Siena Tours and Trips 2024/2025

We offer 25 tours in Siena having in total 63 customer reviews. Tour durations range from 4 to 11 days and the top tour categories in Siena are cultural, religious and historic sites, walking tours & art and architecture. Out of the 25 trips in Siena, 6 of them are private tours and 19 are group tours. Our Siena tours are offered by 7 qualified and hand-picked tour operators and each Siena trip comes with a best price guarantee and no added booking fees.

25 Trips in Siena with 63 Reviews

Add to your Tour Wish List 13% OFFTODAY

Tuscany Walks & Chianti Wines

of 38 reviews
  • Best price guaranteed
  • No booking fees
One week of great walks , great hospitality and great food .. superb leader in Mark and combined wit ...
  • Tour Type Small Group Tour
  • Activities Trekking and Hiking & Food tours
  • Accommodation Hotel
  • Transport Train
  • Age Range 18-95 yrs
  • Operated in English
days08 From US$ 2,683 US$ 2,325
SavingUS$ 358
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,683
  • Special Deal (13%):- US$ 358
  • Total Price from:US$ 2,325
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Next Departures
  • Apr 06 Only 5 seats left
  • Apr 13 Only 3 seats left
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Brunello di Montalcino Wine Tour from Siena

of 1 review
  • Free cancellation
  • Best price guaranteed
This tour can be described in one word - amazing. Great guide and wine tour. Would highly recommend ...
  • Tour Type Small Group Tour
  • Activities Wine tasting tours & Cultural, religious and historic sites
  • Accommodation No Accommodation
  • Age Range 1-99 yrs
  • Operated in English, Italian, Spanish
hours05 From US$ 129 View Tour
Add to your Tour Wish List 10% OFFTODAY

Grand Journey of Italy - 11 Days

of 2 reviews
  • Trip customizable
  • Best price guaranteed
Awesome tour, Many fantastic sights throughout the tour, great experience I'll never forget. Well or ...
  • Tour Type Group Tour
  • Activities Art and architecture & Cultural, religious and historic sites +3 more
  • Accommodation Hotel
  • Transport Bus & Coach
  • Age Range 1-99 yrs
  • Operated in English
days11 From US$ 3,255 US$ 2,929
SavingUS$ 326
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,255
  • Special Deal (10%):- US$ 326
  • Total Price from:US$ 2,929
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Next Departures
  • Apr 14
  • Apr 21
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Pienza and Montepulciano Tour from Siena

of 1 review
  • Free cancellation
  • Best price guaranteed
The trip was very entertaining. The tour guide Lara provided good information about what we were s ...
  • Tour Type Group Tour
  • Activities Wine tasting tours & Art and architecture
  • Accommodation No Accommodation
  • Age Range 1-99 yrs
  • Operated in Chinese, English, Italian, Portuguese, Spanish
hours8.5 From US$ 103 View Tour
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Small Group Brunello Wine Tour from Siena

of 1 review
  • Free cancellation
  • Trip customizable
We had the most fantastic trip on our brunello wine tour. It was the best tour on our whole Italian
  • Tour Type Small Group Tour
  • Activities Wine tasting tours & Farm and plantation visits
  • Accommodation No Accommodation
  • Age Range 17-79 yrs
  • Operated in English
hours09 From US$ 195 View Tour
Next Departures
  • Apr 01
  • Apr 02
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Half-Day Guided Hike to Monteriggioni from Siena

of 1 review
  • Free cancellation
  • Trip customizable
4 hour countryside and village visits trip through Siena and Monteriggioni. Read More
  • Tour Type Small Group Tour
  • Activities Countryside and village visits & Trekking and Hiking +2 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours04 From US$ 59 View Tour
Next Departures
  • Apr 01
  • Apr 04
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Small Group San Gimignano & Volterra Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour cultural, religious and historic sites trip through Tuscany and Siena. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Art and architecture +3 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 195 View Tour
Next Departures
  • Apr 02
  • Apr 05
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Small Group Pienza & Montepulciano Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour cultural, religious and historic sites tour in Siena. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Farm and plantation visits +1 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 195 View Tour
Next Departures
  • Apr 01
  • Apr 04
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Small Group Chianti & San Gimignano Sunset Wine Tour

  • Free cancellation
  • Trip customizable
On this day trip you will visit Chianti, Tuscany and Siena. Read More
  • Tour Type Small Group Tour
  • Activities Beer and drinks tasting
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 195 View Tour
Next Departures
  • Apr 03
  • Apr 06
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Via Francigena: Lucca to Siena

of 1 review
  • Best price guaranteed
  • No booking fees
This was an absolutely wonderful trip. The organisation was excellent, accommodation much better tha ...
  • Tour Type Private Tour
  • Activities Trekking and Hiking
  • Accommodation Hotel
  • Transport Train
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,190 View Tour
Next Departures
  • Apr 02 10+ seats left
  • Apr 03 10+ seats left
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Guided Walking Tour of Siena with Cathedral

  • Free cancellation
  • Best price guaranteed
1 hour walking tour in Siena. Read More
  • Tour Type Group Tour
  • Activities Walking tours
  • Accommodation No Accommodation
  • Age Range 1-99 yrs
  • Operated in English, Italian
hours01 From US$ 43 View Tour
Next Departures
  • Apr 01
  • Apr 02
Add to your Tour Wish List 35% OFFTODAY

Italy City Break - 5 Days

of 4 reviews
  • Trip customizable
  • Best price guaranteed
Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the icon ...
  • Tour Type Group Tour
  • Activities Cultural, religious and historic sites & Local culture +3 more
  • Accommodation Hotel
  • Transport Bus & Coach
  • Age Range 1-99 yrs
  • Operated in English
days05 From US$ 1,790 US$ 1,163
SavingUS$ 627
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,790
  • Special Deal (35%):- US$ 627
  • Total Price from:US$ 1,163
View Tour
Next Departures
  • Apr 15
  • Apr 22
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Small Group Chianti and Castles Wine Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour farm and plantation visits trip through Chianti and Siena. Read More
  • Tour Type Small Group Tour
  • Activities Farm and plantation visits & Wine tasting tours
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 195 View Tour
Next Departures
  • Apr 01
  • Apr 04
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E-Bike Chianti Tour from Siena with Winery Lunch

  • Free cancellation
  • Trip customizable
6 hour bicycle trip in Siena. Read More
  • Tour Type Small Group Tour
  • Activities Bicycle tours
  • Accommodation No Accommodation
  • Age Range 13-79 yrs
  • Operated in English
hours06 From US$ 195 View Tour
Next Departures
  • Apr 03
  • Apr 06
Showing 1 - 14 of 25 results
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Siena Tour Reviews

5 - Excellent
Based on 63 customer reviews
Chianti April 2015
5 - Excellent
  • Anonymous
“It was my first trip with this tour company and it more than lived up to expectations. The itinerary was varied; a great mixture of walking, culture and wine-tasting - a wonderful way to visit this fascinating area of Italy. The accommodation was lovely, food delicious and our tour leader was fantastic - she was very knowledgeable about the local area and always went the extra mile for the group. It was a very well organised and interesting trip, I would definitely recommend it.”
Chianti walking & wine
5 - Excellent
  • Anonymous
“A great holiday, Liz was fab. Be prepared for some serious walking if your not a regular walker up & down hills on rough ground. All in all a great time with a great group of people & lovely accommodation. Would definitely recommend.”
Right First Time!
5 - Excellent
  • Anonymous
“This was our first actual trip with this tour company and it was all that we hoped for, and more. The balance of walking, wine tasting and culture was spot on! Villa Casalta accommodation was great - simple in a traditional way, owner and Marguerite warmly welcoming and helpful, beautiful swimming pool (used by several of us even though it was end of Sept), entertaining dog (Stella) and cat, with only a slow off-road 20 minute walk to pretty town of Castellina.”
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