Siena
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Our most recommended Siena Nature & Adventure

Siena: Siena Cathedral Complex Pass (OPA SI Pass)

1. 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

2. 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. 

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.

From Florence: Chianti Hills Wineries Tour with Tasting

4. From Florence: Chianti Hills Wineries Tour with Tasting

Immerse yourself in Italy's renowned winemaking culture on this guided tour by van from Florence. Leave the city behind as you head out into the Tuscan countryside, marveling at the landscape around you. Visit two local wineries and enjoy wine tastings in both of them, learning about the wine-making process from locals. Arrive in the charming town of Radda in Chianti and visit one of the town’s traditional wineries. Enjoy a tasting session of 3 regional wines, then have the opportunity to purchase them. Spend some free time exploring the narrow streets of the town. Continue towards a traditional farm and winery. Learn about the winemaking process from grape to glass. Then enjoy another tasting session of 3 Chianti wines as well as local products. Finally, sit back and relax on the return journey to Florence.

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.

From Florence: Siena, San Gimignano & Monteriggioni Tour

7. From Florence: Siena, San Gimignano & Monteriggioni Tour

Cross the beautiful Chianti hills as you ride south from Florence in an air-conditioned GT Coach. Arrive at San Gimignano, a medieval town declared a World Heritage Site by UNESCO. Take time to wind your way through the narrow streets and admire the landscape. Make the second stop at Siena. Explore the Piazza del Campo, famous for the Palio Horse Race and for its splendid examples of Gothic civic architecture. You can also visit the magnificent Palazzo Pubblico. Finally, visit Monteriggioni and its intact medieval city walls. Then, head to the Chianti area and enjoy postcard-perfect landscapes. Conclude your day at a famous wine estate and taste fine Chianti red wine along with homemade snacks.

Siena: Walking Tour with Duomo or Contrade Museum Visit

8. 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.

Florence: Siena, San Gimignano, & Monteriggioni Day Tour

9. 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.

Brunello di Montalcino Full-Day Wine Tour with Tastings

10. Brunello di Montalcino Full-Day Wine Tour with Tastings

Wine lovers will enjoy this full-day tour through the beautiful Tuscan landscape with stops to visit some typical local wineries. Explore the famous wine hills of Montalcino and learn about the process and passion involved in creating Brunello di Montalcino, one of Italy's most prestigious wines. Your tour begins with a drive along the ancient Roman road from Siena to the famous wine hills of Montalcino. The first stop will be at a small, typical area winery where you’ll have a chance to walk in the vineyards, explore the cellars, and enjoy an introductory tasting of world-famous Brunello wine. Next you’ll head to Montalcino, the hill town that gives its name to the region and its wines. Here you’ll have the opportunity to climb the fortress walls, spend some time browsing the shops and tasting the Brunello wines in wine bars, or simply enjoy the incredible views of the valleys and vineyards below. After visiting the town of Montalcino the tour continues on to the stunning ancient mystical Benedictine Abbey of Sant Antimo, a special place in a tranquil setting. You’ll enjoy a traditional Tuscan lunch at a family-run winery, accompanied by the delicious wines produced at the facility. Afterwards, you’ll have the opportunity to visit the farm. In the afternoon you’ll visit a third winery where you’ll get a detailed description of the wine-making process, and 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 of this nectar of the gods.

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What people are saying about Siena

Overall rating

4.5 / 5

based on 4,162 reviews

Great day with free lunch at the middle of Tuscany farm with excelent appetizer and quality of food. Great italian product and a good tourist guide. This is our 4rrh time for get your guide and its always worth. But not good for elderly person because of time. The trip was confortable and with nice abd goid driver. 12 hrs exsact. We arrive earlier but its fine. The meeting place was perfect for us, because we need to catch up the train after wards. Am sure that we will do it again on get tour guide. Thanks!

First of all Camilla, was the best. She did a wonderful job explaining each location we visited. The view from the winery/farm was breathtaking. The wines we tasted were excellent and the food was delicious. It was all very well organized . Fellow tourist all followed timing guidelines so that made for a better tour. In my opinion Pisa could have been left off this trip for another winery visit.

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.

Daniel was an excellent guide, we enjoyed every stop of the tour and look forward to recommending it to our friends.

Constantino is very good and interested in everybody