaps admiring works by Renaissance masters Botticelli, Michelangelo, Caravaggio, and Leonardo da Vinci. Your ticket also includes access to the museum’s rotating special exhibits, so you won’t miss a thing.

Spend the day exploring the Italian coast on a private excursion from the Port of Livorno to Cinque Terre. Travel by climate-controlled luxury car and follow a customizable itinerary flexible to your needs and desires. Your multilingual guide will handle all the logistics of the day. This tour is ideal for visitors who want to see more of Italy explore the coast, and value exclusivity.

Explore Siena and San Gimignano without the self-drive stress, on a tour from Florence. See medieval landmarks, enjoy a guided walking tour of Siena, and savor a delightful Tuscan lunch at a winery. Visit the Piazza del Campo, Siena Cathedral, and the historic center of San Gimignano. Relax and soak in the stunning countryside views, with ample free time for exploration and gelato.