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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7-Day Italy Art & Heritage Loop Tour from Rome/Venice: Siena, Florence, Pisa, Milan, Venice, Arezzo | Treasure-like Scenic Spots
Departure Guaranteed
Breakfast Included
Free Room Share
4-Star Hotel
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
Save $119.19
From $991.18
$871.99
New Year Special
15-Day Golden Italy Highlights from Rome:Tuscany & Liguria to Northern & Southern Italy | Free Airport Pick-up in Rome | Breakfasts and Ticket Admission Included
Operated by Europamundo
Instant Confirmation
City Center Hotel
More Free Time
Free Airport Pickup
No Mandatory Fee
4.8 (5 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
Save 20%
From $2,944.80
$2,355.84
New Year Special
Early Bird Special
Limited-Time Offer
9-Day Essential Italy Tour from Rome to Milan: Orvieto, Siena, Florence, Pisa & Genoa | Ferry to Sta Margarita de Ligure/Portofino
Operated by Europamundo
City Center Hotel
More Free Time
Free Airport Pickup
No Mandatory Fee
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
Save 5%
From $1,269.00
$1,205.55
13-Day Treasures of Italy Tour from Rome
Operated by Europamundo
City Center Hotel
More Free Time
Free Airport Pickup
No Mandatory Fee
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
From
$1,933.00
8-Day Roman Holiday Tour: Colosseum, Vatican Museums and Sistine Chapel,  Ponte Vecchio, Duomo di Firenze
Operated by Europamundo
City Center Hotel
More Free Time
Free Airport Pickup
No Mandatory Fee
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
From
$1,073.00
9-Day Tuscany Tour from Rome: Florence, Pisa and Siena | 2 Countries and 9 Cities | 8 Breakfasts, 1 Lunch, 4 Dinners
Operated by Trafalgar
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
Save 10%
From $2,710.40
$2,439.36
5-Day Italy City Break Tour from Rome: Florence, Bologna and Venice
Likely to Sell Out
Instant Confirmation
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
From
$1,197.00
11-Day Europe Family Tour from Rome: Paris, Florence and Venice | 4 Countries and 10 Cities | 10 Breakfasts, 5 Dinners
Operated by Trafalgar
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
Save 10%
From $4,057.20
$3,651.48
12-Day Europe Family Tour from Rome to London: Paris, Florence and Venice | 5 Countries and 11 Cities | 11 Breakfasts, 5 Dinners
Operated by Trafalgar
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
Save 10%
From $4,510.80
$4,059.72
8-Day Discovery of Italy Tour from Rome with Airport Transfers: Florence, Bologna and Venice | Hop-On Hop-Off | Vatican Museums: Skip the Line
Likely to Sell Out
Free Airport Pick up & Drop off
Instant Confirmation
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
From
$1,838.55
13-Day Italian Escapade Summer Tour from Rome: Florence, Venice and Sorrento | Lake Maggiore | Classic Group | 2 Countries and 14 Cities | 12 Breakfasts & 7 Dinners
Operated by Insightvacations
Free Airport Pick up & Drop off
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
Save 10%
From $5,438.16
$4,894.34
13-Day Splendours of Italy Tour from Rome: Assisi, Venice, Milan, Pisa and Florence | 3 Countries and 12 Cities | 12 Breakfasts & 4 Dinners
Operated by Costsaver
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
Save 10%
From $2,746.80
$2,472.12
9-Day Country Roads of Umbria & Tuscany Summer Tour from Rome: Perugia, San Gimignano and Florence | Classic Group | 2 Countries and 11 Cities | 8 Breakfasts, 1 Lunch & 4 Dinners
Operated by Insightvacations
Free Airport Pick up & Drop off
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
Save 10%
From $3,074.40
$2,766.96
7-Day Taste of Italy Tour from Rome to Venice, Florence and Tuscany | Free Day in Venice | Vegetarian Friendly
Meals included
Vegetarian Friendly
Price Match Guarantee
5.0 (5 reviews) Tour Code: 199351
Start / End City
Rome
Duration
7.0 Days
City & Attractions
Rome, Venice, Florence +22 more
Languages
English Live
Group Type
Standard Group Tour
From
$1,205.00
Ultimate Tuscany Day Trip From Florence: Siena - San Gimignano - Chianti - Pisa**Lunch at a Chianti Winery || UNESCO World Heritage**
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
From
$110.85
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Best Time to Visit Siena

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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Spring 2026
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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Reviews for Siena Tours

A
15-Day Golden Italy Highlights from Rome:Tuscany & Liguria to Northern & Southern Italy | Free Airport Pick-up in Rome | Breakfasts and Ticket Admission Included

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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H
9-Day Essential Italy Tour from Rome to Milan: Orvieto, Siena, Florence, Pisa & Genoa | Ferry to Sta Margarita de Ligure/Portofino

Unforgettable way to see Italy — totally worth it!

This trip blew me away! Booking was simple, and the 24/7 customer service team honestly made everything stress-free. I got quick answers about pick-up times, hotel details, and even tips for optional activities. The itinerary itself was amazing — from Rome to Milan with stops in Siena, Florence, Pisa, Cinque Terre, and Portofino. Every destination felt special, with the perfect mix of guided tours and free time to wander. Riding the train into Cinque Terre and taking the boat to Portofino were unforgettable experiences. The buses were comfortable, guides were engaging, and the included breakfasts were a great touch. Hotels were well located and good quality, making it easy to relax at the end of busy days. I’d recommend this tour to anyone wanting a hassle-free way to explore Italy’s most iconic spots. I’d do it again in a heartbeat!

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B
11-Day Europe Family Tour from Rome: Paris, Florence and Venice | 4 Countries and 10 Cities | 10 Breakfasts, 5 Dinners

It was an amazing vacation

It was an amazing vacation! It was so fun to meet new people and their families. To share in their special vacations like they shared in ours. Karly and Rafael were amazing! So much fun and so much knowledge to pass on to us. Very helpful every step of the way.

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S
13-Day Treasures of Italy Tour from Rome

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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