3 Best Siena Day Trips

Small-Group Montepulciano and Pienza Day Trip from Siena

/ August 26, 2026

1.Small-Group Montepulciano and Pienza Day Trip from Siena

Small-group day trip from Siena to Pienza and Montepulciano with Crete Senesi views, a Val d’Orcia farm Pecorino lunch, and wine tasting.

Most Popular★ 5.0

“We had a wonderful day with our amazing and awesome guide, Daniele. He was extremely knowledgeable and informative and personable. He shared bits of history and interesting facts about the area. His knowledge of wine and it’s production is impressive. He’s a true connoisseur of great wine. A little bit of a long day but…”

281 reviews8 hours (approx.)From $217.77by Tuscan Escapes by Papilio SRL

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Pisa Day Trips, Siena, Tour Reviews, Tuscany and Chianti Day Trips

From Siena: Pisa and San Gimignano Day Trip

/ September 12, 2026

2.From Siena: Pisa and San Gimignano Day Trip

A 10-hour Siena day trip to Pisa, San Gimignano, and Chianti, with coach transport, winery lunch, and a 3-wine tasting.

★ 4.2

186 reviews10 hoursFrom $93by My Tour in Italy

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Siena, Tour Reviews, Tuscany and Chianti Day Trips

Small-Group San Gimignano and Volterra Day Trip from Siena

/ September 13, 2026

3.Small-Group San Gimignano and Volterra Day Trip from Siena

Small-group day trip from Siena to San Gimignano, Monteriggioni, and Volterra, with saffron farm lunch and an alabaster workshop visit.

★ 5.0

“Busy day but got to see sights we wouldn’t have on our own. I thought we would have a guided tour of the cities, but we just got dropped off at the gate and told when we would get picked up. We did get some info in the car on the way.”

180 reviews8 hours (approx.)From $217.77by Tuscan Escapes by Papilio SRL

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