siena tuscany

Spectacular Florence To Siena Day Trip 2024

€ 64
12 hours
Live tour guide

About Florence To Siena Day Trip

Delve into the captivating experience through the medieval towns across the Tuscany region. Discover the idyllic rolling hills of Chianti, the magnificent structures of Pisa, the charming squares of San Gimignano, and the historic center of Siena on a day trip from Florence. Step back into the past as you wander through these timeless towns and tantalize your taste buds with a local lunch at Chianti Winery.


Florence To Siena Day Trip

Experience the best of Tuscany in one day trip from Florence. Indulge yourself in the beautiful landscapes of the Chianti rolling hills, filled with exquisite vineyards and olive groves. Be captivated by the timeless allure of medieval towns, where each step immerses you deeper in the bygone era.

Start your day in Pisa, where the iconic Leaning Tower awaits your admiration. Standing as the symbol of Pisa, the famous bell tower gained its tilting angle shortly after the start of construction in the 12th century. Explore the Piazza dei Miracoli and marvel at the magnificent structures that surround it. Appreciate the intricate details and stunning mosaics of the Pisa Duomo, the Baptistry, and the Monumental Cemetery, all showcasing the captivating Pisan Romanesque architecture.

Indulge your senses in a delicious journey as you savor typical light lunch in Chianti winery, enjoy a wine tasting and celebrate the rich wine culture of the Tuscany region.

Venture to the enchanting town of San Gimignano, known as Medieval Manhattan for its striking towers that punctuate the skyline. Get lost in the labyrinthine streets and marvel at the well-preserved medieval architecture. Visit the Collegiate Church of San Gimignano on Piazza del Duomo, and get awe-struck with stunning frescoes that depict biblical scenes. Explore the artisan shops where you can taste and purchase famous local specialties.

Climb the symbolic 400 Steps of Siena and be rewarded with panoramic views that showcase its architectural and cultural heritage. Wander through the historic Piazza del Campo, one of the most famous medieval squares in Italy. Witness the unique design of the Fonte Gaia and the grandeur of the Palazzo Pubblico, a perfect example of Gothic architecture. Explore the history of Siena by visiting the Civic Museum, or climb the Torre del Mangia for more sweeping views of the city.

For an even deeper understanding of Siena’s culture, opt for a guided walking tour. Gain insight into the deeply-rooted tradition of the Palio di Siena, a horse race that occurs twice a year, showcasing community spirit. Discover the captivating artwork in the Piccolomini Library, a highlight of the Duomo di Siena. Gain insight into medieval society’s care of the sick by visiting Santa Maria della Scala, an institution that played a vital role in the city’s history.

Let each moment of this day trip to Siena transports you to the past, leaving you with memories that will last a lifetime.

  • Expert guide
  • Transportation with Wi-Fi
  • Guided walking tour of Siena (if option selected)
  • Light lunch at a Chianti winery
  • Wine tasting
  • Free time in Siena, San Gimignano, and Pisa
  • Pick-up and drop-off (if the private option is selected)
X not included
  • Hotel pick-up and drop-off
  • Additional food and drinks
  • Entrance ticket to monuments
  • Gratuities (optional)
  • English
  • Italian
  • Spanish
  • French
  • German
  • Portuguese
what to bring
  • Comfortable shoes
  • Clothes suitable for the weather
  • Water
X not suitable for
  • People with mobility impairments
palazzo pubblico siena

Meeting Point

Meet your guide at the Sightseeing Experience Visitor Center desk in the ticket hall of Santa Maria Novella train station.

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Don’t wait and miss a spot for this remarkable experience.

Best of Tuscany

Discover the beautiful medieval towns of Pisa, San Gimignano, and Siena with a day trip from Florence. Get taken back in time as you immerse yourself in the stunning architecture and charming squares of these historic towns.

Free time

Get lost in the narrow streets as you enjoy your free time in each town. Sip a cup of coffee, eat a gelato, or climb the iconic towers for spectacular panoramic views of the surroundings.

Chianti winery

Enjoy a light Tuscan lunch paired with a wine tasting in a typical winery. Appreciate world-known wines and savor the local food in the most beautiful setting.

Optional guided tour

Gain a deeper understanding of Siena’s heritage and join a guided walking tour through this medieval city and learn the historical importance of the Palio di Siena.

piazza del campo siena

FAQ – Florence To Siena Day Trip

Is a day trip to Siena worth it?

Yes, a day trip to Siena is definitely worth it. It’s a medieval city known for its rich history, stunning architecture, and charming atmosphere. The historic center of Siena, a UNESCO World Heritage site, is filled with well-preserved medieval architecture that is bound to leave you speechless. Admire exceptional art collections and learn about the cultural significance Palio di Siena holds to the locals.

Is it free to enter Siena Cathedral?

Yes, the main area of the Cathedral is free to enter. You can admire the stunning interior and intricate artwork adorning its walls. However, to visit the Cathedral floor, Piccolomini Library, and other parts of the Cathedral complex, you need an entrance ticket. Visit to the Cathedral floor allows you to walk on the inlaid marble mosaic floor that is unveiled only for a limited period during the year, while a visit to Piccolomini Library rewards you with remarkable frescoes by Pinturicchio.

What else should I do in Florence?

The birthplace of the Renaissance has many attractions that are definitely worth exploring. Number one on the list is the Florence Cathedral, known for its spectacular architecture and artworks, which leaves every visitor spellbound. Make sure to visit Museo dell Opera which houses a vast collection of artwork originally made for the parts of the complex. Art lovers shouldn’t skip a visit to Galleria dell Accademia, where they can observe the delicate work of Michelangelo’s David. Discover the rich history of Florence as you explore the grand Palazzo Vecchio and Palazzo Pitti, and learn about the relationship between the Pitti and de Medici families. If you have a longer stay, consider taking a day trip from Florence to Venice and discover the romantic city of canals.
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Discover the enchanting towns of Pisa, San Gimignano, and Siena!

Good to know before you go

  • Private or small group tours are available.
  • Hotel pick-up can be arranged on request for private options only.
  • The order of the visits may change.
  • There is a dedicated menu for vegetarians or people with intolerances. Please inform the activity provider in advance about any special dietary requirements or intolerances.
  • To reserve a seat for children under four years old, please select the free rate option during the booking phase.
  • We offer a 24-hour cancellation policy for a full refund.
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Secure your spot by booking now.

panoramic view of siena

Amazing food!

We had an incredible time in all of the cities we visited! The architecture is really from another time as I’ve never witnessed something like it before in my life. My wife and I are huge wine lovers, so the highlight was definitely the Chianti winery. The local delicacies are to die for, and the wine is spectacular. We bought a couple of them to take home, but only one got to the plane at the end.


Great tour guide!

I loved all the stops we made. To wander through such historic cities is definitely worth the drive. I felt kind of like in a fairytale. The guided tour of Siena left me speechless, as I had no idea such a small city could have such a rich history. The tour guide was incredible and kept the group together and engaged throughout the journey. Would highly recommend it!


What are you waiting for? Explore the spectacular Tuscany region of Italy!

  • Experienced guide
  • Guided walking tour of Siena
  • Free time in Siena, San Gimignano, and Pisa
  • Wine tasting and light lunch at a Chianti winery
  • Free cancellation
  • Easy booking process

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