Florence to Siena

In the heart of Tuscany and Chianti. Hills, vineyards, unspoiled nature. Intact medieval cities. Unforgettable atmospheres.

Begin your adventure in Pisa, where you'll have free time to explore the UNESCO-listed Piazza dei Miracoli. Marvel at the Leaning Tower, one of the most iconic landmarks in the world. Admire the Cathedral and the Baptistery, and take plenty of time for photos and local souvenirs. Head into the Chianti hills to enjoy a Tuscan lunch at a traditional winery. Your meal will be accompanied by a guided wine tasting of local varieties, offering a true taste of Tuscany's winemaking heritage. Enjoy free time in Siena, where you can stroll through medieval streets and admire the stunning Piazza del Campo, one of Europe’s most beautiful squares. Known for its shell shape and unique charm, it’s also home to the Palio di Siena, a famous bareback horse race held twice a year. Conclude your day in San Gimignano, a breathtaking hilltop town famous for its skyline of medieval towers. Explore its cobbled streets, artisan shops, and panoramic views. Don’t miss the chance to try its world-champion gelato!

Escape Florence for a renowned Chianti Classico estate where pasta-making is a daily ritual. This experience blends professional culinary instruction with an evocative local legend. Before cooking, you’ll discover the story of the noblewoman and her seven maidens who protect these vineyards—a mystery reflected in the estate’s designer wine labels. In the kitchen, a Professional Chef guides you in crafting perfect egg tagliatelle, creamy Cacio & Pepe sauce, and authentic Tiramisù. The highlight is the "farm-to-table" banquet: a generous feast including a Tuscan appetizer platter, your handmade pasta, and a second course of "Pici" with artisanal ragù. The meal is elevated by a technical tasting of 5 premium wines (Vermentino, Chianti Classico, and Supertuscans). This half-day journey offers the perfect balance of hands-on learning, legendary storytelling, and high-end gastronomy, ensuring a return to Florence by late morning with memories and recipes to last a lifetime.

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • San Gimignano • Siena Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Siena (if option selected) Pickup and dropoff will be at your accommodation. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

One full day of a beautiful guided sightseeing tour driving through symmetrical vineyards, olive trees, wooded groves, stone farm houses, late Renaissance villas and old villages, castles and medieval hamlets.

Embark on a condensed yet captivating exploration of Siena and San Gimignano. Begin in Siena's heart at Piazza del Campo, marvel at the cathedral, and admire historic landmarks like Palazzo Salimbeni. Conclude your Siena visit to the Basilica of San Domenico. Transition to San Gimignano, starting at Piazza del Duomo with its iconic Collegiate Church. Climb Torre Grossa for panoramic views and stroll through Piazza della Cisterna. Explore the Civic Museum and meander along Via San Matteo. End the tour at Rocca di Montestaffoli for breathtaking views. For a more immersive experience, consider an optional lunch at a family winery, showcasing the best of Tuscan flavors. Indulge in farm-to-table dishes and local wine tastings amid the picturesque vineyards. Note that lunch with wine tasting is not included but can be added as an optional and delightful extension to your tour.

Navigating Tuscany’s rolling vineyards and medieval towns by public transportation or rental car can be stressful and time-consuming. With this private day trip, leave the driving to a professional and relax as you take in views of the Crete Senesi, Montepulciano, and Siena. Stop at a winery to taste Tuscan reds and whites and enjoy free time to explore the old towns of these two iconic destinations with included hotel pickup.

Florence might be the capital of Tuscany, but there’s lots more for curious travelers to discover in the Tuscan countryside. On this full-day tour, board a coach for a trip to the historic streets of Siena and the medieval town of San Gimignano, stopping along the way to indulge in a few glasses of locally made wine at a Chianti winery.

This tour ticks off two must-sees in Tuscany's collection, Siena and San Gimignano. You'll be picked up from your accommodation in Florence and taken for a full-day tour of these two cultural hotspots. You'll start with a walking tour of the old town of Siena. Siena Cathedral, one of Italy's most popular Romanesque-meets-Gothic churches is here, too, and you'll head inside it before heading into the city centre. In this part of Siena, the Piazza del Campo is the biggest draw. Shaped like a seashell, you'll find everything from a big water fountain to City Hall here. Then you'll hop back on your transport and make your way to San Gimignano, which is often known as the Manhattan of the Middle Ages because of its line-up of ancient towers. You'll head to a gelateria for a chance to try some ice-cream made by a master whose creations have won international championships. When you've had your fill and looked around San Gimignano, you'll be taken back to your accommodation in Florence.

The best of the best - Unique opportunity to combine adventure (e-bike tour in one of the best Tuscany bike roads), art&history (visit to medieval town), and wellness (wonderful SPA with an amazing view). A once in a lifetime experience in one of the most beautiful areas of Tuscany. Dedicated tour leader, small group (max 8 pax) will allow you to have an intense experience. Free transportation, free e-bikes, free best moments video collection (by drone) and free WIFI during the tour.

Explore Tuscany's countryside without hiring a car with this private driving tour of the region. Perfect for travelers staying in Florence, enjoy hotel pickup and relax as you are taken to a range of destinations based on your interests. Visit the Florence American Cemetery, the medieval hamlet of Castello di Montefioralle, and take in the view at Piazzale Michelangelo. For wine lovers, opt to visit a Chianti winery (at an additional cost) and enjoy tastings of local varities.

Immerse yourself in the unique history of this pristine territory and taste some of the most excellent wines ever bottled. We have selected for you the "best of the best", no discussion. Visit an excellent Chianti wine producer and taste its great wines with a private tour of the winery. Spend the afternoon in a historic boutique winery of Chianti. Learn from the staff of this famous Chianti Winery where the story of this wine began, and the atmosphere of the old cellars will be an indelible memory of your once-in-a-lifetime wine tour Luxury transportation is included.

Discover the best of Tuscany on an unforgettable journey through medieval landscapes, renowned wines, and charming historic towns. The tour begins in Pisa, where you can admire the famous Leaning Tower of Pisa and the impressive monuments of the Piazza dei Miracoli (Square of Miracles). The experience continues along scenic roads surrounded by the Tuscan hills until you reach San Gimignano, known for its medieval towers and unique atmosphere. Take the opportunity to explore historic streets, artisan shops, and savor traditional Tuscan cuisine paired with local wines. Finally, be enchanted by Siena, one of the most fascinating cities in the region, rich in art, culture, and breathtaking views. As a special bonus, you will receive an exclusive ebook with historical trivia, cultural tips, information about the destinations, and suggestions to further enhance your Tuscan experience.

A wine tour in Chianti is an unforgettable experience for wine lovers and scenic beauty. This region, located between Florence and Siena, is famous all over the world for the production of Chianti Classico, a high quality red wine.

Escape the city and experience the very best of Tuscany on a full-day journey through its most iconic destinations. Travel comfortably from Florence to discover the medieval charm of Siena, the famous towers of San Gimignano, the rolling vineyards of the Chianti countryside, and the world-renowned Leaning Tower of Pisa. Stroll through UNESCO World Heritage Sites, admire spectacular Renaissance and medieval architecture, taste authentic Tuscan wines and local specialties at a traditional winery, and capture unforgettable views of Tuscany's picturesque landscapes. Whether you're fascinated by history, passionate about Italian culture, or simply looking to experience Tuscany's timeless beauty, this tour offers the perfect combination of historic cities, scenic countryside, and authentic local flavors—all in one unforgettable day.

Your experience begins early in the morning with a free tour of Pisa, here you will have time to admire the magnificent Cathedral, the Baptistery, the Monumental Camposanto and of course the famous Tower of Pisa. Afterwards, we will move to a rustic winery in Chianti, on the slopes of San Gimignano, where you will be waiting for a typical Tuscan light lunch enriched by a tasting of good wine. After lunch you will discover one of the most beautiful medieval villages perched, San Gimignano, also known as the Medieval Manahattan for the many towers that distinguish it. We will then arrive in Siena, where our expert guide will lead us from Piazza del Campo, up to the Cathedral, crossing the most beautiful Contrade that characterize this city. At the end of the tour, there will be free time to enjoy a coffee and some shopping in the typical local shops. Our return to Florence will have as its scenery a magnificent sunset, a perfect conclusion to an unforgettable day spent in Tuscany.

On this tour we will visit two of the most beautiful cities in Tuscany, important both for art and culture and of considerable historical importance. This tour will allow you to discover what is inside two such important Renaissance cities and walking through the streets of their historic centers you will feel like taking a leap in time and you will find yourself immersed in the Middle Ages; furthermore, we could stop in a family winery to taste the fantastic Chianti wines and have lunch or light lunch(winery cost included)

Lilium Travel Florence offers a full-day, 9-hour journey through the heart of Tuscany with a private van tour (max 8 pax) from Florence. First, you’ll visit San Gimignano, the "Town of Towers," a stunning medieval gem and UNESCO World Heritage site. Explore its narrow streets, admire the well-preserved towers that once symbolized wealth and power, and soak in panoramic views of the surrounding Tuscan countryside. Next, head to the village of Monteriggioni, a perfectly preserved medieval fortress with its iconic walls and towers still standing proudly. Wander through the town, feeling as if you’ve stepped back in time. The final stop is Siena, famous for its unique medieval architecture and the breathtaking Piazza del Campo, home of the historic Palio horse race. Enjoy time to explore its cobbled streets, visit the stunning Siena Cathedral, and relax in one of its charming cafes. With ample free time at each location, this tour offers a perfect blend of history, culture, and relaxation.

If you want to discover Chianti and fully enjoy its flavors whether you are a wine lover or not our tour will involve you at 360 °! Our afternoon excursion Depart comfortably from Florence together with a tour leader who during the bus journey will introduce you to the history and curiosities of this enchanting area of Tuscany, rich in vineyards and verdant hills that you can admire during the journey comfortably seated in minivan. Once you arrive in Chianti area you enjoy in two different typical farms, visits and wine tastings of selected wines, including fresh whites, important reds, elegant sparkling wines and a precious vin santo. Each glass is accompanied by typical local products: the ingredients and dishes vary according to the season, so you can find among others local cold cuts and cheeses, organic extra virgin olive oils flavored with white truffle and chilli, aged balsamic vinegar. At the end, for those who wish, there will be the possibility to buy the tasted products.

The tour is provided and focused to give you the best, during the driving, the driver is prepared and trained to provide description on Hystory and places reached, and ready to answer to your questions. It's an immersive cultural experience , inside knowledge and memorable encounters with local traditions. Full assistance during the trip is also provided. Changments on itinerary are also avalaible. Believe it or not, the Val d'Orcia experience is both relaxing and exciting!

Spend a day in the iconic landscape of the "Hills of Chianti" with a private tour. Pass between avenues of cypress trees, vineyards, sunflowers and medieval villages. Visit the historic village of San Gimignano and admire its ancient towers, enjoy homemade pasta and savor the best wines of the Tuscan countryside in a typical farm. Itinerary: • Our driver will pick you up at your location and take you on a journey through the rolling hills of Tuscany. We will move among olive groves, cypress trees and vineyards until we see the magnificent towers of San Gimignano. San Gimignano is also famous for the white wine Vernaccia, produced from the ancient Vernaccia vine. • Later we will move to a typical Tuscan family-run farm, to understand the secrets of wine production and enjoy a lunch with homemade pasta, bruschetta, percorino cheese and 6 wine tastings. • On the way back we will stop in a second typical cellar for a second tasting of Chianti, Sangiovese, Super Tuscan and more...

Discover the charm, history, and flavors of Tuscany on this private full-day tour by luxury minivan, led by a licensed English-speaking driver-guide with deep local knowledge. Visit two UNESCO World Heritage sites—Siena, with its stunning Gothic cathedral and famous Piazza del Campo, and San Gimignano, known for its medieval towers and artisan shops. Enhance your experience with an optional wine tasting and full Tuscan lunch at a family-run winery (not included, but highly recommended). Enjoy a fully customizable itinerary with convenient pickup and drop-off from your accommodation in Florence. Highlights: -Private full-day tour for up to 7 travelers -Explore Siena and San Gimignano, both UNESCO World Heritage Sites -Travel in comfort with a luxury minivan with Wi-Fi and licensed English-speaking driver-guide -Optional wine tasting and lunch at a local winery (not included, but highly recommended) -Hassle-free pickup and drop-off from Florence

Visit one of Tuscany’s most respected wine regions on this tour from Florence to Brunello di Montalcino. In a private, air-conditioned car with a guide, drive first to Montalcino, a hilltop medieval walled city to explore the ancient town. Next, visit family-owned wineries in the Brunello countryside like Poggio Rubino and Capanna. Your guide will also take you to see the beautiful Abbey of Sant’Antimo, which is thought to date back to the sixth century.

Immerse yourself in the scenic Chianti Classico hills, without the hassle of driving, on a full-day private wine adventure from Florence. Discover the heart of Tuscany’s famous wine district, savoring organic wine tastings and enjoying a light lunch of authentic Tuscan delicacies at a typical farmhouse. Led by a guide, this tour is perfect for wine lovers eager to experience the charm and flavors of Chianti.