Day Trips from Florence to San Gimignano

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

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.

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.

we will make you experience Chianti as we do, in its beauty, goodness and simplicity, with fun and light-heartedness

This experience is 100% private and designed exclusively for you and your group. From private transportation to a dedicated local tour leader, every detail is tailored to your pace and interests: no crowds, no fixed group schedules, just a relaxed and authentic Tuscan wine experience. Unlike standard wine tours, you’ll be accompanied throughout the day by a local tour leader who connects you with the wineries and the region itself. Through stories, insights, and insider knowledge, they transform simple tastings into a deeper cultural experience. You’ll visit carefully selected, family-run wineries in the Chianti countryside, enjoying tastings, hospitality, and stunning landscapes. Whether you’re celebrating a honeymoon, with family, or with friends, this tour offers exclusivity, flexibility, and a truly local perspective.

Discover the best of Tuscany on a private journey through its beautiful towns and landscapes. Travel from Florence with a professional English-speaking driver who takes the stress out of navigating. In Siena, meet a licensed local guide for a walking tour through medieval streets. Along the way you'll learn about the majestic cathedral and famous Palio horse race. Then, savor a leisurely Tuscan lunch with wine pairings at a family-run Chianti farmhouse, surrounded by vineyards and olive groves. End your day in the hilltop gem of San Gimignano, a UNESCO-listed village, where you’ll enjoy free time to explore artisan shops, climb the towers, or simply soak in the views. With private transport and a relaxed pace, this day offers an intimate and authentic way to experience Tuscany.

Explore the enchanting medieval towns of San Gimignano and Certaldo on this full-day Tuscany tour. Begin with an early visit to San Gimignano, allowing you to wander its stunning streets and iconic towers before the crowds arrive. Then, head to Certaldo, known for its authentic charm and rich history as the birthplace of Giovanni Boccaccio. Enjoy a leisurely lunch at an organic winery, savoring delicious local dishes paired with exquisite wines while soaking in views of the picturesque Tuscan landscape. - Tour duration: 7 hours with a semi-private setting for up to 8 guests - Luxury transportation from/to Florence included - Visit two unique towns: San Gimignano and lesser-known Certaldo - Indulge in a farm-to-table lunch at an organic winery overlooking the hills - Guide for the day always with you

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.

Departure from your Accommodation or Hotel, travel in a van maximum 6 people , English speaking driver, each vehicle is equipped with fresh water. 1 stop city of Siena where you will have 1.5/2 hours to visit the city of the Palio, and those who love wine can visit the wine cellar in the tufa cave under the baptistery of Siena, with the possibility of wine tasting for a fee 2 stop town of San Gimignano where you will have 1 hour of time for Visiting and Shopping in the City of 7 Towers. stop at the local winery for tasting of local wines and visit of the company. Return to Florence where you were picked up, it is possible on your request to do a wine test and lunch in a winery in the San Gimignano area

This tour combines two of Tuscany’s most authentic medieval towns in a single day. In Volterra, you’ll enjoy a live alabaster carving demonstration in a traditional artisan workshop before exploring the historic center at your own pace. The experience continues in the perfectly preserved walled village of Monteriggioni, one of the most iconic sights in the Tuscan countryside.

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you through the picturesque Tuscan hills adorned with historic olive groves, expansive vineyards and charming towns. Several quaint towns will be part of your itinerary, with Greve in Chianti standing out as the renowned "wine town". Here, explore typical shops offering "vino for sale" and visit the unique triangular square hosting the local market. A visit to a local vineyard awaits, where you will gain insights into the winemaking process and indulge in a tasting of various wines, followed by a delightful Mediterranean light lunch. San Gimignano, a UNESCO Heritage Site known for its medieval charm and iconic skyline of tall towers, will be a highlight. Enjoy a leisurely stroll along its streets, and do not miss the Duomo, adorned with frescoes covering its walls.

Spend a day in the iconic landscape of the Chianti hills with a private tour from the Pisa countryside. Drive along avenues of cypress trees, vineyards, sunflowers and medieval villages. Visit the historic town of San Gimignano and admire its ancient towers, enjoy homemade pasta and taste the best wines of the Tuscan countryside at a typical farm. Itinerary: • Our driver will pick you up at your accommodation and take you through the rolling hills of Tuscany, among olive groves, cypress trees and vineyards, to the magnificent towers of San Gimignano, also famous for its white wine, Vernaccia. • Then we move to a typical family-run farm to discover the secrets of wine production and enjoy a lunch with homemade pasta, bruschetta, Pecorino cheese and 6 wine tastings. • On the way back we stop at a second family winery near San Gimignano for another tasting of Chianti, Sangiovese, Super Tuscan and more.

Explore the heart of the Tuscan countryside on this delightful tour that combines cheese, olive oil, and medieval charm. Visit a family-run farmhouse, where you'll discover the art of cheese-making and enjoy a tasting of high-quality cow and goat's milk cheeses. Stroll through the picturesque streets of San Gimignano, learning about its rich history and indulging in a gelato (not included) made with fresh milk produced by the farmhouse visited int he morning. Alternatively, opt for a visit to the enchanting village of Certaldo. Conclude your day at a family-run olive oil mill, where you'll learn about olive oil production and enjoy a light lunch with an informative and delicious olive oil tasting. - Discover the art of cheese-making at a family-run farmhouse - Stroll through the medieval streets of San Gimignano or Certaldo - Indulge in a light lunch and olive oil tasting at the mill

Escape the crowds and step back in time with our exclusive 'Medieval Villages' tour—a journey designed for those who want to experience the true soul of Tuscany. Beyond the typical tourist path, this intimate, small-group adventure invites you to walk the storied, tower-lined streets of San Gimignano, uncover the mysterious Etruscan roots of Volterra, and explore the poetic, cobblestoned alleys of Certaldo, home of the legendary writer Boccaccio. This isn’t just sightseeing; it’s a sensory deep-dive into history, perfectly punctuated by an authentic Tuscan lunch and wine tasting at a local estate.

Here are some aspects that make a Tuscany and Chianti wine tour unique: # Authentic Tuscan Experience - *Scenic drives*: Take in the breathtaking views of the Tuscan countryside, with its rolling hills, charming villages, and vineyards. - *Local cuisine*: Savor traditional Tuscan dishes, made with fresh, locally-sourced ingredients. - *Cultural insights*: Learn about the history, traditions, and customs of Tuscany and its people. # Expert Guidance - *Knowledgeable guides*: Enjoy the expertise of local guides who are passionate about Tuscan wine, history, and culture. - *Personalized attention*: Receive personalized attention and guidance throughout the tour. # Small-Group Tours - *Intimate group sizes*: Join a small group of like-minded travelers, ensuring a more personalized and immersive experience This unique combination of immersive wine experiences, authentic Tuscan culture, expert guidance, and unique activities makes for an unforgettable Tuscany and Chianti wine tour.

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.

Discover the enchanting beauty of Chianti and the captivating charm of San Gimignano with our exclusive tour! Immerse yourself in the breathtaking landscapes of the Tuscan hills, surrounded by lush vineyards and olive groves, as you enjoy a tasting of the finest local wines in a historic winery. Explore the charming medieval streets of San Gimignano, famous for its iconic towers and award-winning gelato. Every stop offers an unforgettable experience, rich in history, culture, and authentic Tuscan charm. Join us for a day that will stay in your memories forever, where every sip and every step tells a unique story. Book now and experience the magic of Tuscany!

Embark on a private journey through the heart of Chianti along the iconic Chiantigiana Road, with scenic views of rolling hills, vineyards, and olive groves. Before leaving Florence, we will stop at Piazzale Michelangelo to admire the stunning view of the city. Our first stop is Greve in Chianti, where we will visit the main square and a famous grocery store to sample typical Tuscan products like salami and cheese. We will then continue through picturesque villages like Montefioralle and Badia di Passignano. Next, we’ll visit the medieval town of San Gimignano, a UNESCO World Heritage Site, known for its 13 towers. After free time to explore, we’ll head to a local farmhouse for a 2-hour group cooking class, followed by a delicious lunch and generous wine tasting. At the end of this unforgettable experience, we will return to Florence.

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

Escape the crowds and experience the best of Tuscany with this private shore excursion from Livorno or Florence. Travel in comfort from your ship or hotel with a private driver and enjoy a small-group walking tour of San Gimignano, led by a local expert. Discover medieval towers, artisan shops, and breathtaking views in this UNESCO-listed town. Enhance your day with an optional wine tasting and Tuscan lunch at a renowned Super Tuscan winery, where you’ll sample Vernaccia di San Gimignano and other local labels in an authentic countryside setting. After lunch, continue to Siena, one of Tuscany’s most enchanting cities. Enjoy free time to explore Piazza del Campo, admire the Siena Cathedral from outside, and stroll the historic streets at your own pace. This flexible experience can be tailored to your cruise schedule, with guaranteed on-time return. Perfect for travelers seeking a mix of history, beauty, and flavor in a single day.

Escape the hustle and bustle of Florence for a private tour of Tuscany’s medieval towns. Visit San Gimignano, known as the “Town of Fine Towers,” explore Monteriggioni’s perfectly preserved castle, and immerse yourself in the historic charm of Siena, a UNESCO World Heritage Site. From breathtaking views to centuries-old architecture, this tour provides a glimpse into the region’s rich past.

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)

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.