Day tripsCountriesItalyDay trips around Siena

Private day trips from Siena to places you'll never forget

Discover handpicked day trips from Siena to the most picturesque villages, captivating landscapes, and cultural highlights in the region. All in the comfort of a private car with a friendly English-speaking local expert to spark your sense of wonder.

Featured in
Forbes
The Sun
Business Insider
Yahoo! Life
The Manual
Johnny Jet
Just Luxe
Forbes
The Sun
Business Insider
Yahoo! Life
The Manual
Johnny Jet
Just Luxe
Forbes
The Sun
Business Insider
Yahoo! Life
The Manual
Johnny Jet
Just Luxe
Forbes
The Sun
Business Insider
Yahoo! Life
The Manual
Johnny Jet
Just Luxe

Discover the best day trips from Siena

See more of Italy in a day, from popular sites to quiet corners, all with ease and comfort.
Siena to Montepulciano and Pienza: Private day trip
Top pick

Siena to Montepulciano and Pienza: Private day trip

7h 15m ⸱ Private group
From €229 / per person
Siena to Pienza: Private day trip
Popular

Siena to Pienza: Private day trip

4h 45m ⸱ Private group
From €169 / per person
Siena to San Gimignano and Pienza: Private day trip
Popular

Siena to San Gimignano and Pienza: Private day trip

8h 30m ⸱ Private group
From €256 / per person
Siena to San Gimignano: Private day trip
Popular

Siena to San Gimignano: Private day trip

5h 45m ⸱ Private group
From €189 / per person
Siena to Antinori nel Chianti Classico: Private day trip
Popular

Siena to Antinori nel Chianti Classico: Private day trip

4h 30m ⸱ Private group
From €171 / per person
Siena to Arezzo and Anghiari: Private day trip
Popular

Siena to Arezzo and Anghiari: Private day trip

6h 45m ⸱ Private group
From €227 / per person
Siena to Badia di Passignano and San Gimignano: Day trip

Siena to Badia di Passignano and San Gimignano: Day trip

7h 15m ⸱ Private group
From €226 / per person
Siena to Chianti Region: Private day trip

Siena to Chianti Region: Private day trip

5h 0m ⸱ Private group
From €172 / per person
Siena to Colle di Val d’Elsa and Certaldo: Day trip

Siena to Colle di Val d’Elsa and Certaldo: Day trip

7h 15m ⸱ Private group
From €221 / per person
Siena to Florence: Private day trip

Siena to Florence: Private day trip

7h 30m ⸱ Private group
From €233 / per person
Siena to Lake Trasimeno and Arezzo: Private day trip

Siena to Lake Trasimeno and Arezzo: Private day trip

9h 45m ⸱ Private group
From €292 / per person
Siena to Lake Trasimeno view and Passignano sul Trasimeno

Siena to Lake Trasimeno view and Passignano sul Trasimeno

5h 0m ⸱ Private group
From €188 / per person
Siena to Montalcino and Pienza: Private day trip

Siena to Montalcino and Pienza: Private day trip

6h 30m ⸱ Private group
From €205 / per person
Siena to Montepulciano: Private day trip

Siena to Montepulciano: Private day trip

5h 0m ⸱ Private group
From €183 / per person
Siena to Perugia: Private day trip

Siena to Perugia: Private day trip

6h 45m ⸱ Private group
From €233 / per person
Siena to Pisa and Lucca: Private day trip

Siena to Pisa and Lucca: Private day trip

10h 30m ⸱ Private group
From €314 / per person

Explore Italy from other cities

Explore Italy from other cities

Naples

Naples

Positano

Positano

Sorrento

Sorrento

Collect great moments with Daytrip.
Like your fellow travelers did.

Cannot think of enough positive things to say about my amazing driver Arsenie.

Cannot think of enough positive things to say about my amazing driver Arsenie.
Ashley SDecember 31, 2024
Cannot think of enough positive things to say about my amazing driver Arsenie.
tripadvisor
based on 5,176 reviews
trustpilot
based on 991 reviews on

Trusted in 130+ destinations worldwide

Operating all over the world means we know the best ways, everywhere.

24/7 support you can count on

With Daytrip, you are never alone. Get the help you need, anytime, anywhere.

Local experts behind the wheel

Our English-speaking drivers are vetted professionals who are experts in routes, local tips, and safety.

Flexibility to customize your trip

Personalize your trip to see exactly what you want, when you want.

Safety and confidence, all the way

Discover new places with peace of mind, knowing you are safe, comfortable, and on time.

Last minute trips, easy bookings

Book today, travel tomorrow. Your next trip is ready when you are.

Your own way to explore.
Your own way to feel inspired.

day-trip-usp-1

Curated by experts, loved by travelers

Every stop is handpicked by our expert travel curators, inspired by thousands of real experiences our travelers still cherish. So you get the day trip everyone wishes they’d taken.

day-trip-usp-2

Your trip begins where and when you choose

day-trip-usp-3

Discover local insights you won't find in guidebooks

day-trip-usp-4

Experience the freedom to explore at your own speed

day-trip-usp-5

Perfect for you, no matter how you travel

What to expect on your
day trip

Know more about your day trip

The currency used in Italy is the Euro (EUR). ATMs are widely available throughout Siena, and credit and debit cards are accepted in most hotels, restaurants, and shops. However, carrying some cash is advisable for smaller cafes, markets, and traditional establishments that may prefer cash payments.

The official language of Italy is Italian. In Siena, English is spoken in many tourist areas, hotels, and restaurants, though less so than in larger cities like Rome or Florence. Learning basic Italian phrases is helpful and appreciated.

The best time to visit Siena is during spring (March to May) and autumn (September to November) when temperatures are pleasant and crowds are manageable. The famous Palio horse race takes place in July and August, drawing huge crowds. Late fall offers beautiful weather and lower prices with fewer tourists.

Popular day trips from Siena include San Gimignano with its medieval towers, Montepulciano known for its wine and Renaissance architecture, and Pienza, a perfect Renaissance hill town. These Tuscan gems offer stunning countryside views, excellent local wines, and authentic Italian charm, all within easy reach of Siena.

The Palio di Siena is a historic horse race held twice annually (July 2 and August 16) in Piazza del Campo. The city's 17 contrade (neighborhoods) compete, each with its own colors, emblem, and traditions. This passionate event dates back centuries and is central to Sienese identity and culture.

Main attractions include Piazza del Campo, one of Europe's most beautiful medieval squares, and the magnificent Siena Cathedral with its striped marble facade. The Torre del Mangia offers panoramic Tuscan views, while the Civic Museum houses important frescoes. The contrade museums provide insight into Siena's unique neighborhood traditions.

While Siena makes an excellent day trip from Florence (1.5 hours by train), staying overnight allows you to experience the city's magical atmosphere after day-trippers leave. Evening brings a more authentic feel with locals enjoying aperitivi in the piazzas. Two nights provides time to explore thoroughly and take day trips to nearby hill towns.

Siena's historic center is completely pedestrianized and compact, making walking the only and best way to explore. Most major attractions are within a 15-20 minute walk of each other. The medieval streets and alleys are part of the experience.

Go anywhere. Daytrip app makes it easy.

Book intercity transfers, explore amazing stops, and travel with ease in the Daytrip app.
Scan the QR code, download the app, and start exploring!

App StoreGoogle Play Store
Daytrip app interface
Daytrip app home screen
Daytrip app home screen

1+ million travelers like you. Moments they'll never forget.

tripadvisor
based on 5,176 reviews
trustpilot
based on 991 reviews on

Transfers in Italy

From Siena
To Siena

Frequently Asked Questions

A few more things you might be curious about

ItalySienaDay trips around Siena

Company

DAYTRIP EUROPE LTD
41 Devonshire Street
W1G 7AJ London
United Kingdom