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Siena Culture & history

Our most recommended Siena Culture & history

From Florence: Day Trip Pisa, Siena & San Gimignano w/Lunch

1. From Florence: Day Trip Pisa, Siena & San Gimignano w/Lunch

Experience the wonders of Tuscany on one memorable day. Leave Florence for a 12-hour excursion and see the beautiful landscapes, architecture, and artworks of the region. Treat yourself to some local cuisine, and choose a guided tour in your language to learn even more about the historic area. Begin with the visit to Piazza del Campo, where the Palio di Siena horse race is run, and Piazza del Duomo, where you will see the exterior of the magnificent cathedral. After some free time in Siena, have lunch in a typical Tuscan winery, then enjoy some local wine. Visit San Gimignano, a UNESCO medieval town, world-known for its Vernaccia di San Gimignano. The system of towers of San Gimignano tells the glories of the powerful families. Between saffron fields and typical indigenous vineyards, the city knows how to offer postcard views. Continue to Pisa and visit its stunning Piazza dei Miracoli. Admire the Baptistery, the cathedral of Santa Maria Assunta, and, of course, the famous Leaning Tower of Pisa.

Siena: Siena Cathedral & Piccolomini Library Entrance Ticket

2. Siena: Siena Cathedral & Piccolomini Library Entrance Ticket

Benefit from fast-track entry to Siena Cathedral and admire the stunning artwork and architecture of its interior. Walk along its ornate marble mosaic floor and visit the Piccolomini Library known for its collection of vibrant frescoes. Skip the line and enter the Cathedral and admire one of the foremost masterpieces of renaissance art and architecture in Italy. Gaze at elaborate altarpieces, a sculpture by Michelangelo, and all manner of ornate decorations scattered throughout its vast interior. Enter the Piccolomini Library, which contains a sprawling series of 10 frescoes by Pinturicchio chronicling the life of Pope Pius II. Gaze upwards at the domed ceiling, masterfully adorned with complex patterns and further scenes from the pope’s life.

Siena: Siena Cathedral Complex Pass (OPA SI Pass)

3. Siena: Siena Cathedral Complex Pass (OPA SI Pass)

See notable features of the Duomo of Siena with the OPA SI fast-track entry pass. In addition to discovering the Cathedral of Siena, visit the Baptistery, the Crypt, the Piccolomini Library, and the adjacent Museo dell'Opera, Oratory, and Facciatone viewpoint with one convenient ticket. Enter the Duomo and be amazed by its grand scale as you stroll along its stunning mosaic marble floor. Admire sculptures such as The Feast of Herod by Donatello and St. Paul by Michaelangelo, amongst many artworks which are dotted around the cathedral. Visit the Baptistery of San Giovanni within the Duomo to marvel at the splendid Baptismal Font. From here, head down into the Crypt, the underground quarters that remained hidden for more than seven centuries. Then, stroll through the Piccolomini Library and gaze up at the vibrant and colorful frescoes which adorn its walls. Admire the stunning work by Pinturicchio, which depicts ten episodes from the life of Pope Pius II. Access the Museo dell'Opera which houses a selection of archaeological fragments and artwork once part of the cathedral. See a variety of Gothic sculptures by Giovanni Pisano and paintings by Ambrogio and Pietro Lorenzetti. Head into the Oratory of San Bernardino to admire the collection of the Diocesan Museum of Religious Art, with its core at the upper oratory chapel. Discover a variety of Siennese paintings from between the 13th to the 18th century. Finish up your visit to the complex with a climb up to the Facciatone viewpoint. Be enchanted by the unforgettable view over the city of Siena and the beautiful rolling hills of the Tuscan countryside.                                                                                            

Siena 2-Hour Walking Tour & Skip-the-Line Duomo Tickets

4. Siena 2-Hour Walking Tour & Skip-the-Line Duomo Tickets

Discover the beauty of Siena during a 2-hour walking tour, one of the world's most well-preserved medieval cities. Walk the narrow cobblestone streets and marvel at the architecture. Visit the Basilica di San Domenico and learn more about St Catherine, patron of Italy. Learn about the grand history of this proud Republic and discover the traditional Palio, a spectacular festival that features a wild bare-back horse race around Piazza del Campo, the city's central square. Learn about the Contrade or city neighborhoods and how they wait all year to participate in this fundamental race. Visit Siena's historic city center, a UNESCO World Heritage Site, to marvel at the magnificent architecture of Palazzo Salimbeni, today the world's oldest Bank, attesting to the wealth and trade of its glorious past. See Palazzo Tolomei, an imposing private Gothic building and the main square with its monuments and fountain. Discover the culinary traditions of the town and finally walk to one of the most spectacular cathedrals in Italy, the Duomo of Siena.  Your English-speaking local tour guide will escort you inside the Siena Cathedral to visit the chapels and to see the impressive masterpieces by Donatello, Michelangelo, and other artists, an unforgettably rich building of centuries of art and devotion.

From Siena: Brunello di Montalcino Guided Wine Tour W/ Lunch

5. From Siena: Brunello di Montalcino Guided Wine Tour W/ Lunch

Enjoy the beautiful Tuscan landscapes on the way to the famous wine hill of Montalcino with your guide. Learn about the process and passion involved in creating the famous Brunello Wine, and enjoy a local lunch. First, walk in the vineyards and explore the cellars where the wine is produced and aged before enjoying an introductory tasting of the world-famous Brunello wine. Then visit the hilltop town of Montalcino. See the town's medieval fortress, and spend time browsing the shops and streets. Take in the incredible views of the valleys and vineyards below. Next, enjoy a traditional Tuscan lunch at a family-run winery, accompanied by the delicious wines produced at the facility. Next, continue to the stunning and ancient Benedictine Abbey of Sant'Antimo, a special place set in a breathtaking landscape. In the afternoon, visit a third winery where you’ll get a detailed description of the wine-making process. Learn how the vines are cared for and about the long aging process in oak barrels. After visiting the cellars and getting to know the winemakers, you’ll sit down for a final tasting before the return drive to Siena.

From Florence: Tuscany Day Trip with Lunch at Chianti winery

6. From Florence: Tuscany Day Trip with Lunch at Chianti winery

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.

Florence: Duomo Skip-the-Line Guided Tour

7. Florence: Duomo Skip-the-Line Guided Tour

Enjoy this informative guided tour exploring the Florentine religious center by walking around all buildings of the vast Piazza del Duomo: Baptistery, Belltower, Cathedral and culminating in the visit of the interior of the Florentine Cathedral Santa Maria del Fiore, one of the largest churches in the world, with its impressive stone pillars, stained glass-windows and its sensational dome and its frescoes. On this 100% skip-the-line tour, we will walk "behind the ropes", a restricted area along the left lateral aisle taking you to stand right by the high altar with the huge Brunelleschi's dome and its amazing fresces above your heads. A truly special and unmissable experience when in Florence.

From Siena: San Gimignano, Montalcino & Wine Tasting

8. From Siena: San Gimignano, Montalcino & Wine Tasting

The first part of your full-day tour begins with a visit to the walled medieval town of San Gimignano, the City of Fine Towers. Armed with helpful information from your tour escort you’ll have free time to explore the town’s historical center and browse its artisan shops. Visit San Gimignano, the birthplace of Vernaccia, a white wine produced exclusively in the area. The wine is noted for its high quality and for being the first Italian DOCG wine. Afterwards, stop at a winery for a lunch of salami, cheese, and other local products, accompanied by Chianti tasting.  Discover Val d’Orcia, another Tuscan jewel and a UNESCO World Heritage Site. Continue on to Montalcino, perched on a hill overlooking 1,500 hectares of Brunello vineyards that have contributed to the area’s international reputation. Finally, enter a local wine cellar, where you’ll have a chance to taste the renowned Brunello of Montalcino, rated among the finest Italian DOCG wines. Sample other typical local products as well.

Siena: Walking Tour with Duomo or Contrade Museum Visit

9. Siena: Walking Tour with Duomo or Contrade Museum Visit

Take a guided walking tour of Siena and explore this UNESCO World Heritage Site's highlights. Visit the Duomo, also known as the Cathedral of the Assumption, or one of the Contrade Museums when the Duomo is closed on Sunday morning. Start your walking tour at the Duomo, and marvel at this masterpiece of Gothic architecture that contains famous works of art by Michelangelo, Donatello, and Bernini. On Sundays, enter the Contrade Museums instead, where the Palio horse race collections are preserved. Walk down Francigena street to admire the city's most important buildings and monuments, including the Monte dei Paschi, the oldest bank in Europe. Pass the beautiful Palazzo Tolomei and get a closer look at one of the finest Italian Gothic palaces. Conclude your walking tour in the monumental Piazza del Campo and experience the historical beating heart of the city where the famous Palio di Siena horse race takes place twice a year.

Siena: Palazzo Pubblico Entry Ticket

10. Siena: Palazzo Pubblico Entry Ticket

Enter the Palazzo Pubblico of Siena and visit the Civic Museum with this entry ticket. Located inside the Palazzo Pubblico, the Civic Museum is a 13th-century building home to impressive wall-to-wall fresco paintings. Explore the museum to learn about the history of Siena and see precious artifacts. Exchange your voucher for an entry ticket at the ticket office and begin your visit in the Sala del Risorgimento. This room hosts fresco paintings that depict the life of Vittorio Emanuele II, the first king of Italy. Walkthrough the Sala di Balìa and see wall paintings from the 15th-century by Spinello Aretino and Martino di Bartolomeo. Also, see the Sala dei Cardinali where precious carved coffers keep reliquaries. Move forward to the Sala del Concistoro, famous for its Beccafumi vault, and see Taddeo di Bartolo's 15th-century Cappella. Continue on to the Sala del Mappamondo, the widest room of the Palazzo Pubblico and used as the meeting place of the General Council. See the famous Maestà, a Gothic masterpiece painted by Simone Martini. The museum entry ticket also includes a visit to the 14th-century gallery, Loggia dei Nove, which offers a beautiful view of the landscape behind Palazzo Pubblico.

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What people are saying about Siena

Overall rating

4.5 / 5

based on 4,972 reviews

Had tour leader Martha and driver Boris. Long day trip but very interesting and good scenery. Tour leader was very friendly and knowledgeable. Leaves from Florence and visits Siena (free time), Chianti for lunch at winery, San Gimignano (free time) and Pisa (free time). There is a fair amount of walking on this tour and you are given free time. The tour leader is a leader and not a guide so you do not get guided tours by them at each location. Can pay for 1 hour walking tour in Siena at extra cost. We had sufficient free time at each location however we would have liked a little bit more free time in San Gimignano. Good value especially as 3 course lunch with wine is supplied.

Stefono was an amazing tour guide: great knowledge of the area, just the right amount of wit, and he cared about us having a good experience! We also had a local guide in Sienna, who was amazing in her own right. The lunch was absolutely delicious with a variety of wines, good food, and a great view! The whole day was a whirlwind and left you ready for a nap on the drive back to Florence, but it was a fantastic experience well worth the price!

Our tour guide Alex was very enthusiastic and knowledgeable and shared lots of great information throughout the tour. The food and wine were great and overall it was a time well spent. I highly recommend. San Gimignano is a must see!!!

Alex was such an amazing tour guide. He was friendly and really made the experience the best of tuscany. the tour was beautiful and so informative

It was a great way to see Tuscany in a short amount of time. The lunch at the winery was excellent!