Day Trips

Day Tour of Siena, San Gimignano, Chianti & Pisa with Lunch

Instant confirmation
Mobile ticket

Experience the charm of Tuscany as you embark on a journey through its enchanting landscapes and iconic spots, traversing the Chianti countryside.

Highlights

Set out on a journey to explore the most renowned Tuscan towns in just one day and take photographs of the lovely farmhouses and olive groves.
Discover the captivating highlights of Siena, a city renowned for its enchanting

narrow medieval streets, and charming squares.

Enjoy a guided tour of the magnificent Siena Cathedral, accompanied by an expert guide, and dig into delicious Tuscan lunch with drinks.
Explore the UNESCO World Heritage Site of San Gimignano, as well as Pisa, famous for its amazing Leaning Tower.
Did you know? San Gimignano is the "World Capital of Gelato," and houses several renowned gelaterias, offering a variety of delicious flavors.

Inclusions

Staff assistance at the meeting point
Transport by air-conditioned coach with Wi-Fi onboard
Licensed tour leader (English or Spanish)
3-course traditional Tuscan lunch with tasting of four different wines
Siena local guide (optional)
Siena Cathedral entrance fee (optional)

Cancellation policy

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Ratings & Reviews

4.3

1.9K Ratings

5/5

1.2K

4/5

457

3/5

2/5

1/5

133

Guests from United States, India, Austria and over 7 countries have loved this experience

Prachi

5/5

Jan, 2024

Hi, My experience with Headout team and the guide was suoer amazing, I think on our own we wouldn't have ever visited so many places in one day, but due to this trip we could visit so much and the guide was also very informative. I speacially love the wine tasting experience. Wish we would have got more time everywhere but it was a little hectic but worth visting ..I just loved it.

Carolin

5/5

Mar, 2024

The tour guide Elisabetha and the bus driver Alexander were very good!

View original review in German

Maura

4/5

Jan, 2024

These were beautiful areas in Tuscany to visit, and the logistics support was helpful. Guide was friendly.

Aythami

3/5

Dec, 2023

Madeline

5/5

Nov, 2023

Your experience

Embark on your Tuscany adventure starting with the iconic city of Pisa. As you step off the coach, be greeted by the mesmerizing Field of Miracles—a vibrant green expanse adorned with the dazzling white structures of the Cathedral, the Baptistery, and the world-famous Leaning Tower. Immerse yourself in this renowned location, snap creative photos, or lose yourself in the charm of local streets.

Onto Medieval Discoveries

From Pisa, the journey takes us through picturesque hilltop hamlets, offering breathtaking views of the countryside, until we reach San Gimignano. Here, a traditional Tuscan lunch awaits, accompanied by a tasting of four exquisite wines to tantalize your taste buds. After lunch, venture into the enchanting realm of San Gimignano, a Tuscan medieval gem and UNESCO World Heritage site. Revered for its remarkably preserved ancient town planning, it's often dubbed the 'Manhattan of the Middle Ages' due to its iconic tall towers, creating a skyline reminiscent of a modern city.

The final destination is Siena, accessible via a scenic drive through the captivating Chianti countryside. Siena, a breathtaking hilltop town, boasts a wealth of art, traditions, and picturesque views. Traverse its pedestrianized historical center on a guided walking tour led by a local expert. Marvel at the oldest bank in the world, stroll through the historic Piazza del Campo, and culminate your journey at the awe-inspiring Cathedral. This visit marks the conclusion of your unforgettable Tuscan experience, leaving you with memories of a perfect day.

Know before you go

What to bring

It's recommended to wear comfortable walking shoes, and appropriate clothing to visit places of worship.
Appropriate clothing is recommended to visit places of worship.

Additional information

Please note that the order of visits may change.
For groups of up to 8 people, the tour's escort service could be replaced with an English-speaking driver-guide service, while maintaining unchanged the entire program of the excursion.
From Nov to Mar, the guided walking tour in Siena is available in both English and Spanish.
From Apr to Oct, the guided walking tour in Siena will be monolingual and will be available in English or Spanish, depending on the option selected.

My tickets

Your voucher will be emailed to you instantly.
Please display your mobile voucher along with a valid photo ID at the meeting point.
If you have purchased reduced-price tickets, please carry your valid photo ID proof for verification.
Kindly ensure that you arrive 10-15 minutes before the start time of your tour to avoid any delays.

Meeting Point

Meet your tour guide at Piazzale Montelungo, At the end of the ramp connecting to the railway station.

An assistant will wait for you wearing blue clothing with Caf and Gray Line logos.

Get Directions to the Meeting Point

Getting There

The nearest train station is Santa Maria Novella Station, It is a 8-minute walk to the meeting point. Board trains EN, FR, FA and IC to get you there.

Missing any information?