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Traveling to Siena in Winter 2022/2023? We offer 9 tours, trips and vacation packages to Siena in Winter 2022/2023. Our Siena in Winter 2022/2023 tour packages and trips have 54 customer reviews. All the Siena Winter 2022/2023 tour packages and trips are carried out by hand-picked, qualified local and international Siena tour operators.

9 Trips in Siena during Winter 2022/2023

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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 & Hiking +2 more
  • Accommodation No Accommodation
  • Accommodation No Accommodation
  • Age Range 5+ years old
hours04 From US$ 46 View Tour
Next Departures
  • Dec 01
  • Dec 05
Tour with flexible booking policy
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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
  • Accommodation No Accommodation
  • Age Range 5+ years old
hours09 From US$ 153 View Tour
Next Departures
  • Dec 02
  • Dec 04
Tour with flexible booking policy
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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
  • Accommodation No Accommodation
  • Age Range 5+ years old
hours08 From US$ 143 View Tour
Next Departures
  • Dec 01
  • Dec 05
Tour with flexible booking policy
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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
  • Accommodation No Accommodation
  • Age Range 5+ years old
hours08 From US$ 143 View Tour
Next Departures
  • Dec 02
  • Dec 06
Tour with flexible booking policy
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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
  • Accommodation No Accommodation
  • Age Range 5+ years old
hours08 From US$ 153 View Tour
Next Departures
  • Dec 01
Tour with flexible booking policy
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E-Bike Chianti Tour from Siena with Winery Lunch

  • Free cancellation
  • Trip customizable
7 hour bicycle trip in Siena. Read More
  • Tour Type Small Group Tour
  • Activities Bicycle tours
  • Accommodation No Accommodation
  • Accommodation No Accommodation
  • Age Range 13+ years old
hours07 From US$ 153 View Tour
Next Departures
  • Dec 02
  • Dec 06
Tour with flexible booking policy
Skip the queue Add to your Tour Wish List

Small Group Siena City & Duomo Walking Tour

  • Free cancellation
  • Trip customizable
2 hour walking tour in Siena. Read More
  • Tour Type Group Tour
  • Activities Walking tours
  • Accommodation No Accommodation
  • Accommodation No Accommodation
  • Age Range 2+ years old
hours02 From US$ 36 View Tour
Next Departures
  • Dec 01
  • Dec 03
Tour with flexible booking policy
Add to your Tour Wish List 5% OFFTODAY

Rome, Florence & Venice: 8 Days

  • Trip customizable
  • Best price guaranteed
8 day cultural, religious and historic sites tour in Italy, visiting Rome, Vatican City and Siena. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & City sightseeing +1 more
  • Accommodation Hotel & Villa
  • Transport Boat & Train
  • Age Range 4+ years old
days08 From US$ 2,010 US$ 1,909
SavingUS$ 101
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,010
  • Special Deal (5%):- US$ 101
  • Total Price from:US$ 1,909
View Tour
Next Departures
  • Dec 01
  • Dec 02
Tour with flexible booking policy
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Essential Italy

  • Trip customizable
  • Best price guaranteed
7 day art and architecture tour in Italy, visiting Rome, Perugia and Florence. Read More
  • Tour Type Group Tour
  • Activities Art and architecture & City sightseeing
  • Accommodation Hotel
  • Transport Coach & Bus
  • Age Range 1+ years old
days07 From US$ 1,099 View Tour
Next Departures
  • Feb 07 10+ seats left
  • Mar 07 10+ seats left
Showing 1 - 9 of 9 results
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Siena Tour Reviews

5 - Excellent
Based on 54 customer reviews
A perfect mix of walking, wine tasting and sight-seeing
4 - Very Good
  • Anonymous
“This was my 10th trip with this tour operator in 4 years so I am already a fan and it almost provided us with what we'd hoped for. There was a good balance of walking, wine tasting and sight-seeing. The days spent in Florence, Siena and San Gimignano were not at all rushed and we had ample time to do all that we planned. It was also great to be driven in by Simon our wonderful guide. It meant that we spent very little time travelling. Villa Casalta accommodation was simple in a traditional way and our room was beautiful and very clean. We were given a very warm greeting from Roberta on our arrival and she waved us off on our departure however for the rest of the week we hardly saw her. The swimming pool was lovely to sit around but very cold to swim in during October although I did mange it one afternoon. The location is lovely with a pleasant 20 minute walk to pretty town of Castellina along a gravel road.”
Autumnal delight
5 - Excellent
  • Anonymous
“A fantastic week of walking in golden hued countryside, sampling local wines and enjoying local food. The group was great, the guide (Mark) top notch, the hotel and staff lovely, the organisation seamless - who could ask for more.”
Great trip!
4 - Very Good
  • Andrew
“Tell everyone I said thank you greatly! It was a great trip! I will be planning a trip to northern Italy within the next few years and you can guarantee I will be looking for what your company offers. Thanks again!”
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