Siena
Architecture Tours

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Our most recommended Siena Architecture Tours

Siena: Siena Cathedral & Piccolomini Library Entrance Ticket

1. 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)

2. 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: City Walking Tour with Optional Siena Cathedral Tour

3. Siena: City Walking Tour with Optional Siena Cathedral Tour

Explore Siena's rich history, culture, and traditions with a local guide. The tour is designed to show you Siena's most intriguing sites in a short period, with plenty of stops for photos along the way. Start the tour with a visit to some of the city’s most significant sites including the Piazza del Campo, Palazzo Publicco, Palazzo Tolomei, Palazzo Salimbeni, and the ancient Banchi di Sopra. Upon exploring, learn which buildings hold UNESCO World Heritage-listed status and why. Continue the tour to the Basilica of San Domenico, which is home to Saint Catherine's relics. Next, stop by the Sanctuary of St. Catherine of Siena, where she once lived with her family. Pass by the Baptistery and the Siena Cathedral (or the Duomo di Siena), and head inside for a closer look (if the optional guided tour option is booked). Inside, admire the array of works of art from some of Italy’s most important artists. 

Siena: Palazzo Pubblico Entry Ticket

4. 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.

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

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

Discover the beauty of Siena during a 2-hour walking tour. One of Italy's loveliest medieval cities, it is known world-wide for its Palio, the country’s most spectacular festival that features a wild bareback horse race around Piazza del Campo, the central square. Visit Siena's historic center, a UNESCO World Heritage Site, and marvel at the magnificent architecture of the Palazzo Comunale and also the Palazzo Tolomei, said to be the oldest private palace in the city as well as the Basilica di San Domenico, Rocca Salimbeni, Palazzo Chigi Saracini, and other historical buildings. See the imposing stone tower of Palazzo Chigi Saracini, built by the powerful Marescotti family in the 12th century. The building is now the seat of the prestigious Accademia Musicale Chigiana, founded in 1923. Take a walk to St. Dominic's Basilica, built entirely of brick, and admire its Gothic architectural style. Continue your tour to one of the most spectacular cathedrals in Italy, the Duomo of Siena. Your guide will escort you inside the cathedral, where you’ll see impressive masterpieces by Donatello, Bernini, and Michelangelo. Admire the exquisite Gothic architecture, walk through the arcades with Renaissance busts of popes and emperors, and marvel at the unique black-and-white-striped bell tower.

S. Gimignano, Siena, Chianti: Escorted Tour, Lunch & Tasting

6. S. Gimignano, Siena, Chianti: Escorted Tour, Lunch & Tasting

First arrive in San Gimignano, a tiny medieval town that has remained intact through the centuries. Sitting upon a hilltop, it is famous for its numerous towers, frescoes, and other art treasures. Enjoy more free time to discover this fascinating city on your own. Next, stop at the charming historical hamlet of Monteriggioni, an amazing small medieval village enclosed by its famous walls, which remained standing to this day. Enjoy some free time to visit this place. Afterwards, you will cross the gently Chianti rolling hills, arrive at a small and typical winery. Taste 4 fantastic wines, then sample balsamic vinegar and other locally produced zero food miles products, to end this memorable experience in the heart of Tuscany. Your final stop is in Siena, where you will have free time to walk along the narrow medieval streets admiring the splendid palaces, the Cathedral, Libreria Piccolomini, and the famous shell-shaped Piazza del Campo.

Siena: Guided City Tour with Cathedral Skip-the-Line Entry

7. Siena: Guided City Tour with Cathedral Skip-the-Line Entry

Join a small group or private walking tour to discover Siena’s famous monuments and hidden treasures with an expert guide. Enjoy skip-the-line entry to Siena Cathedral and explore tucked-away squares and gardens. Meet your guide at the San Domenico Basilica. First, follow a winding route to take in panoramic views of the city, including the Duomo and Torre del Mangia. Continue your tour with the 14th-century seashell-shaped square, Piazza del Compo, a UNESCO World Heritage site. Then, learn the history of the "contrade" (districts) that challenge each other twice a year during Siena’s Palio horse race. Walk to one of the most typical "contrada" and immerse yourself in the authentic atmosphere. Find out about Siena in the Middle Ages and the local pastry that reflects these glory days. Make sure to ask your guide where to find the best local bakery that still uses centuries-old recipes to make traditional Ricciarelli and Panforte. Next, admire the magnificent Fonte Gaia fountain with its side reliefs of "The Creation of Adam" and "The Flight from the Garden of Eden." Finally, skip the line at Siena Cathedral. Follow your guide to marvel at the magnificent marble mosaic inlay floor, stained glass, and medieval masterpieces by Duccio and Pisano. See the Renaissance highlights: several Donatello, Michelangelo, and Bernini sculptures and frescoes by Pinturicchio in the Libreria Piccolomini. Armed with a wealth of knowledge about Siena, you will say goodbye to your guide in the square in front of the cathedral.

Florence: Siena, San Gimignano, & Monteriggioni Day Tour

8. Florence: Siena, San Gimignano, & Monteriggioni Day Tour

Explore the heart of beautiful Tuscany on a full-day tour of the towns of San Gimignano and Siena, then discover the bucolic wine region of Chianti. Depart from Florence by an air-conditioned bus to your first stop, the UNESCO World Heritage Site of San Gimignano. Discover one of the most splendid examples of an Italian medieval town. Distinguished by its famous towering skyline, San Gimignano stands along the Via Francigena on the hills of the Upper Val D’Elsa. Get acquainted with the Tuscan environment with the town’s Vernaccia di San Gimignano wine, saffron, and Santa Fina pottery. Enjoy some free time to stroll through the town on your own and see its beautiful squares, architecture, churches, and side streets. Afterward, head out to a unique location in the Chianti countryside to enjoy a wine tasting. Once you hop off the bus, be guided around a splendid winery. Get introduced to the estate's fascinating history and background. Head inside the cellars to learn the secrets of Chianti winemaking together with the local host. Then enjoy a delicious wine tasting of Chianti Classico. Continue to Siena for a guided tour of its enchanting architectural styles, including the Cathedral (exterior only) and Palazzo Comunale (Municipal Building, exterior only) in Piazza del Campo. The famous shell-shaped square provides the stage for the thrilling Palio horse race, run twice every summer.

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, you'll go instead to one of the Contrade Museums where the memories and trophies of the Palio horse race are preserved. Then, follow the path of the Via Francigena to admire the city's most important buildings and monuments, including the main building of the Monte dei Paschi, the oldest bank in Europe. Pass the beautiful Palazzo Tolomei and get a closer look at one of the finest palaces of the Italian Gothic style.  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.

From Siena: Brunello di Montalcino Wine Tour by Minivan

10. From Siena: Brunello di Montalcino Wine Tour by Minivan

Brunello, considered the best wine in the world, has its ancestral roots in the passion of the inhabitants of Montalcino and in the ancient winemaking tradition, handed down from one generation to the next. The town of Montalcino, with its Sangiovese grapes the wine is produced from, stands on a charming hill that lets you relish its natural wholesomeness. The town, its ancient fortress, and some of the best wineries in the world are the focus of this specialized tour. The winemaking process which includes a long maturation in casks made from valuable wood, make Brunello the “Italian ambassador in the world of our winemaking reality.” Taste prestigious wines from some of the finest wineries in Montalcino and enjoy the wonderful surrounding area.

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What people are saying about Siena

Overall rating

4.4 / 5

based on 4,566 reviews

I highly recommend this tour company for a tour of the Tuscany countryside! We originally booked a tour that didn't include Pisa or lunch but they switched us to this tour for no additional cost because of a technical issue. We were so grateful for the clear communication and the alternative offer! It was a long day, so be prepared with snacks, water and comfortable shoes. We got an hour in Pisa and an hour in San Gimignano, which was my favorite stop on the trip! Both were a little rushed but understandable with the many stops throughout the day. A 3 course lunch with wine was provided, the food was okay but overall still worth it for the wonderful day! Be aware of a ~20 min uphill walk from the bus to lunch. One of the best parts of this day was the guided walking tour of Siena - Isabella our guide did an amazing job! The Chianti wine tasting was good too, with meat, cheese, bread and wine. Overall, highly recommend this tour!!

There was only so much time in a day but did this tour pack it in...best so worth it! We were not going to have the opportunity to drive ourselves to Tuscany, Pisa or Sienna thus this tour had all the fantastic spots in one. It was a long day but the bus was comfortable. We did do a lot of walking still to get from bus depot area to attractions so you do need to be prepared. We didn't get a large amount of time at Pisa, San Gimignano or Sienna...about 45-1hr due to walking to get to the sites themselves. Again our focus was to see as much as possible so if you desire more time this may not be the tour for you. We had a great day beautiful places and views that were just picture perfect.

Great activity that allows you to get to know 4 places in the same day. San Gimigniano is magical and the wine tasting is a lot of fun. I highly recommend it.

It was very well organized. Bus was great and the bus driver was reliable on site. The tour guide was entertaining and gave interesting tips.

The activity was perfect, because at one trip way you can see three different points