Attractions: Piazza Cisterna

On this full‑day small‑group tour from Florence you will explore two of Tuscany’s most picturesque destinations: Siena and San Gimignano. Comfortable round‑trip transport and an English‑speaking guide are included, while you’ll have free time to wander each town at your own pace and soak up the atmosphere. In Siena you may enjoy the stunning Piazza del Campo, famed for the Palio horse race, and wander the city’s atmospheric medieval streets. You’ll also have the option to visit the Duomo di Siena or simply admire its exterior as you explore. Along the way you’ll travel through the rolling hills of the Chianti countryside before arriving in San Gimignano, known for its striking medieval towers. Here you may stroll through the charming Piazza della Cisterna and the historic Piazza del Duomo, browse artisan boutiques, sample award‑winning gelato, and take in expansive panoramic views across the surrounding landscape.

You’ll spend the day exploring the Tuscan countryside, its art cities and local food and wine. Your first stop will be Pisa, where you’ll see the cathedral, baptistery and the famous Leaning Tower—one of the world’s most recognisable monuments. As you travel through rolling hills, you’ll pass hilltop hamlets dotting the landscape before arriving in San Gimignano. This medieval village is a UNESCO World Heritage site and is nicknamed the “Manhattan of the Middle Ages” because of its towers. A Tuscan lunch with wine pairing will be served if you selected that option. The tour finishes in Siena, where you’ll stroll the pedestrian historic centre. You may visit the cathedral if you selected that option, and you’ll take a walking tour along medieval streets and squares, passing the oldest bank in the world and the shell-shaped Piazza del Campo.

A day away from Florence will take you to Siena, San Gimignano and the picture-postcard Chianti area. You’ll travel with a private driver, with hotel pickup and drop-off included, so you can relax and enjoy the journey at your own pace. You’ll have time to appreciate the landscapes, towns and atmosphere that make Tuscany special. In Siena and San Gimignano you’ll breathe in a medieval ambience as you move through streets and squares that feel unchanged for centuries. These two towns are genuine jewels in the heart of Tuscany, each offering distinctive architecture and a strong sense of history. Along the way, your driver will provide personalised attention to help you make the most of your visit. On the return to Florence you’ll take in scenic views of the gentle hills and vineyards of the Chianti wine region, offering a serene backdrop to the end of your day.

This mobile audio guide will be your companion as you explore the ancient town of San Gimignano. The route on the app’s map takes you from the town gate of San Giovanni to the ruins of the Rocca fortress. Along the way you’re guaranteed to see the town walls of San Gimignano, the renowned medieval skyscrapers, the Palazzo Comunale and the Duomo of San Gimignano, among other highlights. The tour comprises 14 points, each illustrated and paired with audio commentary written by a professional historian in an accessible, non-academic style. You’ll be able to listen to stories and local legends through your headphones at your own pace, without needing to keep up with a tour group. Once you’ve downloaded the tour, the app will work offline so you can explore without a connection.

On this expertly curated small-group tour from Florence, you will visit some of Tuscany’s most iconic destinations: Pisa, Siena and San Gimignano. As you move through the region, you’ll have the chance to capture memorable photographs of the Leaning Tower in Pisa and enjoy the changing Tuscan scenery along the way. The small-group format helps you see more of the area in less time. You’ll enjoy a traditional Tuscan lunch and wine tasting at a local winery, giving you a taste of regional flavours. In Siena you’ll explore the historic centre with a guided visit, and in San Gimignano you’ll wander medieval streets famous for their skyline of towers and for award-winning gelato. Combining culture, scenery and authentic flavours, this tour will give you a rounded Tuscan experience, ideal if this is your first visit to the region or if you have limited time.

This full-day excursion will take you into the heart of the Tuscan countryside to visit San Gimignano, the City of Fine Towers, and the celebrated wine regions of Chianti and Montalcino. Your tour guide will share local insights as you explore San Gimignano’s historic centre and its artisan shops during free time. You’ll also visit the birthplace of Vernaccia, the white wine regarded as Italy’s first DOCG, and enjoy a wine tasting at a renowned Chianti winery. An optional lunch will be available to purchase at a nearby winery for a more traditional gastronomic experience. As you move through the landscape, you’ll see the UNESCO World Heritage Site of Val d’Orcia before arriving in Montalcino, known for its panoramic vineyards of Brunello grapes. The day will finish with a visit to a local wine cellar where you’ll experience Brunello di Montalcino. Along the way, expect a mix of guided commentary and independent time to soak up the scenery and flavour of Tuscany.

You’ll visit three tucked-away Tuscan gems: San Gimignano, Volterra and the atmospheric San Galgano Abbey. Relax on a fully-fitted GT coach as you drive through one of the most authentic areas of Tuscany, passing medieval towns and postcard landscapes along the way. The journey begins in San Gimignano, the so‑called “Manhattan of the Middle Ages” for its tall ancient towers. You’ll wander its cobbled streets and pause for the sweeping views of the surrounding hills. Next you’ll travel to scenic Volterra. Perched on top of a hill, the town will offer striking panoramic views and a strong sense of medieval character as you move through its streets. Your final stop is the mysterious San Galgano Abbey, reached after about an hour’s drive from Volterra. Of the 13th‑century Cistercian abbey only the walls remain: it is empty and roofless, with the sky above. Step inside and let your imagination respond to the scale and gothic details of the ruins as you take in this unusually open, contemplative space.

This full-day, private tour takes you to three Tuscan gems: Pisa, Siena and San Gimignano. A private driver will collect you from your Florence hotel and return you there at the end of the day, so you can relax and enjoy the picture-postcard Tuscan countryside as you travel with your companions. Your driver will also handle any paperwork that’s needed. You will explore each town at your own pace, with a private and knowledgeable driver at your disposal. Along the way you can shape the day to suit your interests — discuss the itinerary with your driver and decide how long to spend in each place. The experience focuses on giving you time and flexibility to walk the streets, take photos and soak up the atmosphere in Pisa, Siena and San Gimignano while someone else takes care of the driving and practical details.

This private car tour from Florence will take you into the heart of Tuscany, with visits to Siena and San Gimignano. In Siena you’ll see the wide curve of Piazza del Campo and the Duomo as you learn about the city’s medieval character. At a renowned wine estate, Tenuta Torciano, you’ll enjoy a typical lunch accompanied by a wine tasting. In San Gimignano you’ll walk among the medieval towers, visit the pretty Piazza della Cisterna and browse its craft shops. Along the way you’ll travel in comfort and return to Florence by private car. The experience includes a private car with driver, visits to Siena and San Gimignano, and lunch with wine tasting at Tenuta Torciano. The itinerary is flexible and can be adapted to your needs, offering a mix of culture, relaxation and local flavours as you move between towns and the countryside.

On this small-group tour of Tuscany, you will travel by a comfortable, fully-equipped GT coach to some of the region’s most celebrated sights. The first stop is Siena: accompanied by a local guide, you’ll have the opportunity to stroll its charming streets and admire the shell-shaped Piazza del Campo and the impressive Siena Cathedral. Along the way, the tour includes a visit to a Chianti winery where you can take a relaxing break and indulge in a tasting of some of the region’s iconic wines. Alongside the wine, you will also enjoy a selection of local products to savour authentic Tuscan flavours. The day finishes in San Gimignano, known for its 14 medieval towers and sweeping views of the surrounding countryside. You’ll wander through its narrow streets and pleasant piazzas, taking in the well‑preserved architecture and the town’s distinct medieval character.

Your private tour will start from your hotel and take you to the historic city of Siena, where you’ll enjoy an exclusive guided tour of the medieval centre. As you wander narrow cobbled streets, you’ll admire the city’s palaces and spend time at the famous Piazza del Campo. You’ll also have a chance to see the magnificent Palazzo del Comune (exterior), then some free time to relax and enjoy lunch (not included). After Siena, your private driver will lead a scenic drive through the heart of the Chianti region, offering panoramic views of rolling hills and vineyards. Along the way you may catch a glimpse of Monteriggioni, the ancient fortified village known for its well-preserved 13th-century walls. The journey continues to San Gimignano, a UNESCO World Heritage site celebrated for its medieval architecture and towering silhouettes. Here you’ll be given free time to explore the town at your own pace. The schedule of visits may vary.

This experience offers a condensed exploration of Siena and San Gimignano, starting in the heart of Siena at Piazza del Campo. You’ll admire the cathedral and take in historic landmarks such as Palazzo Salimbeni. As you move through the city, the visit finishes at the Basilica of San Domenico, giving a rounded sense of Siena’s religious and civic heritage. You’ll then continue to San Gimignano, beginning at Piazza del Duomo to see the Collegiate Church. A climb up Torre Grossa will reward you with panoramic views, and a stroll through Piazza della Cisterna shows the town’s medieval charm. Along the way you’ll visit the Civic Museum and wander down Via San Matteo, ending your time at Rocca di Montestaffoli with excellent views over the surrounding countryside. For a more immersive option, you may choose to add a lunch at a family winery. That optional extension typically includes farm-to-table dishes and local wine tastings set among the vineyards, but it is not included in the standard tour.

This private guided tour from Florence takes your group to three of Tuscany’s most atmospheric cities: Siena, San Gimignano and Pisa. In Siena you’ll explore its main sights, including the fan-shaped Piazza del Campo, the elegant Piazza Salimbeni and the Duomo di Siena. In San Gimignano you’ll stroll through the hilltop streets and spend time around Piazza della Cisterna, Piazza del Duomo and the Rocca of Montestaffoli. The day ends in Pisa, where you’ll see the monumental Piazza dei Miracoli and the famous Leaning Tower of Pisa. Your guide will lead the way and share the history and stories behind each place as you move through them. Because this is a private tour for your group only, you’ll avoid the crowds that come with larger tours. Please note that availability and accessibility of specific attractions may vary by time of day and crowd conditions, so each visit may offer a slightly different experience.

On this small-group tour from Florence, you’ll travel in a cosy group of no more than 25 people with an expert local tour leader. Along the way, you’ll explore Siena’s medieval streets—known for the Palio horse race—and see its elegant brick buildings and the Gothic Cathedral. You’ll then enjoy an authentic Tuscan lunch at a family-run estate, which will feature traditional local dishes paired with excellent red wines. As you move through the day, you’ll visit San Gimignano, the hilltop village famous for its medieval towers and the countryside views they offer. The tour will finish in Pisa, where you’ll see the Piazza dei Miracoli and the world‑famous Leaning Tower. The experience combines history, local flavours and classic Tuscan scenery, guided by someone who knows the region well.

You will leave Florence and travel toward San Gimignano, taking in vineyards and rolling hills as you hear the town’s history. On arrival your guide will walk you to the main gate and you will have free time to roam the picturesque streets and squares. You may browse local shops, try award-winning gelato or wander among the town’s famous medieval towers. Next you'll stop at an organic, family-run wine estate for a traditional local lunch accompanied by plenty of wine, while soaking in views of the surrounding countryside. After lunch you will view Siena through the eyes of a local on a guided walking tour of the medieval city. You’ll learn about the world’s oldest bank, see the Piazza del Campo — home of the 600-year-old Palio horse race — and admire the interior of the Duomo and its artworks. Afterwards you will have free time to explore Siena at your own pace, whether that means shopping or relaxing in an open-air café.