Top Florence activities
Top Florence landmarks
Beyond Florence
Florence trip ideas

Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

4,640 Reviews 4.60 out of 5 stars Based on 4,640 traveler reviews collected by Cool Destinations and TripAdvisor | Recommended by 91% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Florence, Italy

Loading Options
Don't miss out!
On average, this is booked 21 (0) days in advance.

12 hours (approx.)
Mobile ticket
Instant confirmation
Offered in: English
and 7 more
French, Italian, Spanish, Mandarin, Portuguese, Japanese, Korean

Overview

There’s more to Tuscany than Florence. Leave the city behind and discover three other enchanting Tuscan destinations on this day trip to Siena, San Gimignano and Pisa. Take a guided tour of beautiful Siena, famous for its bareback horse race and the Gothic Siena Cathedral, and taste typical Tuscan food and wine during a 3-course lunch in a local winery or restaurant surrounded by picture-postcard Tuscan landscapes, where vineyards, rolling hills and olive groves will be your travel companions. Then, enjoy free time to explore San Gimignano, a picturesque medieval village, and Pisa, home to the UNESCO-listed Leaning Tower of Pisa.

What's Included

  • Departure and Return from/to Florence (Piazzale Montelungo Bus Station)
  • Free time in Pisa and San Gimignano
  • Expert multilingual Tour Leader
  • Hotel pickup and drop-off
  • Gratuities
  • Lunch in case you select the Low Cost Option
See 4 moreSee 5 more

Meeting Location

Meeting point

Piazzale Montelungo
50129 Firenze FI, Italy

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
Read more

Safe & secure • Easy breezy • Hassle-free

Florence

There is no time to waste when exploring the Tuscan countryside! Meet your tour guide at Piazzale Montelungo Bus Terminal early in the morning. Piazzale Montelungo is located 5-10 minutes walking distance from Santa Maria Novella train station. Hop on the comfortable coach bus, choose your seat, and relax before departing on your journey! The drive to Siena will take about one hour. During the journey, your guide will entertain you with plenty of interesting information about Tuscany, and specifically - Siena! If you have any questions, your guide will be there to assist you.
Read more

1 hour • Admission Ticket Free

Siena

When you arrive in the medieval gem of Siena, your guide will lead you through the picturesque streets until you reach the main piazza of the city - Piazza del Campo. Here, a professional city guide will meet the group to begin your walking tour. For about an hour, the guide will share fascinating facts about this incredible city (which is listed as a UNESCO World Heritage Site), and you will visit some of the most famous points of interest. The end of the walking tour will lead you to the Siena Cathedral square. Please note that the Guided Tour in Siena is not included if you select the "Semi Independent Option" or the "Low Cost Option"
Read more

2 hours • Admission Ticket Free

Piazza del Campo

During the included walking tour of Siena, your guide will show you an insider's view of Piazza del Campo. Not only is this piazza a popular place for locals to gather, but is is also home to an annual palio horse race, which is an epic competition between the different neighborhoods of Siena! Learn all about the history of the city, and its main square as your guide unfolds the secrets of the city to you and your group in a vivid, storytelling manner. You will spend about thirty minutes learning about Piazza del Campo.
Read more

30 minutes • Admission Ticket Free

Torre del Mangia

Your guide will lead you to Torre del Mangia, the striking clocktower of Siena. This incredible tower dominates the city's skyline and is the third tallest tower in all of Italy! Connected to the important Palazzo Publicco, your guide will share more information about this unique tower during your tour! Enjoy about fifteen minutes outside of Torre del Mangia.
Read more

15 minutes • Admission Ticket Free

Duomo di Siena

Your guided tour will conclude in front of one of Siena’s most stunning landmarks: the Siena Cathedral. This magnificent cathedral showcases a variety of artistic styles and features works by numerous renowned Renaissance artists. If you wish, you can purchase a ticket to experience the breathtaking interior, and don’t miss the absolutely striking Piccolomini Library on your way out! Spend about twenty minutes exploring the Cathedral independently. Afterwards, enjoy a leisurely stroll through the city center before rejoining your guide to continue to your next stop.
Read more

15 minutes • Admission Ticket Free

Strada Statale 222 Chiantigiana

After an exciting morning of exploration in Siena, it will be time to relax and refuel! We will drive about one hour through the rolling hills of Tuscany until we reach a lovely, family-owned winery in the countryside outside of San Gimignano. The view from the winery will leave you breathless, as you will be surrounded by sunny rolling hills, olive groves and vineyards, of course! Surrounded by the most beautiful Tuscan countryside, you will indulge in a wine pairing of high-level wines accompanied by a delicious three-course meal of a typical Tuscan meat and cheese plate, pasta, and dessert. Then, we will drive about fifteen minutes to arrive in the hilltop beauty of San Gimignano. Please note that "Lunch" is not included if you select the "Low Cost Option"
Read more

2 hours • Admission Ticket Included

San Gimignano

San Gimignano is visible from close and far, with its unmistakable medieval “skyscrapers.” Sometimes called a medieval Manhattan, there are still thirteen towers intact in this perfectly preserved hilltop town. Your guide will lead you first to a famous panoramic viewpoint, where you can photograph the Tuscan countryside, and then through the ancient doors to the city. You will have an hour to explore the lovely town of San Gimignano as you please.
Read more

1 hour • Admission Ticket Free

Piazza Della Cisterna

As you walk through the characteristic alleyways of San Gimignano, you will inevitably make your way to Piazza della Cisterna. This is the main square of the city, and where you can find the Cathedral, Duomo, and lovely architecture! Grab a gelato or coffee and enjoy the lovely views of this perfectly preserved medieval city.
Read more

15 minutes • Admission Ticket Included

Collegiata di Santa Maria Assunta - Duomo di San Gimignano

During your free time in San Gimignano, we recommend you visit the historic Cathedral and Duomo. Inside, you can find historic and beautiful frescoes colorfully decorating the walls of the Cathedral. Many tourists skip entering this sacred church, and it is truly a hidden gem in the center of the town.
Read more

15 minutes • Admission Ticket Free

Pisa

After exploring the historic beauty of San Gimignano, it will be time to depart for a great symbol of Italy - Pisa! We will drive for about an hour, as your guide shares interesting information about the city an its monuments.
Read more

1 hour • Admission Ticket Free

Piazza dei Miracoli

Upon arrival, your guide will lead you straight to the famous Square of Miracles. At first sight, it is truly breathtaking - the white marble buildings glow in contrast to the perfect, green lawns. You will have about an hour to explore the Cathedral, Baptistry, Monumental Cemetery, and of course The Leaning Tower, a worldwide symbol of Italian heritage! Be sure to have your camera ready... Pisa is a known for its fun photos in front of the Leaning Tower!
Read more

15 minutes • Admission Ticket Free

Leaning Tower of Pisa

During your free time and if there is no queue, you can climb the Leaning Tower of Pisa to admire the incredible views of the Square of Miracles from above. The panoramic views of Pisa are truly breathtaking: from the monuments below, to the city surrounding the square, the Arno River, and the countryside in the distance... Views from the top of the tower are fascinating!
Read more

15 minutes • Admission Ticket Free

Duomo di Pisa

Discover the unique Romanesque architecture of the striking Pisa Cathedral! Beautifully decorated with gold accents and bright colors inside, this Cathedral is a mesmerizing place to finish your time in Pisa!
Read more

15 minutes • Admission Ticket Free

Florence

After departing from Pisa, it will take about an hour to return to Piazzale Montelungo in Florence. Enjoy your wonderful memories of a full day in the historical and artistic gems of the Tuscan Countryside as you sit back, relax, and enjoy the air conditioned coach bus
Read more

1 hour • Admission Ticket Free

Show 13 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Not recommended for travelers with spinal injuries
  • Kindly note that the Semi Independent option does not include the local guide in Siena
  • Please note that the given order of the visits may change
  • LOW SEASON (From November, 1st to March, 24th): English and Spanish languages are always available. In order to confirm the excursion in French, Italian or Portuguese a minimum of 4 pax is required

Frequently Asked Questions

(7)

Q: What is the cancellation policy for the Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CEST).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-6367TOUR7

Traveler Photos

Reviews

4.60
4,640 reviews

Average 4.60 out of 5 stars based on 4,640 traveler reviews collected by Cool Destinations and partner sites such as Trustpilot, Viator, and TripAdvisor

5 stars
3,443
4 stars
773
3 stars
254
2 stars
95
1 star
75

Loading Options
Don't miss out!
On average, this is booked 21 (0) days in advance.

Similar Tours & Activities

Florence Vespa Rental

We are not the classic Vespa tour where you are in large groups, where there is a purely tourist itinerary already established and you have...

1 dayFree Cancellation
1 dayFree Cancellation
1 day • Free Cancellation
4.9 (79)
from
$86.18

Private Tour from Florence to Pisa & Optional Leaning Tower

This tour gives you the opportunity to visit the city of Pisa and its Leaning Tower: one of the most famous symbols of Italy! The...

5 hours 45 minutesHotel pickup offeredFree Cancellation
5 hours 45 minutesHotel pickup offeredFree Cancellation
5 hours 45 minutes • Hotel pickup offered • Free Cancellation
3.0 (2)
from
$412.11

Private Skip-the-Line Uffizi Gallery and Vasari Corridor Tour

Step into the world of Renaissance Florence on this expertly guided private tour of the Uffizi and its secret passageway with your own personal guide...

3 hours
3 hours
3 hours
4.9 (7)
from
$318.87

Cinque Terre Private Tour From Florence

Personalized Attention: With our private tour, you receive undivided attention from your guide, allowing for a fully customized experience tailored to your interests, preferences, and...

10 to 12 hoursHotel pickup offeredFree Cancellation
10 to 12 hoursHotel pickup offeredFree Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
3.0 (2)
from
$1,397.99

Travelers Who Bought This Tour Also Bought

Skip-the-Line Guided Tour of Michelangelo’s David in Florence

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...

1 hour 20 minutesFree Cancellation
1 hour 20 minutesFree Cancellation
1 hour 20 minutes • Free Cancellation
5.0 (1,180)
from
$33.47

Skip the line : David Guided Experience

Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.8 (1,082)
from
$35.80

David & Accademia Guided Tour with Timed Entry Ticket
Likely to Sell Out
Likely to Sell Out

Best of Florence with three flexible tour options designed to suit your time and interests. Start with a visit to the Accademia Gallery, where you’ll...

1 to 3 hoursFree Cancellation
1 to 3 hoursFree Cancellation
1 to 3 hours • Free Cancellation
4.7 (1,660)
from
$43.96

Half-Day Excursion to Pisa and the Leaning Tower from Florence

Discover the timeless magic of Pisa and its world-famous Leaning Tower! No trip to Italy is complete without seeing this iconic landmark — and this...

6 hoursFree Cancellation
6 hoursFree Cancellation
6 hours • Free Cancellation
4.6 (1,060)
from
$47.46

What's Included

Activity name

  • Departure and Return from/to Florence (Piazzale Montelungo Bus Station)
  • Free time in Pisa and San Gimignano
  • Expert multilingual Tour Leader
  • Journey by fully-fitted GT Coach with Free Wifi on board
  • Typical Tuscan Lunch with Wine Pairing in a charming wine estate (if option selected)
  • Siena tour with professional guide with Headsets (if option selected)
  • Hotel pickup and drop-off
  • Gratuities
  • Lunch in case you select the Low Cost Option
  • Guide in Siena in case you select the Semi Independent and the Low Cost Option

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Not recommended for travelers with spinal injuries
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available
  • Kindly note that the Semi Independent option does not include the local guide in Siena
  • Please note that the given order of the visits may change
  • LOW SEASON (From November, 1st to March, 24th): English and Spanish languages are always available. In order to confirm the excursion in French, Italian or Portuguese a minimum of 4 pax is required
  • HIGH SEASON (From March 25th to October 31st): English and Spanish languages are always available. Other languages are confirmed as follows: FRENCH: Wednesday, Saturday - min 2 pax PORTUGUESE: Tuesday - min 2 pax ITALIAN: Sunday - min 2 pax
  • With prior notice, we can accommodate Vegetarian and Gluten free customers for lunch
  • If you select Chinese, Korean, or Japanese, the historical explanations and tour commentary will be provided exclusively via audio guide (via App) in your chosen language. You will not be left alone: a professional Tour Leader will accompany the group throughout the trip. The Tour Leader will manage the group and provide logistics, meeting point details, and emergency assistance in English, while the cultural insights will be delivered via the app in your language.
  • This tour/activity will have a maximum of 63 travelers
  • Operated by a business

Protecting you

Activity name

For your protection and stress-free bookings, use our secure platform to pay for bookings. Ciao Florence Tours Srl

Report Product Issue

Activity name

Language
Currency

Site Settings

Activity name

Currency

Activity name

Activity name

Free Cancellation

100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CEST).
  • This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

Sorting, ranking, and search results

Activity name

Cool Destinations wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Destinations over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

Choose an option

Activity name

or

Cool Rewards Terms & Conditions

Activity name

Cool Rewards

  • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

Earning rewards

  • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
  • Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
  • Earned rewards will be available to redeem once they are no longer in a pending state.
  • For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
  • If a booking where rewards were issued is canceled, the earned rewards will not be redeemable and will be moved to a canceled state.

Redeeming rewards

  • To redeem rewards, you must be logged into your Cool Destinations account.
  • Any available rewards will be automatically applied the next time you make a booking, and their value will be deducted from your order at checkout, unless you choose not to apply them, which requires you to indicate this via the toggle switch. Bookings made using rewards are subject to the standard Cool Destinations Customer Terms of Use.
  • You will not be able to redeem only a portion of your available rewards at checkout. It is only possible to redeem all or none of your available rewards.
  • There is no minimum order value required to redeem your rewards. This means that you can pay for 100% of your order with rewards.
  • Rewards are non-transferable and cannot be redeemed for cash.
  • If rewards are redeemed against a booking that is canceled or refunded, the rewards will be reissued to your account.

Miscellaneous

  • You can check your Cool Destinations account to see the rewards you have collected at any time. You are responsible for ensuring that your rewards balance is correct.
  • We reserve the right to modify these Cool Rewards Terms and Conditions at any time, with or without notice, including the rules for earning and redeeming rewards. Any changes will be reflected in the updated Terms and Conditions.
  • We reserve the right to terminate the Cool Rewards program and cease issuing any further rewards on future bookings. All pending and available rewards balances will be honored.
  • By earning and redeeming rewards, you agree to these Terms and Conditions, as well as any subsequent changes made to them.