Tuscany in a Day from Florence: Pisa, San Gimignano, Siena & Chianti

4.5 / 5
116 reviews
3K+ booked
Departing from Florence
Sightseeing Experience Visitor Center (meeting point tourist assistance)
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  • Begin your day with a Pisa tour, featuring the iconic Cathedral, Baptistry, Camposanto, and the famous Leaning Tower
  • Enjoy a rustic winery experience in Chianti with a Tuscan lunch and wine tasting on San Gimignano's slopes
  • Explore the medieval charm of San Gimignano, known as "Medieval Manhattan," with cobblestone streets and artisan shops
  • Discover Siena's highlights, guided from Piazza del Campo to the cathedral, and enjoy free time for coffee and shopping
  • Catch a breathtaking sunset upon your return to Florence for an unforgettable and mesmerizing experience

Package options

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Package option

Lunch, Leaning Tower of Pisa and free time in San Gimignano and Siena

Transfer Only

Lunch, Guided Tour of Siena, free time in San Gimignano and Pisa

Lunch and Free Time to explore Pisa, San Gimignano and Siena

Preferred language

Portuguese

Spanish

French

English

Italian

None

What to expect

Start your day with an unforgettable tour of Pisa! Marvel at the stunning Cathedral, the Baptistery, the monumental cemetery, and, of course, the world-famous Leaning Tower. Enhance your experience by adding tickets to climb the Leaning Tower. Next, head to a charming winery in the Chianti Hills, nestled on the slopes of San Gimignano. Savor a delicious Tuscan lunch paired with local wine tasting, immersing yourself in the flavors of the region. After lunch, discover the enchanting town of San Gimignano, often called the “Medieval Manhattan”. Wander through its cobbled streets, picturesque squares, and unique local shops. Then, enjoy a breathtaking panoramic view of the Chianti countryside before arriving in Siena, where a professional guide can show you the city’s most iconic sights.

Enjoy quality time with family while discovering Tuscany's rich history and beauty
Enjoy quality time with family while discovering Tuscany's rich history and beauty
Savor a delicious light lunch paired with local wines at a charming Chianti winery
Savor a delicious light lunch paired with local wines at a charming Chianti winery
Admire the iconic Leaning Tower of Pisa and its surrounding historic landmarks
Admire the iconic Leaning Tower of Pisa and its surrounding historic landmarks
Tuscany in a Day from Florence: Pisa, San Gimignano, Siena & Chianti
Capturing the charm of Tuscany villages with this day tour
Capture the charm of Tuscany villages with this day tour
Stroll through Piazza del Campo, one of Europe’s most beautiful medieval squares
Stroll through Piazza del Campo, one of Europe’s most beautiful medieval squares
Join a guided tour to uncover the fascinating stories and culture of Tuscany’s treasures
Join a guided tour to uncover the fascinating stories and culture of Tuscany’s treasures

Reviews

4.5 / 5
Fantastic
116 reviews
Guide
4.6
Itinerary
4.6
Quality of transfer
4.5
Value for money
4.5
Reviews summary
From real reviews, powered by AI
Overall impression
Highly enjoyable and well-organized daily excursions to explore Tuscany's beautiful cities, offering memorable experiences with iconic attractions and cultural insights.
Guide
Guides are frequently praised for being professional, friendly, knowledgeable, multilingual, and attentive, ensuring smooth group management and clear communication.
Itinerary
The itinerary is well-planned, comprehensive, and efficient, allowing visits to multiple key Tuscan destinations like Pisa, San Gimignano, and Siena, with appropriate free time for exploration.
Quality of transfer
Transfers are generally comfortable, smooth, and safe, with professional drivers ensuring timely and efficient travel between locations.
Value for money
The tour offers good value, providing convenient transportation and a well-structured way to visit multiple attractions and enjoy wine tasting and lunch within a single day.
Traveler reviews
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All With photos English only
Review for: Lunch and Free Time to explore Pisa, San Gimignano and Siena · English

We really enjoyed it. The translator is really goof and well versed. We don't just enjoy but we learned many things about the places we went to. Also, the lunch is great.

Helpful
Review for: Lunch and Free Time to explore Pisa, San Gimignano and Siena · English

This tour was amazing! We visited beautiful places and had enough time to enjoy and explore each stop. Our tour guide, Niccolo, was very helpful, friendly, and shared lots of interesting history, tips, and recommendations not just for the tour, but for Italy in general. His English was very clear and easy to understand, which made the experience even better. He made the whole trip fun and enjoyable. I highly recommend this tour!

Helpful
Review for: Transfer Only · None

Niccolo was an excellent guide! He brought the history and stories of Pisa, Siena, and San Gimignano to life with wonderful insight and practical tips. His warm humour made every story engaging and easy to follow. A truly memorable tour!

Helpful
Review for: Lunch and Free Time to explore Pisa, San Gimignano and Siena · English

This tour is perfect for those staying in Florence who want to visit the surrounding towns. The itinerary for the day is as follows: 7:20 AM Meet at the Florence SMN train station – Pisa (1 hour) – Winery near San Gimignano (Lunch + 3 wine tastings) – San Gimignano (1 hour) – Siena (1 hour) – 7:30 PM Return to SMN train station. The whole trip is quite compact, with only about 1 hour in each location. If you want to explore properly, the time is not really enough. However, its strength is its convenience, as you travel by bus and it's not tiring, so it's still very suitable. The tour guide, Barbara, is very friendly and responsible. I recommend this tour! (The entire tour is explained in English).

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Review for: Lunch, Leaning Tower of Pisa and free time in San Gimignano and Siena · English

Had an excellent time on our tour. The sites that we saw were so beautiful. definitely worth the time to see a little bit of Tuscany. We were able to climb the leaning tower of Pisa and the view was amazing.

Helpful
Review for: Lunch, Leaning Tower of Pisa and free time in San Gimignano and Siena · English

This full-day Tuscany tour from Florence was incredibly fulfilling! We visited the Leaning Tower of Pisa, San Gimignano, and Siena all in one day, and the itinerary was very well-planned. Our English-speaking guide was professional and friendly, the lunch was delicious, and there was plenty of free time. I highly recommend this tour to anyone looking for an easy way to experience the charm of Tuscany!

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Review for: Lunch, Guided Tour of Siena, free time in San Gimignano and Pisa · English

Barbara was an amazing tour guide and organised the group really well! A great way to visit three cities in a day for people with limited stay or visiting for the first time. The places we visited were beautiful and Barbara kept the energy high throughout even by the end of the day.

Helpful
Review for: Lunch, Leaning Tower of Pisa and free time in San Gimignano and Siena · English

Climbing the tower was a unique experience—the tilt becomes more noticeable with every step. Reaching the top rewarded with breathtaking panoramic views over Pisa's red rooftops, the Cathedral and the Baptistery

Helpful
Review for: Lunch and Free Time to explore Pisa, San Gimignano and Siena · English

Tour Guide: Barbara is very nice and speaks multiple languages. Itinerary: Each attraction is about a 1-hour drive away, with 30-45 minutes of free time scheduled. Since we visited small towns, this was enough time to find attractions for photos, grab a bite to eat or drink, and browse the local shops. As the only Asian group on the tour, everyone was friendly, and we were never left out. Great value for money, allowing for a comfortable tour. Group Size: 50-70 people

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Review for: Lunch, Guided Tour of Siena, free time in San Gimignano and Pisa · English

we had a fantastic day trip, especially because of Emma. She was an amazing guide and was so warm, courteous and friendly throughout. from the start until the end of the tour, she kept sharing insights about all the places we traveled through and made the day interesting and engaging. kudos to Emma and Linde (driver) for giving us a memorable day. The wine tasting and light lunch at a winery in Chianti were fabulous! Just one feedback though - The tour of San Giminiano was quite boring and honestly, could have been skipped especially since it was so hot and the place was really not worth it.

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Good to know

-From December 1, 2026, to February 28, 2027. Languages: Min. 2 people (English and Spanish) / Min. 4 people (Portuguese: Monday, Thursday, Saturday) / Min. 4 people (Italian: Sunday)

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