Guided Tours

From Florence: Tuscany, Siena, San Gimignano & Pisa Day Trip

Duration

11 hrs 30 mins - 13 hrs 45 mins

Free cancellation

Free cancellation up to 24 hours before the start of your experience

Book now, pay later

Book now without paying anything. Cancel for free if your plans change.

Guided tour

Transfers available

Meals included

Indulge in a sumptuous meal as a part of your experience

On a guided tour from Florence, visit the World Heritage sites of San Gimignano, Pisa, one of the 7 world wonders, and Siena.

4.5/5(2,053)

Fabrizio T

Solo
Verified booking
2 weeks ago
An exciting experience. Highly recommended and impeccably organized from start to finish. One of the highlights was Sandro, our guide. Professional, empathetic, engaging, and tireless. You can tell he loves his job. Lucky him—and lucky are those who get to work with him. I’d also put Adele, the guide who welcomed us in Siena, on the same level. Professional, engaging, empathetic, and special. She makes you want to return to Siena tomorrow to discover the countless things this Tuscan gem has yet to reveal to a fly-by visitor—things that she, as a true Sienese, surely knows.
    • Discover the Tuscan experience with its lyrical landscapes and edgy world-class art, with a guide in the language of your choice!

    • Visit the walled hill city of Siena, known for its medieval appeal and Gothic appearance. Check out the Piazza del Campo, known famously to hold the Palio Horse Race every year.

    • Explore the World Heritage Site of San Gimignano, an eternally sought-after destination with its skyline of medieval towers.

    • Discover Pisa and its renowned charm with places like Piazza dei Miracoli, and the famous Leaning Tower.

    • Enjoy a delicious Tuscan lunch with a local wine-tasting tour amidst the rolling hills in the Chianti region.

    • Full-day tour of Tuscany, Siena, San Gimignano and Pisa

    • Expert English, Spanish, Italian, Portuguese, or French-speaking guide

    • Round-trip transfers from Florence by coach

    • Typical Tuscan lunch with drinks (optional)

    • Wine tasting (optional)

    • Entry to Leaning Tower of Pisa

    • Entry to Siena Cathedral

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

  • 2,053 reviews

    How do we collect reviews?

    These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.

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    United States
    India
    Chile
    Canada
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    Australia
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    Qatar
    United Kingdom
    Brazil
    United States
    India
    Chile
    Canada
    Cayman Islands
    Australia
    France
    Qatar
    United Kingdom
    Brazil
    Guests from United States, India, Chile and over 16 countries have loved this experience

    What our guests say

    Fabrizio T

    Solo
    Verified booking
    2 weeks ago
    An exciting experience. Highly recommended and impeccably organized from start to finish. One of the highlights was Sandro, our guide. Professional, empathetic, engaging, and tireless. You can tell he loves his job. Lucky him—and lucky are those who get to work with him. I’d also put Adele, the guide who welcomed us in Siena, on the same level. Professional, engaging, empathetic, and special. She makes you want to return to Siena tomorrow to discover the countless things this Tuscan gem has yet to reveal to a fly-by visitor—things that she, as a true Sienese, surely knows.

    Hartmut P

    Couple
    Verified booking
    4 days ago
    I enjoyed the variety of this tour. The information provided by the tour guide was very inadequate. We would have liked to learn more about the places we visited.

    David N

    Couple
    Verified booking
    Mar 2026
    Our guide was Aaron, who was very fluent in several languages and had a special way about him—he was warm and friendly. The experience was truly incredible; I highly recommend it to everyone. Tuscany has hidden treasures that you’ll discover on this tour. I don’t regret taking it. Lunch was excellent, in true Tuscan style, accompanied by a superb wine tasting. I also want to give a shout-out to the drivers, Silvio and Mikel, who did a great job throughout the entire trip.

    Rubén A

    Group
    Verified booking
    Mar 2026
    It was a truly wonderful tour. Our driver, Daniel, was a true professional, and our guide, Constantino, was very friendly and made the tour enjoyable by providing us with useful information throughout. A day to remember

    Adriana V

    Couple
    Verified booking
    Mar 2026
    I really liked how easy it was to get there. I didn't like the amount of time allotted for lunch. Eating lasagna and tasting wines in just an hour was terrible. I suggest simply spacing things out better.

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