1-Day Tours

TUSCANY

5 Best 1-Day Tours In Siena

Most booked first.

Our shortlist of the 5 most-booked 1-day tours around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.

5 Best 1-Day Tours In Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena - Pienza: the Renaissance town with an hour to wander for real

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

Most Popular★ 5.0

Small-group Siena day trip to Pienza and Montepulciano via Crete Senesi and Val d’Orcia, with pecorino farm lunch and wine tastings.

“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

Check Availability →Read the review →

Small-Group San Gimignano and Volterra Day Trip from Siena

Small-Group San Gimignano and Volterra Day Trip from Siena - Monteriggioni’s walls: why this hill town is a smart warm-up

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

★ 5.0

A small-group day trip from Siena to San Gimignano and Volterra, with Via Francigena walks, saffron farm lunch, and alabaster craft.

“Excellent tour. The highlight was a visit to a workshop to meet Orme and watch him work alabaster by hand. We then had the opportunity to purchase his beautiful pieces. Our guide was first rate.”

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

Check Availability →Read the review →

San Gimignano, Chianti, and Montalcino Day Trip from Siena

San Gimignano, Chianti, and Montalcino Day Trip from Siena - Price and time: 11 hours, and why the early start matters

3.San Gimignano, Chianti, and Montalcino Day Trip from Siena

★ 4.5

An 11-hour Siena day trip hitting San Gimignano, Chianti wine country, and Montalcino for Brunello tastings plus classic Tuscan stops.

“Buyer Beware. This tour was a 3rd party vendor My tour 366, who rescheduled the tour and overbooked what was supposed to be an 8-12 semi-private tour to 28 people. The two wineries were not able to accommodate. we ended up in the production area at the last minute, not the tasting room. The bus…”

150 reviews11 hours (approx.)From $168.96by myTour in Italy

Check Availability →Read the review →

From Siena: San Gimignano, Chianti, and Montalcino Day Trip

From Siena: San Gimignano, Chianti, and Montalcino Day Trip - Chianti Winery: Four Wines, Plus Olive Oil and Balsamic Pairings

4.From Siena: San Gimignano, Chianti, and Montalcino Day Trip

★ 4.5

A full-day Tuscany wine and village loop from Siena: San Gimignano towers, Chianti cellar tastings, Val d’Orcia views, and Brunello in Montalcino.

“Winery tour and information sessions were great. Free time in San Gimignano and Montalcino was amazing, more time in both would’ve been nice. The wines were good, especially in Montalcino, and the bruschetta and cheeses were a nice touch. The meeting point was not great. We were given a spot to meet at the train…”

6 reviewsFrom $158.60by My Tour in Italy

Check Availability →Read the review →

Small-Group Arezzo and Cortona Day Trip from Siena

Small-Group Arezzo and Cortona Day Trip from Siena - Lucignano: The Golden-Tree Medieval Hamlet Stop

5.Small-Group Arezzo and Cortona Day Trip from Siena

★ 5.0

Small-group Siena day trip through Chianti towns, two winery stops with lunch and tastings, plus Lucignano, Arezzo, Cortona, and Passignano Abbey.

“This is definetely a tour worth doing while visiting the Chianti region! This was the highlight of my weekend trip to Siena. We were escorted to the beautfil village of Castellina by private van, after listening to an interesting take on Chinati wine thanks to our guide. After spending some free time in the village…”

4 reviews8 hours (approx.)From $212.93by Tuscan Escapes by Papilio SRL

Check Availability →Read the review →

Explore Siena & Tuscany

Siena

Day Trips

Wine & Food

Experiences