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.

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.

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.

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.

Lucca is one of the most cyclist-friendly cities in Italy, with a compact historic center and scenic bike path atop the medieval city walls. Explore its old town on two wheels, without the rush of a group tour, with this self-guided bike tour through the town center. Follow the custom map to take in Lucca’s top sights at your own pace, stopping to read about the town’s history and main attractions in the map details.

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.

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.

Siena is one of Tuscany's most fascinating hill towns, but most visitors check off a handful of famous sights and move on. Get a more in-depth, personalized introduction to this medieval city on this private walking tour, fully customized to your pace and interests. Focus on the historic architecture, traditional Palio festival, or local food scene, or combine culture and cuisine to create a unique itinerary. Choose an express tour of just a few hours or a full-day deep dive that takes you to little-known gems most tourists miss.

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.

Get the most out of your visit to Florence's Accademia Gallery—and ensure your sightseeing logistics are totally hassle-free—on this private guided tour that also includes skip-the-line admission tickets. This must-visit museum can be crowded or sold-out during the high season, but booking a private tour means guaranteed entry and quick access. Once inside, listen to in-depth commentary and get up close and personal to Michelangelo's David, plus other Renaissance masterpieces.

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, brunch, snacks, and Tuscan specialties without needing to plan stops or reservations.

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.

Skip the long lines and join your private guide for a master class on Italian Renaissance art on this half-day tour, perfect for travelers with limited time. First, travel through the history of art from the Middle Ages to the Renaissance at the Uffizi Gallery, which includes works by Caravaggio and Leonardo da Vinci. Next, head to the Accademia Gallery to see Michelangelo's iconic David sculpture and learn about the artist's life.

Discover Florence like never before in a collection car: ORIGINAL vintage Fiat 500 Spiaggina — an icon of Italian style and la dolce vita. 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.

Explore one of Florence’s top museums without wasting time in line, all thanks to this private Accademia Gallery tour that also includes fast-track admission. Meet your guide and zip past the crowds to dedicate more time to admiring Michelangelo’s “David” and other masterpieces inside the galleries. As you go, learn insider stories about the lives and works of famed Renaissance artists that you wouldn't encounter if visiting alone.

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.

Commence your journey at the iconic Piazza del Campo, immersing yourself in the vibrant atmosphere of Siena's renowned square. Delve into the city's history at Palazzo Pubblico, an architectural marvel serving as the seat of governance. Meander through historic streets, passing Palazzo Tolomei and Palazzo Salimbeni, both UNESCO-listed treasures. Continue to the Basilica of San Domenico, housing the relics of Saint Catherine, before a visit to the Sanctuary of St. Catherine of Siena. Admire the Baptistery and opt for a guided tour of the awe-inspiring Siena Cathedral, adorned with masterpieces of Italian artistry.

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.

Step back in time and explore the heart of Italy's Renaissance on a highlights tour of Florence. With just a private guide for company, you'll get to discover some of the city's best-known attractions, like the Duomo, Ponte Vecchio, Piazza della Signoria, and more. You'll also view priceless artistic treasures at the Uffizi Galleries and the Accademia, home of Michaelangelo's David (museum entry own expense).

Five small fishing villages scattered on the cliff of Mediterranean sea, not bad isn’t it? If your dream is to discover all the hidden corners of a natural paradise, this is your tour. I will pick you up at your accommodation with my professional van, and I will bring you in the two most beatiful towns of the natural park of Cinque Terre. Usually is impossible to drive there, but thanks to our professional license, I can drive you as close as we can to the main attractions of the tour... but always be prepare to walk because it is a very wild place! It will be like watching the view from the eyes of a local. Prepare your smartphone to the best picturesque view of your vacation! The coloured houses and the clear blue sea are just stunning in Cinque Terre. One of the most important moment in a tour in Tuscany must be a good meal: you can eat something quick or let us organize you a special lunch tasting some local specialties, like mussels or pasta with pesto sauce :) Are you ready?

Visit Pisa, home to one of Italy's most iconic monuments, without the hassle of navigating public transportation on this private day trip from Florence. Enjoy seamless pickup at your hotel and views of the Tuscan countryside while your driver takes on the traffic. Visit the Leaning Tower and other highlights at your own pace, plus relax over lunch and explore Pisa's old town. Upgrade to include Leaning Tower tickets to climb to the top.

When your cruise ship docks in Livorno, don't waste time waiting for buses or waiting in line for attractions. Instead, maximize your time on a full-day private shore excursion to the Cinque Terre and Pisa. Your guide takes you to three Cinque Terre villages on the Mediterranean coast, leaving time to explore, swim, and have lunch. Afterward, stop to see the Leaning Tower of Pisa, a top attraction in Italy. This private tour ensures you'll receive undivided attention, too.

See more of Florence in less time on this private golf cart tour through the city’s most scenic hills. Designed for travelers who want comfort, panoramic views, and a more exclusive way to explore the city, this experience offers a relaxing journey beyond the usual historic-center route. With a private driver-guide, you will discover iconic landmarks such as San Miniato al Monte, Piazzale Michelangelo, Bellosguardo, Villa Galileo, and Porta Romana, with time for photo stops along the way. A special highlight of the experience is the picnic in Arcetri, one of Florence’s most charming hillside areas, where guests can unwind while enjoying a breathtaking view over the city. Perfect for couples, families, and travelers looking for a distinctive and memorable experience, this tour combines comfort, flexibility, and authentic Florentine scenery in a truly unique way.