Private day trips from Siena to places you'll never forget
Discover handpicked day trips from Siena to the most picturesque villages, captivating landscapes, and cultural highlights in the region. All in the comfort of a private car with a friendly English-speaking local expert to spark your sense of wonder.
Discover the best day trips from Siena
See more of Italy in a day, from popular sites to quiet corners, all with ease and comfort.
Siena to Montepulciano and Pienza: Private day trip
Siena to Pienza: Private day trip
Siena to San Gimignano and Pienza: Private day trip
Siena to San Gimignano: Private day trip
Siena to Montepulciano: Private day trip
Siena to San Gimignano and Montepulciano: Private day trip
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What to expect on your
day trip
Know more about your day trip
The official language of Italy is Italian. In Siena, English is spoken in many tourist areas, hotels, and restaurants, though less so than in larger cities like Rome or Florence. Learning basic Italian phrases is helpful and appreciated.
The best time to visit Siena is during spring (March to May) and autumn (September to November) when temperatures are pleasant and crowds are manageable. The famous Palio horse race takes place in July and August, drawing huge crowds. Late fall offers beautiful weather and lower prices with fewer tourists.
The currency used in Italy is the Euro (EUR). ATMs are widely available throughout Siena, and credit and debit cards are accepted in most hotels, restaurants, and shops. However, carrying some cash is advisable for smaller cafes, markets, and traditional establishments that may prefer cash payments.
The Palio di Siena is a historic horse race held twice annually (July 2 and August 16) in Piazza del Campo. The city's 17 contrade (neighborhoods) compete, each with its own colors, emblem, and traditions. This passionate event dates back centuries and is central to Sienese identity and culture.
Popular day trips from Siena include San Gimignano with its medieval towers, Montepulciano known for its wine and Renaissance architecture, and Pienza, a perfect Renaissance hill town. These Tuscan gems offer stunning countryside views, excellent local wines, and authentic Italian charm, all within easy reach of Siena.
Siena's historic center is completely pedestrianized and compact, making walking the only and best way to explore. Most major attractions are within a 15-20 minute walk of each other. The medieval streets and alleys are part of the experience.
Main attractions include Piazza del Campo, one of Europe's most beautiful medieval squares, and the magnificent Siena Cathedral with its striped marble facade. The Torre del Mangia offers panoramic Tuscan views, while the Civic Museum houses important frescoes. The contrade museums provide insight into Siena's unique neighborhood traditions.
While Siena makes an excellent day trip from Florence (1.5 hours by train), staying overnight allows you to experience the city's magical atmosphere after day-trippers leave. Evening brings a more authentic feel with locals enjoying aperitivi in the piazzas. Two nights provides time to explore thoroughly and take day trips to nearby hill towns.
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We did not know what to expect with this trip and booked from Australia. We were initially looking for an easy way to travel from Granada to Malaga. We decided not to waste the opportunity to see something additional on our way. Miguel certainly exceeded our expectations. His English was excellent (unfortunately we speak very little Spanish), and he was very friendly and helpful. We thoroughly enjoyed hearing about the regions as we passed through and also discussing some of the local ways. Miguel took us to Antequera as planned and ensured we were able to easily get our tickets to the attractions without any sense of rushing us. We were picked up and dropped off punctually and really enjoyed our trip. Hopefully we will return to Spain and we can use this service again sometime.
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