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Walking Tours in Siena: Compare 107 Options (October 2026)

Independent comparison Prices checked October 4, 2026 Prices shown in EUR 107 options compared

Our top pick is Siena: A Wine Tour and Tasting Experience (3 h, ★ 5.0 (401)). Well-rated options start at €40 from, per person, and 96 of 107 options offer free cancellation.

Our picks

Siena: A Wine Tour and Tasting Experience
Best overall

Siena: A Wine Tour and Tasting Experience

3 h · ★ 5.0 (401) €85 from, per person
Free cancellation
Highest weighted rating of 11 options with 50+ reviews. Check availability
Skip the Line: Siena Duomo and City Walking Tour
Lowest price

Skip the Line: Siena Duomo and City Walking Tour

2 h · ★ 4.8 (803) €40 from, per person
Free cancellation
Lowest starting price among the well-rated options. Check availability
Discover the Medieval Charm of Siena on a Private Walking Tour
Private option

Discover the Medieval Charm of Siena on a Private Walking Tour

2 h–3 h · ★ 4.8 (263) €155 from, per person
Free cancellation
Highest-rated private tour: only your group. Check availability

Compare the options

Option Duration Rating Price Book
Siena: A Wine Tour and Tasting Experience
Free cancellation
3 h ★ 5.0 (401) €85
from, per person		 Check
Skip the Line: Siena Duomo and City Walking Tour
Free cancellation
2 h ★ 4.8 (803) €40
from, per person		 Check
Discover the Medieval Charm of Siena on a Private Walking Tour
Free cancellation Private
2 h–3 h ★ 4.8 (263) €155
from, per person		 Check
Guided Winery Tour and Wine Tasting in Siena
Free cancellation
2.5 h ★ 5.0 (77) €75
from, per person		 Check
Siena: Chianti Sunset Tour with Dinner & Wine Tasting
Free cancellation
3 h ★ 5.0 (56) €95
from, per person		 Check
Private Tour: Secret Siena Walking Tour
Free cancellation Private
3 h ★ 5.0 (117) €280
from, per person		 Check
Siena Underground Wine tasting in a Medieval Cave
Free cancellation
1 h ★ 5.0 (61) €75
from, per person		 Check
Truffle Hunting Experience Siena Tartufi
Free cancellation
2 h ★ 5.0 (62) €140
from, per person		 Check
Private Tour: Siena Walking Tour
Free cancellation Private
2 h ★ 5.0 (51) €180
from, per person		 Check
Siena walking tour with lunch & Chianti wine
Free cancellation Likely to sell out
2.5 h ★ 4.8 (101) €85
from, per person		 Check

Explore all 107 options

  1. Siena: A Wine Tour and Tasting Experience
    Siena: A Wine Tour and Tasting Experience 3 h · ★ 5.0 (401)
    Free cancellation
    €85 from, per person Check availability
  2. Skip the Line: Siena Duomo and City Walking Tour
    Skip the Line: Siena Duomo and City Walking Tour 2 h · ★ 4.8 (803)
    Free cancellation
    €40 from, per person Check availability
  3. Discover the Medieval Charm of Siena on a Private Walking Tour
    Discover the Medieval Charm of Siena on a Private Walking Tour 2 h–3 h · ★ 4.8 (263)
    Free cancellation Private
    €155 from, per person Check availability
  4. Guided Winery Tour and Wine Tasting in Siena
    Guided Winery Tour and Wine Tasting in Siena 2.5 h · ★ 5.0 (77)
    Free cancellation
    €75 from, per person Check availability
  5. Siena: Chianti Sunset Tour with Dinner & Wine Tasting
    Siena: Chianti Sunset Tour with Dinner & Wine Tasting 3 h · ★ 5.0 (56)
    Free cancellation
    €95 from, per person Check availability
  6. Private Tour: Secret Siena Walking Tour
    Private Tour: Secret Siena Walking Tour 3 h · ★ 5.0 (117)
    Free cancellation Private
    €280 from, per person Check availability
  7. Siena Underground Wine tasting in a Medieval Cave
    Siena Underground Wine tasting in a Medieval Cave 1 h · ★ 5.0 (61)
    Free cancellation
    €75 from, per person Check availability
  8. Truffle Hunting Experience Siena Tartufi
    Truffle Hunting Experience Siena Tartufi 2 h · ★ 5.0 (62)
    Free cancellation
    €140 from, per person Check availability
  9. Private Tour: Siena Walking Tour
    Private Tour: Siena Walking Tour 2 h · ★ 5.0 (51)
    Free cancellation Private
    €180 from, per person Check availability
  10. Siena walking tour with lunch & Chianti wine
    Siena walking tour with lunch & Chianti wine 2.5 h · ★ 4.8 (101)
    Free cancellation Likely to sell out
    €85 from, per person Check availability
  11. Siena Private Highlights and Hidden Gems Walking Tour
    Siena Private Highlights and Hidden Gems Walking Tour 2 h–6 h · ★ 4.9 (12)
    Free cancellation Private
    €78.50 from, per person Check availability
  12. VIP Chianti, Brunello wine & Pienza with lunch From Siena
    VIP Chianti, Brunello wine & Pienza with lunch From Siena 8 h–9 h · ★ 5.0 (28)
    Free cancellation Likely to sell out
    €235 from, per person Check availability
  13. Siena: Chianti Wine Tour with Wine Tasting and Lunch
    Siena: Chianti Wine Tour with Wine Tasting and Lunch 3 h · ★ 5.0 (13)
    Free cancellation
    €75 from, per person Check availability
  14. Exclusive Wine Tour and Tasting Experience in Siena
    Exclusive Wine Tour and Tasting Experience in Siena 3.5 h · ★ 5.0 (19)
    Free cancellation
    €150 from, per person Check availability
  15. Siena Private Walking Tour: Traditions, Streets & Cathedral
    Siena Private Walking Tour: Traditions, Streets & Cathedral 2 h–3 h · ★ 4.6 (82)
    Free cancellation Private
    €154 from, per person Check availability
  16. Hunt for the 10 Treasures of Siena
    Hunt for the 10 Treasures of Siena 1 h–4 h · ★ 5.0 (40)
    Free cancellation Private
    €62 from, per person Check availability
  17. Private Tour of Siena Cathedral
    Private Tour of Siena Cathedral 2 h · ★ 5.0 (24)
    Free cancellation Skip the line Private
    €138 from, per person Check availability
  18. Siena Highlights Private Walking Tour With A Guide (Private Tour)
    Siena Highlights Private Walking Tour With A Guide (Private Tour) 3 h · ★ 4.3 (36)
    Free cancellation Private
    €140 from, per person Check availability
  19. Truffle Hunting in Tuscany
    Truffle Hunting in Tuscany 2 h · ★ 4.7 (45)
    Free cancellation
    €105 from, per person Check availability
  20. Siena Walking Tour with Audio and Written Guide by a local
    Siena Walking Tour with Audio and Written Guide by a local 4 h–5 h · ★ 4.4 (45)
    Free cancellation
    €6 from, per person Check availability
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Best overall · €85 Check availability