siena cathedral

The Best Florence to Siena Day Trip 2024

Travel to the past just by wandering through the charming medieval towns of Siena, Pisa, and San Gimignano. Enjoy the mesmerizing view of the rolling hills of the Tuscany region, get lost in the narrow streets of Siena, gaze up at the iconic towers of San Gimignano, and unravel the mystery behind Pisa’s legendary Leaning Tower. Taste Italy with a local lunch and wine tasting in the beautiful Chianti region!

Why You Should Book a Florence tour to Siena

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English, Spanish, French, German, Italian, Portuguese

About Florence tour to Siena

piazza del campo siena
€ 64
12 hours
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Florence to Siena day trip

Fill your day with the wonders of the Tuscan region! Embark on a 12-hour excursion and allow us to offer you the best of central Italy.

Begin your journey in Florence, where you’ll meet your tour guide at the Santa Maria Novella train station.

Relish the beautiful morning scenic view of the Tuscan countryside as you journey to Pisa – the city of miracles! Marvel at the magnificent Piazza dei Miracoli, home to the Cathedral, famous for its bell tower – best known as the Leaning Tower of Pisa, alongside the stunning Baptistery and the Camposanto Monumentale. Be warned: these incredible buildings were built on unstable soil, giving them a unique leaning look that you don’t want to miss!

You’ll have enough time to take as many photos of the square and its mesmerizing architecture. We highly recommend purchasing a ticket and climbing the Leaning Tower, as it will give you a stunning view of Pisa. You can also visit the Museo dell’Opera del Duomo, as it keeps many original artworks and sculptures that were a part of the Cathedral and Baptistery before the heavy damage it survived during WWII. Or you can just sit back and relax with a gelato in your hand and a breathtaking view of the Romanesque architecture in front of you.

We all know the best way to explore the country is by tasting its local products. Experience the authentic flavors of Italy as we take your taste buds on a remarkable adventure in the Chianti region – the birthplace of some of the finest red wines in the world! Nestled on the slopes of San Gimignano, you’ll find a typical winery bursting with charm and character. Here, you’ll be able to savor a light Tuscan lunch while taking in the breathtaking views of Chianti Hills before embarking on a local wine tasting that’s sure to leave you spellbound.

san gimignano countryside

Happy and full, you’ll continue your journey to San Gimignano, a charming town also known as “Medieval Manhattan.” As you approach, marvel at the majestic medieval towers that rise above the town like guardians of a bygone era and witness the origin of the town’s famous nickname. Get lost in the enchanting narrow streets and hidden alleys of San Gimignano, a living relic of medieval Italy that has earned its place as a UNESCO World Heritage Site because of its timeless charm and unmatched urban layout.

Journey through the breathtaking panoramic views of the Tuscan countryside as you make your way to the charming town of Siena.

Explore Piazza del Campo, the heart of Siena, where the historical horse race takes place twice a year. Palio di Siena dates back as far as the 16th century and still holds great significance for the people of Siena. Be awed by the striking Gothic architecture of the Siena Cathedral and lose yourself in the timeless beauty of Piccolomini library. Just glance up at the ceiling and get ready to be amazed! Don’t miss the chance to visit the Palazzo Pubblico, the Town Hall built in the 13th century located in the Piazza del Campo. For a truly remarkable experience, climb to the top of the Torre del Mangia and revel in the stunning views of one of the most charming cities in Italy. Indulge in the local culture by trying the famous Panforte, a traditional Sienese cake made of honey, nuts, and spices.

Whether you’re traveling solo or with a group, this unforgettable Florence to Siena day trip promises to be a captivating journey through the history and culture of Tuscany. With its incredibly stunning landscapes and rolling hills, ancient towns with medieval and Renaissance architecture, and delicious food and wine, this Florence tour to Siena is nothing short of extraordinary and will leave you with plenty of memories to make your friends and family jealous.

Florence tour to Siena is an experience you don’t want to miss!

Secure your spot by booking now and enjoy a stress-free trip.


  • Transportation with Wi-Fi
  • Tour in multiple languages
  • Free time in Pisa, San Gimignano, and Siena
  • Local lunch at Chianti winery
  • Wine tasting
  • Guided tour of Siena (if the option is selected)
  • Entrance ticket to the Siena’s Cathedral with an authorized tour guide (if the option is selected)

Not included

  • Pickup and drop-off
  • Entry tickets to monuments
  • Tips (optional)

Not suitable for

  • Wheelchair users
  • People with mobility impairments

What to bring

  • Comfortable shoes
  • Sunglasses
  • Sun hat
  • Sunscreen
well in san gimignano
siena narrow street

Tour Highlights

Explore Pisa, San Gimignano, and Siena

Experience the remarkable architecture, unique charm, and breathtaking attractions of Pisa, San Gimignano, and Siena. Delve into the best that Tuscany has to offer and deepen your appreciation for this incredible region that has captivated travelers for centuries.

Enjoy Tuscan lunch and Chianti winery

Savor the authentic Tuscan lifestyle with a traditional light lunch accompanied by a wine tasting at a charming Chianti winery. Immerse yourself in the beauty of the San Gimignano rolling hills while sipping a glass of wine. A perfect way to relish in the true essence of Tuscany.

Optional Guided Tour in Siena

Unveil the secrets of Siena’s past and present with our optional guided tour. Discover the iconic Piazza del Campo and how the thrilling Palio horse race started. With our guided tour, you’ll get a deeper understanding of Siena and its fascinating heritage.

Don’t wait and miss out on the most amazing way to discover central Italy!

Reserve now & pay later!

tourist in pisa

FAQ – Florence to Siena Day Trip

Can I do a Florence to Siena day trip?

If you're located in Florence and looking to discover more cities in Central Italy, you'll be delighted to hear it's incredibly simple to make a day trip to Siena. Don't miss out on a chance to travel to the past by exploring their charming medieval streets and the timeless beauty of the Piccolomini library. With an organized tour, you can have the most incredible stress-free way of traveling and get the most out of your Florence to Siena day trip! If you’d like to explore more beautiful places from Florence, you can book a day trip from Florence to Pisa or Venice.  

Is a Florence tour to Siena worth it?

Definitely! Adding Siena to your travel itinerary is excellent for a complete Italian experience. Siena is a small town that makes it extremely convenient to explore in one day, leaving you spellbound by its urban beauty. From the beautiful Piazza Del Campo to the stunning Piccolomini library, Siena has plenty to offer their visitors. Don't miss out on a chance to indulge in their local cuisine, as the region of Tuscany is well known for its food and wine! Consider booking an organized Florence tour to Siena for a more relaxed way of traveling. By doing this, your only job would be to enjoy!  

Is the ride from Florence to Siena Scenic?

Certainly! The Tuscan countryside is an absolute feast for the visitor's senses. The scenery exudes a sense of true peace and tranquility with its rolling hills, olive groves, and vineyards. The area takes you back to history, filled with villages and small towns well-preserved in their medieval look. The warm, Mediterranean climate creates a vibrant palette of colors, especially during sunrise and sunset.   

Is it free to enter Siena Cathedral?

The entrance to the church is not free. However, one ticket allows you to visit all the parts of the Siena Cathedral, such as the church and Baptistery, the Piccolomini library, the Cathedral museum, and much more. For a more enriching experience, consider booking our Florence tour to Siena with an optional guided tour through the charming city of Siena, complete with a ticket to Siena Cathedral. With our knowledgeable tour guides, you get to discover the fascinating history behind every stone of this incredible Cathedral.

Meeting point

The meeting point is at the Sightseeing Experience Visitor Center desk in the ticket hall of Santa Maria Novella train station.

Book now for an incredible Florence to Siena day trip!

Book now to secure an unforgettable experience in Siena!

siena church

Know Before You Go

  • The tour is guaranteed in the selected language. 
  • The optional guided tour of Siena will be conducted in English.
  • A moderate amount of stairs and walking is involved.
  • There is an option to have a dedicated menu for vegetarians or people with intolerances. Please notify us of any special dietary requirements in advance.
  • During special events, opening times can change.
  • Hotel pickup can be arranged on request for private options only.
tuscany sunset

Great Value!

Definitely, the best day trip that we did in Italy! We got to visit Pisa, San Gimignano, Chianti, and Siena all in one day, still having enough free time to wander around on our own! The tour guide was amazing, defining regrouping time correctly and even though we were a big group, he was communicating everything with no trouble. The tour also included lunch and a wine tasting which were truly remarkable. Even though it was a bit of a long day, I didn't even feel tired because everything was just so incredible! Already recommended this tour to friends and would recommend it to everyone for sure!


Amazing day!

We spent a great day in the Tuscany region. Its beautiful landscapes really are breathtaking, and we had enough time in each of the cities to do what we'd planned for ourselves. There is no way we could visit all of the cities on our own in one day, and this is why the Florence to Siena day trip came in pretty handy. The guide provided us with plenty of information which made us more familiar with Italian history and culture. We did walk quite a bit as these are all Old Towns, but it was definitely worth it as the views are incomparable to anything I've witnessed before. The lunch was very tasty, with local Italian food and truly amazing wines. I feel we experienced all of the best Italy has to offer in one day.