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Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch

4.8 Great 3042 reviews
|
12h
|
English, Spanish
Free cancellation Instant confirmation Live guide

Ratings & Reviews

4.8
3042 reviews
5
2577
4
321
3
85
2
26
1
33
Ratings collected from Guidekin & Viator & Tripadvisor

Guidekin's take

Pisa, Siena and San Gimignano in our Day Trips comparison.

Trade-off: Lunch only on upper tiers; no refund if late.

Last checked: September 18, 2026. Commissions never affect our verdicts.

Overview

Guidekin summary

Pisa, San Gimignano and Siena in one coach day from Florence, with a Tuscan lunch and four paired wines on the standard tiers. Pick the guided tier with Siena Cathedral entry or a semi independent one without lunch; no hotel pickup, and late arrivals are not refunded. Rated 4.77 by 3,042 travellers at €59 per person.

From the guide

Spend the day discovering the highlights of the Tuscan countryside on this guided tour, together with its amazing art cities and tasting food & wine. Make your way through the rolling hills as you discover the charm of Pisa, San Gimignano, and Siena.

Your first stop will be Pisa. See the cathedral, baptistery, and, of course, the famous Leaning Tower, one of the most iconic buildings in the world.

From Pisa, drive past hilltop hamlets scattered across some of the most enchanting areas of the countryside. Arrive in San Gimignano where a Tuscan lunch with wine pairing will be served (if option selected).

Continue to the medieval village of San Gimignano, UNESCO World Heritage site nicknamed the “Manhattan of the Middle Ages” because of its towers.

End the tour in Siena. Stroll the pedestrian historical center and visit the beautiful cathedral (if option selected). Take a walking tour along the medieval streets and squares, passing the oldest bank in the world, and Piazza del Campo.

Tour options

The operator sells this tour in 6 versions. Prices are the operator's current list for two travellers; the calendar shows the exact figure for your date and party.

ENG Semi-Independent No Lunch

from €59 / person
Guide: English, Spanish

English Without Lunch: Round trip with Tour Leader on board. Not included: Lunch with Wine Pairing, Siena Guided Visit & Cathedral Admission.

ENG Semi-Independent & Lunch

from €95 / person
Guide: English, Spanish

English with Lunch: Round trip with tour Leader on board and Lunch with Wine Pairing. Not included: Siena Guided Visit & Cathedral admission.

SPA Guided Tour - no Cathedral

from €105 / person
Guide: Spanish

Spanish Without Cathedral: Round trip with tour Leader on board, Lunch with Wine Pairing, Guided visit in Siena. Not included: Cathedral admission.

ENG Guided Tour - no Cathedral

from €105 / person
Guide: English

English Without Cathedral: Round trip with Tour Leader on board, Lunch with Wine Pairing, Guided visit in Siena. Not included: Cathedral admission.

ENG Guided Tour with Cathedral

from €115 / person
Guide: English

Full English Tour & Cathedral: Round Trip with Tour Leader on board, Lunch with Wine Pairing, Guided visit in Siena with Cathedral admission.

SPA Guided Tour with Cathedral

from €115 / person
Guide: Spanish

Full Spanish Tour & Cathedral: Round Trip with Tour Leader on board, Lunch with Wine Pairing, Guided visit in Siena with Cathedral admission.

Schedule & Availability

Runs daily
Departs: 07:30
Scheduled through October 2027

This tour runs daily, departing at 07:30. Scheduled through October 2027. These are the operator’s scheduled departures, not a live seat count: availability is confirmed at checkout. Schedule last checked September 18, 2026.

What's Included

Siena Cathedral and Libreria Piccolomini entrance with guided visit (if option selected)
Comfortable G.T. Coach transport from Florence in a modern, air-conditioned bus
Immersive journey led by a Licensed Multilingual Tour Leader (English & Spanish)
Typical Tuscan Lunch with wine pairing of 4 different wines (except for Escorted Round Trip option)
Dedicated Caf Tour & Travel Staff Assistance at the meeting point
Guided tour in Siena with Earphones provided (if option selected)

What's Not Included

Hotel pick up and drop off
Optional Gratuities

Itinerary

Piazza dei Miracoli Stop 1
Your Tuscany discovery begins with Pisa. Getting off the coach, we reach the Field of Miracles, a green grass field dominated by the dazzling white buildings
15 min
Duomo di Pisa Stop 2
The Duomo di Pisa, formally known as the Cathedral of Santa Maria Assunta, is a magnificent medieval cathedral located in the iconic Piazza dei Miracoli in Pisa, Italy. Renowned for its distinctive Romanesque architecture, the cathedral features stunning marble facades, intricate sculptures, and a striking bronze entrance door. The interior of the cathedral showcases impressive artwork, including pulpit sculptures by Giovanni Pisano. The Duomo di Pisa stands as a testament to Pisa's architectural and artistic heritage, drawing visitors from around the world.
15 min
Leaning Tower of Pisa Stop 3
The Leaning Tower is almost 56 meters tall (about 183 ft). It leans at about 4 degrees, making it one of the most famous and iconic buildings all over the world. You are in one of the most world known places: revel in it, take creative photographs or wander off down the local streets.
15 min
Camposanto Stop 4
The Camposanto Monumentale in Pisa, Italy, is a historic cemetery built in the 12th century. Known for its stunning architecture, it houses Roman and medieval sculptures, sarcophagi, and frescoes. Despite damage during World War II, ongoing restoration efforts preserve its cultural significance.
Pass by
Battistero di San Giovanni Stop 5
The round- shaped Baptistery, surrounded by its suggestive columned arcades is a magnificent structure that complements the nearby Cathedral and Leaning Tower. Built over several centuries, the baptistry features a blend of Romanesque and Gothic architectural styles.
10 min
Via Francigena Tappa 32 San Gimignano - Monteriggioni Stop 6
From Pisa, we drive past hilltop hamlets scattered over some of the most beautiful and enchanting view of the countryside up to arrive at San Gimignano where a traditional Tuscan Lunch withTasting of 4 different wines, will be served.
1h 30m
San Gimignano Stop 7
After lunch, your visit continues to the discovery of a Tuscan medieval pearl, the stunning village of San Gimignano, Unesco world heritage, known for the ancient town planning still intact. It is often nicknamed the “Manhattan of the Middle Ages” because its famous tall, narrow towers create a skyline that looks a bit like a modern city.
30 min
Piazza Della Cisterna Stop 8
Piazza della Cisterna is a charming medieval square situated in the heart of San Gimignano. Surrounded by well-preserved medieval towers and historic buildings, the square takes its name from the ancient cistern located at its center. The triangular-shaped square is paved with medieval stones and exudes a timeless atmosphere. With its well-preserved medieval architecture and unique charm, Piazza della Cisterna stands as a captivating focal point within the UNESCO World Heritage site of San Gimignano.
30 min
Mura di San Gimignano Stop 9
These well-preserved walls, dating back to the 13th century, served both defensive and symbolic purposes. The "Mura" offer a scenic stroll along their length, providing panoramic views of the charming town, its iconic towers, and the picturesque Tuscan countryside.
Pass by
Piazza del Campo Stop 10
Our last stop is Siena, which we will reach by driving through the lovely Chianti countryside. Siena is an amazing hilltop town, rich in works of art and traditions, famous monuments and picturesque views with a fascinating pedestrianized historical center and one of the most beautiful Cathedrals in the world. Upon arrival in Siena our local guide will take you on a guided walking tour along the small medieval streets and squares, passing the oldest bank in the world, and the Piazza del Campo - site of the famous 600-year-old Palio horse-race, to the spectacular Cathedral.
1h
Torre del Mangia Stop 11
The Torre del Mangia is a striking medieval tower located in the heart of Siena, Italy. Standing adjacent to the Palazzo Pubblico, this iconic structure offers panoramic views of the city and its surroundings. Completed in 1348, the tower reaches a height of 87 meters and remains a prominent symbol of Siena's medieval heritage.
Pass by
Duomo di Siena Stop 12
Cathedral Entrance and inside guided visit only if option selected - officially known as the Cathedral of Santa Maria Assunta, is a stunning medieval cathedral in Siena. Renowned for its distinctive Gothic architecture, the cathedral showcases a magnificent facade adorned with intricate sculptures. Inside, visitors can marvel at remarkable works of art, including frescoes, mosaics, and statues by renowned artists like Donatello and Michelangelo. The cathedral's breathtaking interior also features a striking marble pavement and a magnificent Piccolomini Library.
15 min
Only if cathedral entrance option is selected - The Piccolomini Library, hous... Stop 13
Only if cathedral entrance option is selected - The Piccolomini Library, housed within the Duomo di Siena, is a Renaissance gem adorned with vibrant frescoes by Pinturicchio. Commissioned by Pope Pius III, these artworks depict scenes from his life, creating a cultural and artistic treasure within the Siena Cathedral.
10 min
Piazza Salimbeni Stop 14
The world's oldest Bank is "Monte dei Paschi" and it is located in Siena, Piazza Salimbeni. The Palace hosting the Bank is in renaissance style and dated back to 1523.
15 min

Departure & Return

Start point

At 07:15 am, at Piazzale Montelungo (Montelungo Square), at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.

End point

At 07:15 am, at Piazzale Montelungo (Montelungo Square), at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.

Additional Information

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Travelers should have at least a moderate level of physical fitness
  • Comfortable shoes suggested
  • Appropriate clothing is recommended to visit places of worship
  • Please advise any specific dietary requirements at time of booking
  • It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay it will not be possible to join the tour, nor to have a refund or reschedule the tour.
  • Please be advised that it is required to bring your original ID with you during the tour.
  • Once the audio guides are handed over before the guided tour, they become the full responsibility of the customer. In case of loss, a fee of €80 will be charged.
  • Vegetarian and gluten-intolerant options are available at the wineries; however, cross-contamination cannot be fully excluded. Please advise any specific dietary requirements at time of booking for the product tasting.
  • If semi-independent option selected: From November to March 26th, Chianti wine tasting experience including a selection of local Tuscan specialties (cured meats, cheeses and bruschetta), with the option to purchase additional dishes on site.
  • Clients with motor disabilities or wheelchair users are encouraged to notify the tour organizer in advance and seek medical advice to ensure suitability of services. Our tours and transportation are not suitable for people with motor disabilities or wheelchair users, so to prioritize the safety and well-being of all involved, the driver and tour manager retain the right to decline participation if they believe it may compromise safety. This decision rests solely with them, and no compensation will be provided in such cases. By accepting these terms, clients agree to respect decisions made by staff regarding participation.

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

1+ daysFull refund
0-1 daysNo refund

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