Top Tuscany How to Get Around in 2026

Cover several Tuscan towns without the need to rent a car on this group tour from Florence. Stop in the medieval hilltop town of San Gimignano before seeing the intact walls of Monteriggioni. Then enjoy a typical Tuscan lunch at a Chianti winery that includes a guided wine tasting and “vin santo." Top off your trip in Siena to explore its historic city center with a stop at the Duomo.

Discover three of Tuscany’s most iconic destinations all in one day—and benefit from hassle-free transit—on this time-saving four from Florence. Snap photos of the famous Leaning Tower and Piazza dei Miracoli in Pisa, stroll through the UNESCO-listed hill town of San Gimignano, and step inside Siena’s cathedral. This tour also includes bonus experiences, such a wine tasting in Chianti and a traditional Tuscan lunch.

Roll up your sleeves and dig into a bowl of fresh pasta dough during this hands-on cooking class in Florence. Learn to make different kinds of pasta shells such as ravioli, tagliatelle, and spaghetti. Then, whip up authentic sauces and taste Italian wines for the perfect pairings, and indulge in your homemade dishes. Unlike other pasta-making classes, you choose from several options, including vegan/vegetarian, colored pasta, and gnocchi.

Soak up the flavors of Italy on an olive oil- and wine-tasting tour in Tuscany, all without the hassle of driving. Leave the planning and organization to your guide, as you depart from Florence to the heart of the Chianti Classico region. Enjoy an itinerary that includes visiting two to three wineries, an olive oil mill, and a Tuscan lunch.

Combine medieval history, regional wine, and UNESCO-listed monuments on this full-day tour from Florence. This is an ideal choice for anyone who wants to experience wine tasting without getting behind the wheel afterwards. Visit Monteriggioni's medieval castle, explore Siena's historic architecture, and admire San Gimignano's skyline. End with a tasting of three Chianti wines and an opportunity to savor authentic, local flavors.

Enjoy a day trip through Tuscany's iconic Val d'Orcia, a UNESCO World Heritage Site. Visit Montalcino, home of Brunello wine, Pienza, famed for Pecorino cheese, and Montepulciano, celebrated for Nobile wine. Travel comfortably in a premium minivan with an English-speaking driver. Indulge in wine tastings, a superior lunch, and guided vineyard and cellar tours.

Chianti is home to the scenic wine country and notable cellars, but getting there on unfamiliar rural roads on your own can be challenging. This group wine tour takes you to two different wineries in the Tuscan hills to explore the vineyards and their cellars, as well as relax over guided tastings. Sip local reds and whites, plus sample balsamic vinegar and extra-virgin olive oil, while enjoying views over the Chianti countryside.

Go beyond Florence and discover nearby Umbria on this day trip to Perugia and Assisi. See more of Italy without having to hire a car, with roundtrip coach transportation arranged for you. Enjoy an itinerary that combines art and history, with a mixture of guided tours and free time to fully explore both locations. Stops include the Basilica of Saint Francis and the Basilica of Santa Maria.

Experience the heart of Tuscany with ease on a guided tour from Florence to Siena, San Gimignano, and a charming Chianti winery for lunch. Enjoy the convenience of round-trip transportation as a knowledgeable tour leader showcases the region’s must-see sights. Begin in Siena, where you’ll explore the historical Piazza del Campo. Next, indulge in a delightful 3-course lunch and 6 local wines at a traditional winery, savoring the authentic flavors of Tuscany and stroll its vineyards. Finally, take in the stunning views of San Gimignano, renowned for its striking medieval towers and nickname, the "Medieval Manhattan."

Explore the peaceful hills of Chianti hassle-free with this group wine tour that includes transportation directly from the city center. Take in views over the rolling vineyards during the drive and stop for tastings at two different independent wineries. Connect with the winemakers as you stroll through the estates and sample a number of Tuscany wines paired with local nibbles while relaxing on panoramic terraces.

Tick off several of Tuscany's most renowned locations during this full-day Vespa tour. Enjoy some photo stops in the vineyards and take a guided stroll through the picture-perfect village of San Gimignano, with free time to explore. The tour includes a typical Tuscan light lunch paired with a tasting of some local wines and olive oils.

Visit a 900-year-old Tuscan castle, where you can learn how to make pasta and taste wine from the historic cellars, on this half-day tour. With a small group, eat a lunch of pasta you made by hand and taste three wines. After lunch, enjoy free time to explore the vineyards and wander the castle's grounds.

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.

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.

Taste your way through Florence with a food-themed tour in the Oltrarno neighborhood—over the Arno River—on foot, making several stops for snacks and sips. With your guide and a small group, meet the families behind Florentine businesses in between tasting local salami and wines. Learn how to make Italian cookies called cantucci and get a feel for Oltrarno’s bohemian atmosphere.

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.

This experience pairs wine tastings with a guided tour of San Gimignano, one of Tuscany’s prettiest medieval hill towns. See the town’s main sights with a guide and spend some time exploring at your own pace before heading to a wine cellar for wine and olive oil tastings. Then, enjoy a typical Tuscan light lunch and generous tastings of wines at a winery in the nearby countryside.

Get outside Florence and explore the famous Chianti countryside on a top-rated bike tour that pairs spectacular scenery, medieval history, and Tuscan flavors in a fun and athletic way. Pedal through fertile valleys and over hills dotted with olive trees, vines and 12th-century castles, making a pit stop at a Tuscan villa for lunch. Chianti wine and olive oil tasting help fuel the adventure.

Get the most out of your visit to Florence's Accademia Gallery with this private guided tour that includes timed entry tickets. Though the ever-popular museum sells out quickly during high season, booking a private tour guarantees access. Once inside, listen to in-depth commentary and get up close to Michelangelo's "David," plus other Renaissance masterpieces.

Make the most of your visit to Florence by combining a walking tour with entry to the Accademia Gallery, home to Michelangelo's "David." Instead of navigating the winding streets alone, your guide leads you through the historic center to see sights such as the Ponte Vecchio, Palazzo Vecchio, and Piazza della Signoria, with commentary along the way.

Travel from the Tuscan port city of Livorno to Pisa and back for one low price, without any hassle. Get picked up at the central meeting spot on the Via Cogorano and travel by Wi-Fi-enabled, air-conditioned coach to Pisa. You’ll have approximately 2.5 hours to explore the city with the famous Leaning Tower before returning to Livorno. Upgrade to include reserved time-entry tickets to the Leaning Tower of Pisa.

The Tuscan countryside is a gourmet paradise, but few transportation options keep many travelers limited to Florence. Explore Siena, home to a magnificent cathedral and the famous Palio horse race, and the storybook village of San Gimignano (a UNESCO World Heritage Site) during this small-group tour. A seasonal lunch and Chianti wine tasting at a family-run vineyard are included.

Explore the highlights of Tuscany, without the hassle of logistics, on this full-day tour of Siena, San Gimignano, Chianti, and Pisa from Florence. Travel in a comfortable minibus and enjoy a guided tour of Siena's medieval streets, plus free time in San Gimignano. Take a break for lunch and wine at a Chianti winery, then admire the Leaning Tower of Pisa.

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.