Day Trips

From Florence: Private Small-Group Tour of Siena, Cortona, Montepulciano, and Val d'Orcia with Local Tastings

Explore at your pace

Choose your entry time, stay as long as you like

Guided tour

Transfers available

    • Round-trip transportation by comfortable minivan with a local English-speaking tour leader
    • Free time to explore the medieval towns of Siena, Cortona, and Montepulciano
    • Tuscan farm tasting with local cured meats, bruschetta, and regional wine
    • Visit to a 14th-century underground cellar in Montepulciano with wine and cheese tasting
    • Scenic drive through the UNESCO-listed Val d’Orcia, featuring rolling hills and iconic cypress-lined landscapes


    • Round-trip transportation by comfortable minivan with a local English-speaking tour leader
    • Visit to a local Tuscan farm with tastings of regional products
    • Free time to explore the medieval hill town of Cortona
    • Guided orientation walks and free time in Siena and Montepulciano
    • Visit to a 14th-century underground cellar with wine and cheese tasting


    • Guided walking tours in Siena, Cortona, and Montepulciano
    • Car seat for kids under 150cm
    • Hotel Pick Up/Drop Off
    • Tips & Gratuities
  • These tickets can't be cancelled or rescheduled.

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Visitors exploring the facade of Siena Cathedral, Italy.
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