Top Tuscany Private Sightseeing Tours

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.

Pienza and Montalcino are top foodie destinations, but getting there by train and bus can eat hours out of your day. Experience the area's top cheese and wine with ease on this private tour from Siena. Admire the Val d’Orcia scenery, learn about cheese making during an organic dairy farm tour, visit the World Heritage–listed town of Pienza, and enjoy tastings of the region’s renowned Brunello wine at a Montalcino winery.

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.

Seeing the sights of Florence can involve a lot of walking. Cover the ground, including hidden lanes that traditional cars can’t enter, without wearing out your shoe leather on this private tour. Open sides offer wraparound views of the city’s UNESCO World Heritage–listed historic center. Upgrade to the panoramic tour to include a stop at a romantic fountain and Piazzale Michelangelo for sweeping rooftop vistas.

Unravel the wonders of Florence with a personal touch on this private tour led by a local host. Explore Italy's sun-soaked Cradle of the Renaissance for the time you wish, covering the historic center and visiting your choice of landmarks from the Duomo to Ponte Vecchio. You can also choose to discover corners of the city far from the tourist crush, like Oltrarno and Via dei Girolami, a medieval road that boasts a vaulted design. Hotel pickup is available for central locations, adding convenience to your experience.

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.

Step into the Middle Ages on this 2-hour private tour of San Gimignano, one of Italy’s most stunning medieval villages. Stroll through historic squares, admire ancient towers, and choose to visit the majestic Cathedral or climb the Big Tower for breathtaking views. Discover local traditions, art, and flavors, including award-winning gelato and DOCG Vernaccia wine.

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.

Discover Pisa and its picturesque environs by bike during this private self-guided cycling tour. Follow an easy-to-use, GPS-based smartphone app as you ride on bike lanes from the city out to the Tyrrhenean sea. Explore the area at your own pace, stopping wherever and whenever you want, with bicycle rentals included.

Tuscany's Val d'Orcia is famous for its postcard-perfect scenery and hill towns, but getting around by public transportation can be frustrating. With this private tour, enjoy hassle-free pickup in Florence and soak in the views while your professional driver takes on the tricky country roads. Spend time exploring the villages of Montalcino, Pienza, and Montepulciano plus stop to snap photos of the Madonna di Vitaleta Chapel.

Experience Tuscany's vine-decked hills and cypress-clad palazzi without the self-drive stress when you book this private transport-only tour direct from Florence. Visit the UNESCO World Heritage sites of Siena and San Gimignano, with a stop at a winery for a tasting and lunch (own expense). Your chauffeur provides a bit of information on each location and answer questions as you travel, but cannot accompany you around the towns.

Navigate one of Florence's busiest landmarks with a private guide. Enjoy priority access to the Duomo, the city's architectural masterpiece, and learn about its history and significance. Marvel at the mosaic ceiling at the Baptistery, and see original works by Donatello and Michelangelo at the Duomo Museum. Finish in the Crypt of Santa Reparata and walk along the ruins of the original cathedral.

Avoid the hassle of navigating Lucca’s historic center on foot or missing hidden local spots on your own with a relaxed bike tour through Lucca. Cycle along the city’s ancient walls and quiet streets while a guide brings local history and food culture to life. Pause to enjoy regional wine and Tuscan specialties without needing to plan stops or reservations.

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!

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.

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

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.

Discover UNESCO-listed Siena through the eyes of a local on this custom-made Lokafy walking tour. Skip the typical guided tour and instead connect with a Siena local who will show you around their city like a friend and introduce you to the neighborhoods that they know and love. As you explore the city, gain an insight into Tuscan culture, cuisine, and everyday life; and receive recommendations on where to eat, drink, and shop.

See the top sights in Siena without the hassle of a guidebook or map with this small-group walking tour through the medieval old town. Join your local guide for a stroll along picturesque historic lanes to take in landmarks like the Piazza del Campo, Basilica of San Domenico, and Sanctuary of St. Catherine of Siena. Opt to add on a visit to the city’s magnificent Cathedral, rich in artworks by Renaissance masters.

Savor Florence’s best bites on a private food tour! Enjoy 6 or 10 authentic tastings of local favorites, from espresso and pastries to Chianti wine and Cantucci. Along the way, discover the city’s highlights, visit local markets, and experience the culture behind each dish. This intimate, sustainable tour is led by a passionate local foodie, ensuring a delicious and unforgettable journey through Florence’s food scene.

Cover a lot of ground in a short amount of time when you book this private tour of Florence's historic sights via golf cart. While a guide shares an insider's perspective on the culture and history of the birthplace of the Renaissance, you sit back and relax in the roomy electric cart. Meet the tour at a central point in the city; choose from morning or afternoon tour departures.

Discover Florence in a unique, comfortable, and sustainable way aboard our modern electric vehicles. All our tours follow carefully designed itineraries that allow you to admire the city’s most iconic landmarks without missing a single detail of its extraordinary beauty. Travel quietly through Florence’s historic streets while enjoying breathtaking views of timeless locations such as Ponte Vecchio, Santa Maria Novella Square, and Santa Croce Square. Our silent electric vehicles let you fully immerse yourself in the atmosphere, perfect for photos and an authentic city experience.Designed for maximum comfort in all seasons, our vehicles are equipped with a winter kit featuring glass doors and heating, ensuring a pleasant ride even in cold or rainy weather. Whether in summer or winter, you’ll enjoy a smooth, safe, and relaxing journey.This tour is suitable for all ages, ideal for travelers who want to explore Florence effortlessly while choosing an eco-friendly way to experience the city.

Less-known than Tuscan powerhouses such as Florence and Siena, Lucca is a gem with a historic center encircled by Renaissance-era walls. On this private walking tour, explore the center and walls with a guide, discovering monuments, public squares, hidden passages, and offbeat sights. Start near the main train station or your accommodations for a personalized experience.