Val d'Orcia: Cypress Trees, Gladiator Fields & Wine Safaris

Skip the generic bus tours and rent a car or book a Small-Group Wine Safari to hit the cypress-lined roads properly. You are here for the gladiator film locations and Pienza’s pecorino cheese. Visit at sunrise for that low-hanging fog or late afternoon for the golden glow on the rolling hills. Give it a full day, stop in Montepulciano for a glass of Brunello, and don't forget to pack a portable charger for your camera.

Curated experiences in Val d'Orcia

Discover and book the best Tours, Activities, Events, and more in Val d'Orcia. Plan your holiday, find top-rated attractions, and enjoy unforgettable travel experiences with Holidays.City.

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Activities in Val d'Orcia

Showing top 10 of 68 available activities.

SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence

★4.9(5211)

Price: from $155.34

Full Day Tour to Val d'Orcia and Gladiator's Fields with Wines

★4.7(1200)

Price: from $93.44

Small-Group Montepulciano and Pienza Day Trip from Siena

★4.9(284)

Price: from $227.04

Siena, Cortona, Montepulciano & Val D'Orcia in a Small Group Tour

★4.8(115)

Price: from $262.89

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

★5.0(91)

Price: from $926.98

Florence: Best of Tuscany Wines & Lunch in Montepulciano

★4.1(94)

Price: from $154.15

Hot air balloon over the hills of Pienza, Montalcino and Val D'Orcia

★4.7(14)

Price: from $418.23

Brunello and Montepulciano Wine Tour from Cortona

★4.6(23)

Price: from $596.28

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

★4.7(7)

Price: from $167.29

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

★4.9(20)

Price: from $185.22