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Montalcino Tours: Compare 80 Options (October 2026)

Independent comparison Prices checked October 4, 2026 Prices shown in EUR 80 options compared

Our top pick is Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting (1.5 h, ★ 5.0 (140)). The well-rated options here are private tours, starting at €58.90 from, per person, and 71 of 80 options offer free cancellation.

Our picks

Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting
Best overall

Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting

1.5 h · ★ 5.0 (140) €70 from, per person
Free cancellation
Highest weighted rating of 5 options with 50+ reviews. Check availability
Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle
Lowest price

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

1.5 h · ★ 4.7 (127) €58.90 from, per person
Free cancellation
Lowest starting price among the well-rated options. Check availability
Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano
Private option

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

9 h · ★ 4.9 (102) €776 from, per person
Free cancellation
Highest-rated private tour: only your group. Check availability

Compare the options

Option Duration Rating Price Book
Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting
Free cancellation
1.5 h ★ 5.0 (140) €70
from, per person		 Check
Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano
Free cancellation Private
9 h ★ 4.9 (102) €776
from, per person		 Check
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
Free cancellation
10.5 h ★ 4.7 (412) €229
from, per person		 Check
Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle
Free cancellation Private
1.5 h ★ 4.7 (127) €58.90
from, per person		 Check
Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch
Free cancellation Likely to sell out
8 h ★ 4.9 (110) €229
from, per person		 Check
VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch
Free cancellation Likely to sell out
9 h–10 h ★ 5.0 (45) €215
from, per person		 Check
Val d'Orcia private tour: Montalcino, Pienza and Montepulciano
Free cancellation Private
10 h ★ 5.0 (37) €545
from, per person		 Check
Exclusive Private Brunello di Montalcino Experience from Florence
Free cancellation Private
11.5 h ★ 5.0 (46) €599
from, per person		 Check
Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour
Free cancellation Private
8 h ★ 5.0 (42) €700
from, per person		 Check
Small Group Tuscany Tour Montepulciano, Montalcino and Cortona
Free cancellation
11 h ★ 4.8 (34) €155
from, per person		 Check

Explore all 80 options

  1. Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting
    Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting 1.5 h · ★ 5.0 (140)
    Free cancellation
    €70 from, per person Check availability
  2. Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano
    Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano 9 h · ★ 4.9 (102)
    Free cancellation Private
    €776 from, per person Check availability
  3. Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
    Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano 10.5 h · ★ 4.7 (412)
    Free cancellation
    €229 from, per person Check availability
  4. Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle
    Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle 1.5 h · ★ 4.7 (127)
    Free cancellation Private
    €58.90 from, per person Check availability
  5. Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch
    Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch 8 h · ★ 4.9 (110)
    Free cancellation Likely to sell out
    €229 from, per person Check availability
  6. VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch
    VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch 9 h–10 h · ★ 5.0 (45)
    Free cancellation Likely to sell out
    €215 from, per person Check availability
  7. Val d'Orcia private tour: Montalcino, Pienza and Montepulciano
    Val d'Orcia private tour: Montalcino, Pienza and Montepulciano 10 h · ★ 5.0 (37)
    Free cancellation Private
    €545 from, per person Check availability
  8. Exclusive Private Brunello di Montalcino Experience from Florence
    Exclusive Private Brunello di Montalcino Experience from Florence 11.5 h · ★ 5.0 (46)
    Free cancellation Private
    €599 from, per person Check availability
  9. Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour
    Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour 8 h · ★ 5.0 (42)
    Free cancellation Private
    €700 from, per person Check availability
  10. Small Group Tuscany Tour Montepulciano, Montalcino and Cortona
    Small Group Tuscany Tour Montepulciano, Montalcino and Cortona 11 h · ★ 4.8 (34)
    Free cancellation
    €155 from, per person Check availability
  11. Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch
    Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch 10 h · ★ 4.8 (40)
    Free cancellation
    €290 from, per person Check availability
  12. Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm
    Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm 9 h · ★ 5.0 (15)
    Free cancellation
    €259 from, per person Check availability
  13. Private Top Brunello Montalcino Wine Tour & Food Pairing Session
    Private Top Brunello Montalcino Wine Tour & Food Pairing Session 10 h · ★ 5.0 (18)
    Free cancellation Private Likely to sell out
    €500 from, per person Check availability
  14. Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano
    Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano 10 h–11 h · ★ 4.7 (7)
    Free cancellation
    €229 from, per person Check availability
  15. Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting
    Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting 9 h · ★ 4.9 (16)
    Free cancellation Private Likely to sell out
    €1,100 from, per person Check availability
  16. Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA
    Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA 8 h · ★ 5.0 (37)
    Private
    €550 from, per person Check availability
  17. Montepulciano Pienza Montalcino Tour from Siena
    Montepulciano Pienza Montalcino Tour from Siena 8 h–9 h · ★ 5.0 (5)
    Free cancellation Private
    €988 from, per person Check availability
  18. Montepulciano Pienza Montalcino Tour from Florence
    Montepulciano Pienza Montalcino Tour from Florence 9 h · ★ 4.9 (15)
    Free cancellation Private
    €985 from, per person Check availability
  19. Small-Group Brunello Wine Tour of Montalcino from Florence
    Small-Group Brunello Wine Tour of Montalcino from Florence 9 h · ★ 4.9 (14)
    €360 from, per person Check availability
  20. San Gimignano, Chianti and Montalcino Tour through Tuscan wine
    San Gimignano, Chianti and Montalcino Tour through Tuscan wine 11 h · ★ 4.8 (8)
    Free cancellation
    €140 from, per person Check availability
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