Day Trips

From Florence: Private Siena, Cortona, Montepulciano & Val d'Orcia Day Trip with Wine Tasting

Explore at your pace

Choose your entry time, stay as long as you like

Free cancellation

Free cancellation up to 48 hours before the start of your experience

Book now, pay later

Book now without paying anything. Cancel for free if your plans change.

Transfers available

    • Cover Tuscany's key hill towns and wine country in one full-day private trip from Florence, with round-trip minivan travel included for your group.
    • An expert local tour leader shares stories as you travel, leading short town walks to get you oriented plus farm tastings and a cellar cheese session.
    • In hilltop Montepulciano, wander stone streets, sample regional wine and savor wide Val d'Orcia vistas across UNESCO-listed countryside.
    • Free time in Siena and Cortona lets you roam historic centers, linger in piazzas and follow narrow streets past family-run cafés and small shops.

    • Day trip to Siena, Cortona and Montepulciano
    • Round-trip transportation on an 8-seat minivan
    • Local tour leader providing directions, stories and information
    • Tastings at a local farm with cured meats, bruschetta and wine
    • Visit to Cortona with free time to explore
    • Orientation walks in Montepulciano and Siena with free time to explore
    • Stop at a 14th-century cellar with wine and cheese tasting

    • Guided walking tours in Siena, Cortona and Montepulciano
    • Car seat for children under 150 cm
    • Hotel pick up and drop off are not included.

  • You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

from
€230

100% ticket guarantee

Receive tickets on time, for the experience you've booked.

100% experience guarantee

Get a refund if your experience doesn't happen as promised.

100% assistance guarantee

Available before, during, and after your trip.

Top things to do in Siena

See all

Browse by themes

Nearby cities to explore

See all