Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery
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
- Journey by fully-fitted GT Coach with air conditioning and free Wi-Fi 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
- Guide in Siena in case you select the Semi Independent and the Low Cost Option
Meeting Location
Piazzale Montelungo
50129 Firenze FI, Italy
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Florence
1 hour Admission Ticket Free
Siena
2 hours Admission Ticket Free
Piazza del Campo
30 minutes Admission Ticket Free
Torre del Mangia
15 minutes Admission Ticket Free
Duomo di Siena
15 minutes Admission Ticket Free
Strada Statale 222 Chiantigiana
2 hours Admission Ticket Included
San Gimignano
1 hour Admission Ticket Free
Piazza Della Cisterna
15 minutes Admission Ticket Included
Collegiata di Santa Maria Assunta - Duomo di San Gimignano
15 minutes Admission Ticket Free
Pisa
1 hour Admission Ticket Free
Piazza dei Miracoli
15 minutes Admission Ticket Free
Leaning Tower of Pisa
15 minutes Admission Ticket Free
Duomo di Pisa
15 minutes Admission Ticket Free
Florence
1 hour Admission Ticket Free
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
- 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.
- May be operated by a multilingual guide
- This tour/activity will have a maximum of 63 travelers
Frequently Asked Questions (8)
Q: What is the cancellation policy for the Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-6367TOUR7
Traveler Photos
Reviews
Average 4.62 out of 5 stars based on 5,070 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities
Roll up your sleeves and learn how to make fresh pasta like an Italian and secret techniques for creating a perfect tiramisù in a locally...
$56
Experience Florence in a Day on a guided small-group tour that brings together the city’s greatest highlights. Use timed entry tickets to see Michelangelo’s David...
$124
Private Day Trip to Siena and San Gimignano from Florence. On our private Florence day tours of Tuscany enjoy a tour of two among the...
$240
Is this your first time in Florence? Then you deserve a proper introduction! "Florence City Walking Tour - TOP 10 Attractions" is perfect for those...
$69
Roll up your sleeves and learn how to make fresh pasta like an Italian and secret techniques for creating a perfect tiramisù in a locally...
$56
Experience Florence in a Day on a guided small-group tour that brings together the city’s greatest highlights. Use timed entry tickets to see Michelangelo’s David...
$124
Private Day Trip to Siena and San Gimignano from Florence. On our private Florence day tours of Tuscany enjoy a tour of two among the...
$240
Is this your first time in Florence? Then you deserve a proper introduction! "Florence City Walking Tour - TOP 10 Attractions" is perfect for those...
$69
Travelers Who Bought This Tour Also Bought
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...
$33
Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...
$31
Perfect for art lovers, history enthusiasts, and first-time visitors, this guided tour offers an in-depth exploration of Florence’s artistic heart—with expert commentary and fast-track access...
$42
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...
$45
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...
$33
Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...
$31
Perfect for art lovers, history enthusiasts, and first-time visitors, this guided tour offers an in-depth exploration of Florence’s artistic heart—with expert commentary and fast-track access...
$42
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...
$45
Frequently Asked Questions (8)
The answers provided below were previously given in response to questions from Cool Shore Excursions customers.
Filter by:
- 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 (CET).
- 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.
- 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 air conditioning and free Wi-Fi 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.
- Guide in Siena in case you select the Semi Independent and the Low Cost Option.
This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Apr 2025There is no minimum age for this tour, so bring your wee one along for an adventure..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery is as follows:
- 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
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- 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 air conditioning and free Wi-Fi 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
- Guide in Siena in case you select the Semi Independent and the Low Cost Option
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
- 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.
- May be operated by a multilingual guide
- This tour/activity will have a maximum of 63 travelers
