Best Siena Tours & Trips
One of Italy’s most famous squares, which turns into a racetrack twice a year during the country’s most famous horse race, can be found in this jewel of Tuscany. Siena plays host to the renowned Palio, a bareback horse race around Piazza del Campo in which 10 of Siena’s 17 districts, contrade, compete. Piazza del Campo, aka “Il Campo,” is a sloping piazza and the city’s favored gathering place replete with restaurants and relaxing cafes. Siena is also famous for its imposing Gothic Duomo with its white and greenish-black marble in alternating stripes.
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Dates & Length
4.6 (15 reviews) Tour Code: 744468
Start / End City
Rome, Venice, Milan
Duration
7.0 Days
City & Attractions
Rome, Pienza, Siena
+21 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
Tour Audience
Primarily Mandarin-Speaking Travelers
Save $116.27
From $805.72
$689.45
4.5 (21 reviews) Tour Code: 692640
Start / End City
Rome
Duration
15.0 Days
City & Attractions
Rome, Siena, Florence
+29 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Tour Audience
Primarily Spanish-Speaking Travelers
Operator
Europamundo Vacaciones
Save 20%
From $3,166.80
$2,533.44
4.2 (3 reviews) Tour Code: 683367
Start / End City
Rome, Milan
Duration
9.0 Days
City & Attractions
Rome, Orvieto, Siena
+8 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Tour Audience
Primarily Spanish-Speaking Travelers
Operator
Europamundo Vacaciones
Save 20%
From $1,704.00
$1,363.20
4.4 (8 reviews) Tour Code: 731841
Start / End City
Rome
Duration
5.0 Days
City & Attractions
Rome, Assisi, Siena
+11 more
Languages
English Live
Group Type
Standard Group Tour
Save 35%
From $3,740.00
$2,431.00
5.0 (5 reviews) Tour Code: 692088
Start / End City
Rome
Duration
13.0 Days
City & Attractions
Rome, Orvieto, Siena
+14 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Tour Audience
Primarily Spanish-Speaking Travelers
Operator
Europamundo Vacaciones
From
$2,077.00
4.4 (4 reviews) Tour Code: 735819
Start / End City
Rome
Duration
8.0 Days
City & Attractions
Rome, Assisi, Siena
+12 more
Languages
English Live
Group Type
Standard Group Tour
Save 10%
From $2,710.89
$2,439.80
5.0 Tour Code: 692217
Start / End City
Rome
Duration
8.0 Days
City & Attractions
Rome, Orvieto, Siena
+3 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Tour Audience
Primarily Spanish-Speaking Travelers
Operator
Europamundo Vacaciones
From
$1,140.00
5.0 (4 reviews) Tour Code: 717015
Start / End City
Rome
Duration
9.0 Days
City & Attractions
Rome, Montecatini, Florence
+9 more
Languages
English Live
Group Type
Standard Group Tour
Tour Audience
Primarily English-Speaking Travelers
Operator
The Travel Corporation (TTC)
From
$2,825.00
4.9 (4 reviews) Tour Code: 717018
Start / End City
Rome, Paris
Duration
11.0 Days
City & Attractions
Rome, Siena, Florence
+11 more
Languages
English Live
Group Type
Standard Group Tour
Tour Audience
Primarily English-Speaking Travelers
Operator
The Travel Corporation (TTC)
From
$4,025.00
4.8 (4 reviews) Tour Code: 717021
Start / End City
Rome, London
Duration
12.0 Days
City & Attractions
Rome, Siena, Florence
+12 more
Languages
English Live
Group Type
Standard Group Tour
Tour Audience
Primarily English-Speaking Travelers
Operator
The Travel Corporation (TTC)
From
$4,027.50
5.0 Tour Code: 716235
Start / End City
Rome
Duration
13.0 Days
City & Attractions
Rome, Vatican City, Naples
+20 more
Languages
English Live
Group Type
Standard Group Tour
Tour Audience
Primarily English-Speaking Travelers
Operator
The Travel Corporation (TTC)
From
$2,725.00
5.0 Tour Code: 730149
Start / End City
Rome
Duration
13.0 Days
City & Attractions
Rome, Vatican City, Siena
+26 more
Languages
English Live
Group Type
Standard Group Tour
Tour Audience
Primarily English-Speaking Travelers
Operator
The Travel Corporation (TTC)
From
$5,395.00
5.0 Tour Code: 730659
Start / End City
Rome
Duration
9.0 Days
City & Attractions
Rome, Vatican City, Perugia
+12 more
Languages
English Live
Group Type
Standard Group Tour
Tour Audience
Primarily English-Speaking Travelers
Operator
The Travel Corporation (TTC)
From
$2,995.00
4.5 (3 reviews) Tour Code: 204598
Start / End City
Florence
Duration
1.0 Day
City & Attractions
Siena, San Gimignano, Pisa
+5 more
Languages
English Live
Group Type
Standard Group Tour
Tour Audience
Primarily English-Speaking Travelers
From
$121.97
5.0 Tour Code: 536707
Start / End City
Florence
Duration
11.0 Hours
City & Attractions
Tuscany, San Gimignano, Siena
+1 more
Languages
English Live
Group Type
Standard Group Tour
Tour Audience
Primarily English-Speaking Travelers
From
$91.76
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Best Time to Visit Siena
Spring 2026/2027
Spring in Siena is a highly desirable time, marked by the transformation of the surrounding Tuscan hills into their most vibrant green. Temperatures steadily climb from a cool 14°C (57°F) in March to a very pleasant 23°C (73°F) by May. The risk of rain is present, especially in April and May, but showers are usually brief, leaving behind clear, fresh air. This season is perfect for all-day sightseeing, from exploring the Piazza del Campo to walking the narrow medieval streets without the summer heat. It is a fantastic shoulder season for tourism: the crowds are moderate, and the weather is ideal for driving through the countryside, visiting vineyards, and taking in the panoramic views from the Torre del Mangia.
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Summer 2026
Summer in Siena is hot, sunny, and very dry, with conditions typical of inland central Italy. Average high temperatures consistently peak around 32°C (90°F) in July and August, and the absence of coastal breezes can make the heat feel intense, especially in the sun-baked Piazza del Campo. This is the peak tourist season, primarily driven by the famous Palio horse race, which takes place on July 2nd and August 16th. These two dates bring massive crowds and sky-high hotel prices, making travel during those windows challenging. Outside of the Palio, the weather is perfect for spending long evenings enjoying the local cuisine and wine on an outdoor terrace, though daytime sightseeing requires hydration and planning for shade.
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Autumn 2026
Autumn is the best time to visit Siena, offering comfortable temperatures and the stunning colors of the Tuscan harvest season. Temperatures are beautifully mild in September and October, averaging between 20°C and 27°C (68°F to 81°F), then cool down to a crisp 13°C (55°F) by November. The humidity is low, and the air is clear. This period coincides with the grape and olive harvests, transforming the landscape into rich shades of gold, russet, and brown. This shoulder season offers a high-quality experience: the major Palio crowds are gone, the weather is perfect for exploring the surrounding Crete Senesi hills, and local restaurants feature seasonal dishes made with fresh truffles and new wine.
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Winter 2026/2027
Winter in Siena is cool and damp, offering a quiet, intimate experience of the ancient city. Average daytime highs in January, the coldest month, hover around 10°C (50°F), with night temperatures often dipping near freezing. While snowfall is rare, the weather is often overcast and chilly, requiring warm layers. This is the low season for tourism, outside of the Christmas and New Year's weeks, which means travelers benefit from the lowest hotel rates and enjoy key attractions, such as the Duomo and the museums, with virtually no queues. The reduced tourist traffic makes this the perfect season to appreciate Siena's art, architecture, and cozy indoor dining atmosphere without the distractions of the busy summer months.
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Reviews for Siena Tours
S
I used a member coupon when booking, and it actually worked without any hassle. The points system feels practical, not just for show. Overall, the whole experience—from booking to post-trip follow-up—was very well managed.
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A
My Best Trip So Far
The tour was perfect for seeing Italy. You hit all the good spots and then there’s free time to choose other things you’d want to do. I had fun. The tour guides were all great and I met some good people I’m still in contact with. It’s great if you’re solo.
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E
History, Wine, and Stunning Cities
This was my first guided tour, and I wasn’t sure what to expect—but it was phenomenal. Everything was organized down to the last detail, and the staff were incredibly attentive. The bus rides were comfortable and offered gorgeous countryside views. Florence completely stole my heart—standing in front of the Duomo was surreal. Venice was busy, of course, but walking across the Bridge of Sighs felt magical. I also loved how much history we got from our guide without it ever feeling like a lecture. The wine tasting in Montepulciano was another standout. It’s such a smart way to balance sightseeing with local culture. Would do it again in a heartbeat!
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S
Great experience!!!
This tour was a perfect way to experience Italy’s most iconic cities and breathtaking landscapes, from the rolling hills of Tuscany to the canals of Venice.
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FAQs about Siena Tours
What is the best time of year to visit Siena to avoid crowds and high prices?
Visit Siena between October and early April to avoid peak tourist crowds and high accommodation prices. While winter is cooler, it’s ideal for experiencing local life and festivals like the Palio di Siena's July races - if you plan ahead. Spring (May-June) offers pleasant weather but higher demand.
How do I get from Florence to Siena without a car?
Take a regional bus operated by SITA or FlixBus from Florence’s Villa Costanza station to Siena’s Piazza A. De Gasperi - journey time is about 1.5 hours. Buses run multiple times daily. Trains are not available; the nearest rail connection requires a slow, indirect route via Empoli.
Is the Siena Pass worth it for first-time visitors?
Yes, the Siena Pass offers good value if you plan to visit major sites like the Duomo, Baptistery, and Museo dell’Opera. The pass includes skip-the-line access and covers several key attractions. At €15–€18 depending on the version, it saves both time and money compared to individual tickets.
What should I know before attending the Palio di Siena in July?
Book accommodations in Siena at least 6–12 months in advance for the July 2 Palio. Expect street closures, large crowds, and limited access to parts of the historic center. Dress comfortably, carry water, and respect Contrade (district) rivalries - avoid wearing opposing colors in competitive zones.
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