Siena Trekking and Hiking Tours 2024/2025

5 superb trekking and hiking trips in Siena. Planning to go on a trekking and hiking tour in Siena? Check out 5 great trekking and hiking trips in Siena supported by 45 reviews. All trekking and hiking trips are delivered by 4 tour operators in Siena. Prices range from 43 USD to 2,929 USD and our trekking and hiking trips last from 1 day and to 11 days.

5 Trekking and Hiking tours with 45 Reviews

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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$ 2,617 US$ 2,245
SavingUS$ 372
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  • Brochure Price:US$ 2,617
  • Special Deal (14%):- US$ 372
  • Total Price from:US$ 2,245
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Next Departures
  • May 04 Only 8 seats left
  • May 11 Only 4 seats left
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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 25
  • Apr 29
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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 23 10+ seats left
  • Apr 24 10+ seats left
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Via Francigena: Southern Tuscany from Siena

of 2 reviews
  • Best price guaranteed
  • No booking fees
As a travel writer who has had too much of being met and taken everywhere I go, the chance to
  • Tour Type Private Tour
  • Activities Trekking and Hiking
  • Accommodation Hotel
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,150 View Tour
Next Departures
  • Apr 23 10+ seats left
  • Apr 24 10+ seats left
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Via Francigena: Walk from Lucca to Siena

of 1 review
  • Trip customizable
  • Best price guaranteed
8 day trekking and hiking tour through Lucca, Altopascio, San Miniato Alto and 4 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Activities Trekking and Hiking & Walking tours +3 more
  • Accommodation Hotel & Hostel
  • Transport Private Vehicle
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 628 View Tour
Next Departures
  • Apr 22
  • Apr 23
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Siena Tour Reviews

5 - Excellent
Based on 45 customer reviews
Tuscany Walking and Wine
5 - Excellent
  • Anonymous
“A really enjoyable and varied week in Tuscany. Three lovely walks through forests and vineyards. Stunning hilltop villages and market towns. Excellent wine tastings and winery visits, each a little different, and we certainly drank a lot of local Chianti. Liz, our guide, was efficient, knowledgeable, capable and so friendly. We had plenty of time to explore the cities of Siena and Florence at our own pace, and on our free day most of us opted for a cookery class at a local restaurant. Enormous fun and the lunch we helped produce, was amazing. The family run farmhouse where we stayed was full of character, and they made us so welcome. The evening meals were generous and based on local produce and served with their own estate wines.”
Chianti Walking and Wine Tour
5 - Excellent
  • Anonymous
“This tour was fantastic! Staying at Casalta was excellent. It is located close to the township and the food and people were awesome. It was an excellent balance of walking, wine, and socialising with the group.”
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.”
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