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

English, Spanish, French, Italian +16Siena, Italy

Free cancellation
Instant confirmation

From

$258

Your Experience

Discover Siena, Cortona, Montepulciano, and the UNESCO-listed Val d’Orcia on a small-group Tuscany day trip from Florence. Travel comfortably with a maximum of 8 guests as you explore medieval hill towns, scenic countryside, and some of Tuscany’s most iconic landscapes. Visit Siena’s historic center, stroll through the picturesque streets of Cortona, enjoy a wine tasting in Montepulciano, and admire the rolling hills of Val d’Orcia. Perfect for travelers seeking authentic Tuscan villages, renowned wines, panoramic photo stops, and a more personalized experience.

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

Included

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

Not included

Guided walking tours in Siena, Cortona, and Montepulciano
Car seat for kids under 150cm
Hotel Pick Up/Drop Off
Tips & Gratuities

Meeting and pickup

1 location

Pickup detailsRead more

• Your voucher will be emailed to you shortly.

• Display the voucher on your mobile phone with a valid photo ID at the starting point.

• Please check your final voucher for the starting point details & specific instructions.

Meeting point1

Meeting
Piazzale Di Porta Romana, , Siena
Piazzale Di Porta Romana, , Siena, SIENA, 50125, Italy
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End point

End

This activity ends back at the meeting point.

Good to know

Kids under 150cm (approximately 4 ft 11 in) must use an appropriate car seat according to Italian law; please bring your own or inform the operator in advance to hire one for EUR 35 per seat.
If you plan to use an inflatable car seat, ensure it has a European approval label, is suitable for your child’s weight and height, and can be installed correctly.
Pets are not permitted on this experience.
This experience is not wheelchair accessible.
Strollers are not permitted on this experience.
This tour is not recommended for travelers with walking disabilities.