San Gimignano
Churches & Cathedrals

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Our most recommended San Gimignano Churches & Cathedrals

From Florence: Pisa, Siena, San Gimignano, Chianti Day Trip with Siena Cathedral and Lunch

1. From Florence: Pisa, Siena, San Gimignano, Chianti Day Trip with Siena Cathedral and Lunch

Your day begins early in the morning with a tour of Pisa, where you will admire the stunning Cathedral, the Baptistery, and the Monumental Cemetery. Take photographs next to the celebrated Leaning Tower. Continue to a winery in the foothills of San Gimignano, where you will enjoy a typical Tuscan lunch with wine tasting. After lunch, explore one of the most famous medieval hilltop villages in Italy, San Gimignano. Discover the maze of cobbled streets, picturesque piazzas, and local artisan shops. Next, admire a panoramic view of the Chianti countryside, followed by a stop in Siena. Here, a specialist guide will lead you on a walk through the city's historical center. Skip the ticket line to see the interior of the magnificent cathedral, and pass through the shell–shaped Piazza del Campo, where the Palio horse race is held twice a year. You will then return to Florence.

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From Florence: Pisa, Siena, San Gimignano, Chianti Wine Tasting Full-Day Trip with Lunch

2. From Florence: Pisa, Siena, San Gimignano, Chianti Wine Tasting Full-Day Trip with Lunch

Discover UNESCO World Heritage Sites and taste Chianti wines on a full-day trip from Florence. Visit Pisa, San Gimignano, and Siena, and savor a traditional Tuscan lunch.  First, head to Pisa to marvel at the Piazza dei Miracoli, Pisa Baptistery, Pisa Cathedral, and, of course, the famous Leaning Tower of Pisa. Continue to a wine villa in the Chianti countryside. Enjoy a tour of the estate and learn about its history in the medieval chapel before your first tasting of Chianti Classico on the panoramic terrace. Next, relish a typical lunch accompanied by two of the estate's products, a "Riserva" and an IGP wine. After lunch, relax a while in the villa's luscious gardens before going to the medieval town of San Gimignano.  Then, follow the scenic roads to Siena for a tour of the city's monuments and piazzas. Visit Piazza del Campo — the site of the Palio di Siena horse race — and admire the cathedral's exterior in Piazza del Duomo. After some free time, return to Florence.

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From Florence: Tuscany Day Trip with Optional Lunch and Wine

3. From Florence: Tuscany Day Trip with Optional Lunch and Wine

Begin your journey of Tuscany at Florence’s central train station, where you will be greeted by your guide who will take care of you throughout the day.  Head straight to Siena, Italy’s most picturesque medieval city, whereupon arrival your guide will take you on a walking tour. Look up to admire the lovely terracotta roofs adorning the buildings and marvel at the magnificent Gothic and Romanesque architecture of the main cathedral.   Next, head to the hilltop town of San Gimignano, a UNESCO world heritage site, famous for the tower houses built in the Middle Ages. Enjoy free time here to see its splendid squares, palaces, churches, and magnificent towers. The last stop on your Tuscan excursion is a visit to Pisa and its iconic leaning tower. Take a stroll through the Piazza dei Miracoli and see other marvelous monuments, before driving back to Florence. Best of all, choose from either a small-group or private guided experience to make your trip special. Choose the lunch option to enjoy a homemade lunch paired with an informal wine tasting at a traditional wine estate in the Chianti wine region. Savor 4 regional wines at lunch and learn about their unique production techniques. Feast on an organic, farmhouse meal while you overlook the rolling vineyards under the Tuscan sun.

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From Florence: Siena, San Gimignano and Chianti Wine Tasting Full-Day Trip with Lunch

4. From Florence: Siena, San Gimignano and Chianti Wine Tasting Full-Day Trip with Lunch

Enjoy a wonderful day in the Tuscan countryside, visiting the most gorgeous corners of Siena, San Gimignano, and the Chianti area. Departing from Florence, drive to the historic village of Monteriggioni. Admire the landscape of olive groves and vineyards dotted with Romanesque churches, farmhouses, villas, and castles. Continue to Siena, where a local expert guide will lead you through the city's steep medieval streets to marvel at splendid palaces. Reach the Cathedral, Palazzo Comunale, and Piazza del Campo, where the Palio race takes place every year. Make a stop at a farmhouse in Chianti, where you will taste some of the best Tuscan wines, and a tasty lunch made with local produce. Continue to San Gimignano, declared a World Heritage Site by UNESCO. The guide will lead you into the heart of the village and then you will have free time to discover the beautiful squares, buildings, and alleyways.

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Full-Day Excursion to Siena, San Gimignano & Chianti

5. Full-Day Excursion to Siena, San Gimignano & Chianti

Enjoy a full-day excursion by minivan to see the beautiful Chianti area and to visit the cities of Siena and San Gimignano.  Depart at 9:00 AM from Piazza Cavalleggeri, the meeting point located in the city center of Florence. Stop at Piazzale Michelangelo for few minutes to see the splendid panorama and then in one hour you will arrive in Siena. Take a guided tour of the city center, including Piazza del Campo and the Cathedral. There is free time to walk by yourself in the narrow and ancient streets.  Then leave Siena to arrive in Monteriggioni, an old Medieval little village. After a short stop, continue to San Gimignano where you will have free time to explore the city center on your own. San Gimignano is famous for its towers, vernaccia wine and its characteristic craft articles.

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From Florence: Siena, San Gimignano and Chianti Day Trip with Siena Cathedral and Lunch

6. From Florence: Siena, San Gimignano and Chianti Day Trip with Siena Cathedral and Lunch

Depart from Florence and drive to Siena. Take a guided tour of the city center, including Piazza del Campo. Enjoy a guided tour of the famous Siena Cathedral, built in the 12th century, to discover the beauty of its treasures and works of art. There will also be free time to explore the narrow and ancient streets on your own. Then, crossing the gently rolling hills of the Chinati regiob, arrive at a small and typical winery. Taste different wines and enjoy a lunch made with fresh local produce. Arrive in Monteriggioni, where you will have a short stop to discover this small medieval village enclosed by its famous walls. Continue to San Gimignano, a walled town located on a hilltop, which remained intact through the centuries. You will have free time to explore its tall towers, beautiful frescoes, and many other valuable works of art.

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Florence: Experience Siena, San Gimignano, and Chianti

7. Florence: Experience Siena, San Gimignano, and Chianti

Explore the beauty of Tuscany in this tour from Florence to Siena, Castello di Monteriggioni, Chianti, and San Gimignano. Visit medieval towns and villages, and drive through idyllic vineyards, with the option to stop at an organic farm and winery for lunch. Meet your friendly guide at your accommodation and drive in an air-conditioned minivan to see the distinguished medieval architecture in Siena, like the seashell-shaped Piazza del Campo and Siena Cathedral before enjoying a scenic drive to Castello di Monteriggioni. Enjoy the small, fortified village and take a short stroll after lunch at one of the local restaurants. Travel along the Chianti wine road which is rich with castles and villages with a stop to admire a small medieval village surrounded by endless vineyards. Experience a unique dining setting while taking in an amazing Tuscan panorama with lunch at an organic farm in Castellina, with the lunch option. Journey to historic center of the picturesque medieval town of San Gimignano and see its ancient towers.

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Full-Day Excursion to Siena, San Gimignano & Pisa

8. Full-Day Excursion to Siena, San Gimignano & Pisa

Enjoy Tuscany's top highlights in one day. Take this small-group tour in a comfortable air-conditioned minivan. Explore the breathtaking towns of Siena, San Gimignano and Pisa. Visit Siena’s historic centre with an expert guide, then stop in the medieval town of San Gimignano. At the end explore Pisa and its Leaning Tower. Siena and San Gimignano are the symbols of Medieval and Gothic architectures; characteristic elements are the historic towers, the pointed arches, and the narrow streets. Moreover this Tuscan area is known also  for its superb food specialties, such as panforte and pici, which you will surely have the chance to taste. Then head to Pisa and stand under the Leaning Tower of Pisa and walk through Piazza dei Miracoli, home of many historic sites. You will have free time to stroll around the city before returning to Florence.

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From Florence: Siena, San Gimignano & Chianti Private Tour

9. From Florence: Siena, San Gimignano & Chianti Private Tour

Amongst the vineyards and olive groves of Chianti, lie medieval towns and UNESCO heritage sites. Explore them all on a private, 8-hour tour of the Chianti countryside, Siena and San Gimignano. A truly private tour, you will begin your day with complimentary pick-up at your Florence hotel by chauffeured private vehicle. Your English-speaking driver is at your disposal for a maximum of 8 hours. Your first stop will be in Siena, a medieval town. Here you will meet with your private tour guide, who is at your disposal for a maximum of 2 hours. Your guide will take you through the historic city center, where you may admire the splendid palaces and other points of interest. Your tour of Siena will conclude in the Piazza del Campo, one of the most beautiful piazzas in the world. Here, you will find the Palazzo del Comune and have some free time to enjoy lunch. The journey to your next stop, San Gimignano, will take you through Chianti territory. Along the road you will find panoramic vistas, as well as lush vineyards and olive groves. Along the way to San Gimignano you may wish to stop and admire the fortified hamlet of Monteriggioni. This hamlet is a small jewel built in the 13th-century and still embraced by ancient walls. San Gimignano you will find is a UNESCO designated world heritage site. Here you will be given free time to take in the historically interesting medieval town planning, as well as the numerous towers. You will soon find out why this place is called the “Manhattan of the Middle Ages”. Touring this extraordinary region of Italy is a wonderful experience and the fact that this tour is entirely private makes it even more special.

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Siena & San Gimignano by Night: Tour with Dinner

10. Siena & San Gimignano by Night: Tour with Dinner

Many centuries ago, Siena competed with Florence for power, wealth, and artistic beauty. On this 8-hour tour you’ll head out from Florence in a comfortable air-conditioned minivan with an English speaking driver and tour leader for a full-day tour of Siena and the surrounding area. Enjoy a guided walking tour of the compact city center, and visit Piazza del Campo, the main central square, where the famous Palio horse race takes place every year. Take a walk through the quieter back streets as well, and learn about the contrade, the 17 medieval city districts that compete against each other in the Palio. During your time in Siena you’ll also enjoy a surprise tasting of a typical local product. The tour continues on to San Gimignano, famed for it's medieval skyscrapers, high walls, and narrow streets that are characteristic of a typical Tuscan hill town. You’ll see a number of well-preserved tower houses and other centuries-old monuments. After some free time in San Gimignano, you’ll experience the sunset in the Tuscan hills and then enjoy a typical Tuscan dinner at a location in the Chianti countryside.  At the end of the tour you’ll return to Florence in the comfort of the minivan.

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Other Sightseeing Options in San Gimignano

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What people are saying about San Gimignano

Overall rating

4.7 / 5

based on 880 reviews

Great trip to see a lot in a relative short time. Tuscan country side, Old towns and good food. Our guide Manolo was great, with a lot of information about Tuscany and Florence and on the way back he went past everyone to answer any questions they might had. Loved it!

Amazing immersion in the Italian history, art and cuisine. Perfect combination of sight seeing in 3 "must see" places in Tuscany, complete taste of the incredible food and wine from Tuscany and enjoyable and entertaining guide with Alessandro.

Very good guide (Lavinia), she knows a lot about the area and the history. Speaks perfect English and is very easy to understand and understand. The driver (Emiliano) is skilled and drives like a gentleman.

Great group experience, enough time to walk around and enjoy. Would have liked more time at Pisa, maybe Pisa should be a bit longer, just a suggestion.

The guide was perfect Our guide Lavina was so helpful and understanding ❤️