Headout logo. Link to home.
Help
Guided Tours

From Florence: Pisa, San Gimignano, Siena & Chianti Day Trip with Lunch & Tuscan Tastings

Women posing playfully with the Leaning Tower of Pisa in Italy.
Pisa Cathedral and Baptistery with tourists exploring the square.
Stone buildings in a sunny Tuscan village square, part of the Highlights of Tuscany tour.
People dining at a long table during Pisa, Siena, and San Gimignano day trip.

Duration

12 hr - 12 hr 45 min

Free cancellation

Free cancellation up to 48 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 included

Meals included

Indulge in a sumptuous meal as a part of your experience

4.4/5

(3,896)

LUBERNE PASCALE

Luberne

Aug 2025
Verified booking
5/5
Our guide Anastasia was very interesting, and made it easy for us to get useful information about schedules and meeting points. Our driver Cosimon was top-notch on the road. We kept to the timetable without stress: very well organized and a comfortable bus that allowed us to catch up between sites: a superb visit!
Christina Susanna Janse van Rensburg

Christina

Apr 2025
Verified booking
4/5
We absolutely loved the locations! It was easy to get our tickets, they had a good mix of free time, wine tasting and lunch and the option of a walking and cathedral tour in Siena. The tour guide did a really good job of managing a large group but it was a mission to get such a large group all back at the same time which was frustrating. Nice tour but if you don't like large groups, rather visit the locations on your own.
Teresa Azucena Valle Acuna

Teresa

Apr 2025
Verified booking
4/5
I requested and was sold an excursion with an Italian language guide. But it was all in Spanish, and in English (the cathedral of Siena). I must emphasize that the guide Patricia was excellent in her explanations and her availability.
    • Take a round-trip from Florence to explore Pisa, San Gimignano, and Siena, with photo ops at the Leaning Tower, a Tuscan lunch, and an optional guided cathedral tour at Siena.

    • Experience a spacious ride to and from Florence with dedicated multilingual assistance on board.

    • Begin in Pisa with a visit to the Square of Miracles, where you’ll have plenty of time to pose with the iconic Leaning Tower.

    • Enjoy a satisfying lunch with top-notch wines in San Gimignano, then explore its historic 13th-century walls and stone towers.

    • Discover the allure of Siena’s medieval squares, with the option to enrich your experience by adding a guided tour of the city and its cathedral.

    • Full-day trip around Pisa, San Gimignano, and Siena
    • Multilingual assistance on board
    • Pick up from Florence
    • Round-trip AC coach transfer
    • Lunch with local blends in San Gimignano
    • Guided tour of Siena city center (as per option selected)
    • Guided tour of Siena Cathedral and city center (as per option selected)
    • Hotel transfers
    • Personal expenses
  • You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

  • How do we collect reviews?

    4.4
    3,896 ratings
    5/5
    2.6K
    4/5
    854
    3/5
    84
    2/5
    77
    1/5
    234
    • United States
    • India
    • Brazil
    • Argentina
    • Canada
    • Portugal
    • Armenia
    • Costa Rica
    • France
    • Chile
    Guests from United States, India, Brazil and over 19 countries have loved this experience

    LUBERNE PASCALE

    Luberne

    Aug, 2025Verified booking

    5/5
    Our guide Anastasia was very interesting, and made it easy for us to get useful information about schedules and meeting points. Our driver Cosimon was top-notch on the road. We kept to the timetable without stress: very well organized and a comfortable bus that allowed us to catch up between sites: a superb visit!
    Kateryna Opatska

    Kateryna

    Sep, 2025Verified booking

    5/5
    Great experience! Will definitely do it again!
    Jacob Meddaugh

    Jacob

    Jul, 2025Verified booking

    5/5
    The guide was great, all the stops were cool. San Gimingnano was a surprise wonder!
    Roberto Masis Leandro

    Roberto

    Aug, 2025Verified booking

    5/5
    Mrs Vishwas

    Mrs

    Jun, 2025Verified booking

    5/5
  • A day trip from Florence to Pisa, San Gimignano, and Siena is a scenic escape into Tuscany’s charm—think iconic landmarks, rolling vineyards, and medieval towns. You’ll snap photos at the Leaning Tower, savor local pourings over lunch, and wander cobbled streets rich with history.

    Pisa

    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 which includes the Cathedral, the Baptistery, and the world-famous Leaning Tower. Take the chance to snap creative photos alongside this 56-meter-tall structure with a 4-degree tilt. Or, lose yourself in the charm of local streets.

    San Gimignano

    From Pisa, drive to San Gimignano where a traditional Tuscan Lunch with wine pairing, (if the option is selected) will be served. After your meal, freely explore the 'Manhattan of the Middle Ages' nicknamed so for its iconic tall towers, creating a skyline reminiscent of a modern city.

    Siena

    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.

  • Accessibility

    • This experience is not accessible by wheelchair and pram/strollers.

    Additional information

    • Please note that the order of visits is subject to change.
    • Wear comfortable walking shoes as this experience involves a fair amount of walking.
    • Drinks will not be served to guests under the age of 18 years.
    • Guests under 18 can join the tour if they are each accompanied by at least one adult.
    • For entry to Siena Cathedral, all guests must wear clothing that covers the knees and shoulders.
    • Your voucher will be emailed to you instantly.

    • Please display your mobile voucher along with a valid photo ID at the meeting point.

    • Kindly ensure that you arrive 10-15 minutes before the start time of your tour to avoid any delays.

    Meeting Point

    • Please check your final voucher for the meeting point details and specific instructions.

Similar experiences you'd love

Visitors viewing Botticelli's "Birth of Venus" and Michelangelo's "David" in Florence museums.
Combo
3.9(8,364)
Rated 3.9 out of 5.0 from 8364 ratings.
from €65
€61.75
5% off
Free cancellation
Guide leading tour group in Accademia Gallery, Florence, with Michelangelo's David in background.
Guided Tours
4.4(5,490)
Rated 4.4 out of 5.0 from 5490 ratings.
from €39
€31.20
20% off
Free cancellation
Florence Cathedral with dome and cityscape view, Italy.
Landmarks
4(32)
Rated 4 out of 5.0 from 32 ratings.
from
€72
Palazzo Pitti facade and courtyard in Florence, Italy.
Combos
4.3(745)
Rated 4.3 out of 5.0 from 745 ratings.
from
€26
Palazzo Vecchio exterior view with clock tower in Florence, Italy.
Museums
4.2(5,324)
Rated 4.2 out of 5.0 from 5324 ratings.
from
€21.50
Download app section background

We've served 42 million+ guests and we are here for you

42 million+

Happy customers across 10,000+ experiences

In the media

Featured and recommended by the best brands

24 x 7 help center

Have a question? Live chat with local experts anywhere, anytime