Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa
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September 2026
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Adults
Age 13 and over
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Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.9/5
Based on 223 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa worth booking?
Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa is a 8-hour experience in Florence, Italy, from $127 per person. It scores 84 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 4.9/5 rating across 223 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 84 / 100
- Rating
- 4.9/5 (223)
- Duration
- 8 hours
- From
- $127 per person
Get ready for the ultimate Tuscan day trip — a journey through the region’s most iconic towns, unforgettable landscapes, and world-famous flavors. Depart from Florence aboard a luxury minivan with your expert tour leader
What you get
About this experience
Get ready for the ultimate Tuscan day trip — a journey through the region’s most iconic towns, unforgettable landscapes, and world-famous flavors. Depart from Florence aboard a luxury minivan with your expert tour leader. Begin in Siena, where a guided walking tour reveals medieval alleys, Piazza del Campo, and the traditions of the Contrade. Enjoy a surprise local tasting before heading to San Gimignano, the hilltop town of towers, with free time to explore artisan shops and stunning views. Then relax with a typical Tuscan lunch before reaching Pisa. Admire the Leaning Tower, cathedral, and baptistery in the breathtaking Miracle Square. This Grand Tour is the perfect blend of art, history, wine, and countryside charm — ideal for travelers who want it all in one unforgettable day. Short on time? Choose our afternoon option, with Siena, San Gimignano, and a sunset wine tasting and Tuscan dinner in the Chianti hills — perfect for those who prefer a slower pace and golden-hour magic.
What's included
Included
- English-speaking driver/tour leader
- Free time in San Gimignano
- Free Wi-Fi on board
- Winery guided tour with wine tasting
- Guided walking tour of Siena with professional licensed guide
- Round-trip transportation from Florence by luxury Mercedes Minivan or Minibus
- Visit Pisa & Miracle Square - NO Leaning Tower tickets (NOT INCLUDED IN THE AFTERNOON OPTION)
- 3 course Typical Tuscan lunch or Dinner for the Afternoon Siena & San GimignanoOption
- Surprise tasting in Siena or San Gimignano
Not included
- Gratuities
- Hotel pickup and drop-off
- We are sorry to inform you that pets are not permitted on our tours
- Pisa Leaning Tower (Entry Tickets not included)
What you'll see and do
Florence
Meet your tour leader at 7:45 AM in Piazza Mentana, just outside the Towns of Italy Office. After a warm welcome, depart at 8:00 AM aboard a luxury Mercedes minivan (max 8 guests) equipped with A/C and free Wi-Fi. Get ready to relax and enjoy panoramic views of the rolling Chianti countryside, dotted with cypress-lined roads, olive groves, and historic villas. Your expert driver will introduce the day’s program as you begin your unforgettable Grand Tour of Tuscany.
30 minutes here
Siena
Arrive in Siena and meet your local licensed guide for a captivating walking tour through one of Tuscany’s most historic cities. Discover the Basilica of San Domenico, walk along medieval alleys like Via della Sapienza and Piazza Salimbeni, and admire noble palaces along Via Banchi di Sopra. Explore Piazza Tolomei and enter the majestic Piazza del Campo, famous for the Palio horse race. Continue past the Battistero and conclude at the magnificent Duomo, all while learning about Siena’s Contrade and its proud cultural identity.
60 minutes here
Siena
Before leaving Siena, enjoy a delightful local tasting experience curated by your guide. Savor traditional Tuscan flavors such as cantucci with Vin Santo, ricciarelli, or other seasonal specialties that reflect the rich gastronomic heritage of the region. This moment is a delicious introduction to the day’s culinary highlights and a unique opportunity to indulge your senses in the heart of medieval Tuscany.
30 minutes here
San Gimignano
Continue your journey through the scenic Via Cassia, passing charming hamlets like Monteriggioni and Colle Val d’Elsa, until you reach San Gimignano. Known as the “medieval Manhattan” for its soaring towers, this UNESCO World Heritage town offers breathtaking views and timeless charm. Enjoy FREE TIME to stroll through artisan boutiques, sample Vernaccia wine, admire frescoed churches, or climb Torre Grossa for a panoramic vista—it's your Tuscan postcard come to life.
60 minutes here
Strada in Chianti
Indulge in a traditional Tuscan lunch at a carefully selected trattoria or farmhouse in the Chianti area. Taste regional favorites like handmade pasta, local cured meats, seasonal vegetables, and dessert—always paired with house wines. This moment is a highlight of the day: authentic flavors served in an idyllic rural setting, perfect for relaxing and soaking in the Tuscan lifestyle before heading to your final stop.
60 minutes here
Pisa
Arrive in Pisa and enjoy free time in the iconic Piazza dei Miracoli. Admire the world-famous Leaning Tower, the Baptistery, and the Cathedral in one of Italy’s most impressive monumental complexes. Although tickets for climbing the tower are not included, you may purchase them on-site if time permits. Capture your perfect Pisa photo before boarding the minivan for the final leg of your journey. Return to Florence by 7:30 PM, full of memories from a day rich in art, history, flavors, and unforgettable views.
60 minutes here
Where it starts and ends
Meeting point
Florence
Meet your tour guide at Via Dei Vagellai 22r, corner with Piazza Mentana, FIRENZE (opposite the Arno River). Please be at the meeting point 15 minutes before the scheduled departure time.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Meet your tour guide at Via Dei Vagellai 22r, corner with Piazza Mentana, FIRENZE (opposite the Arno River). Please be at the meeting point 15 minutes before the scheduled departure time.
Options you can book
Tuscany Grand Tour by Coach
Essential Coach Tour: Full-day trip to Siena, San Gimignano, Pisa & Chianti lunch—top sights, great value. Max comfort, low cost.
Tuscany Grand Tour by Minivan
Mercedes Minivan Tour: Explore Siena, San Gimignano, Pisa & Chianti with lunch in a semi-private tour (max 8): art, wine & iconic views in 1 day!
Afternoon Option-NO PISA INCL
Siena&SanGimignano with Dinner: Short on time? Join at 2 PM for an 8.5h Siena & San Gimignano tour with sunset Chianti dinner. PISA NOT INCLUDED.
Private day trip from Florence to Pisa, Siena, San Gimignano
Private Tuscany Tour: Private Siena & San Gimignano with Dinner: exclusive tour with Chianti sunset dining for your group
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Towns of Italy
Know before you go
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- Minimum drinking age is 18 years
- Please advise any specific dietary requirements at time of booking
- Short on time? Choose our AFTERNOON OPTION, with Siena, San Gimignano, and a sunset wine tasting and Tuscan dinner in the Chianti hills — perfect for those who prefer a slower pace and golden-hour magic (PISA NOT INCLUDED IN THE OPTION)
Photos
What travelers are saying
Outty’s summary of the themes that recur across 224 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
8 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
4 mentionsTravelers single out the guide as the reason the experience works.
Traveler reviews
224 verified traveler reviews for Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa. Ratings and reviews provided by Viator and Tripadvisor.
A fun day touring the Country.
Christina was a very good guide, taking us safely to each spot. My only feedback is to incorporate some of the history and interesting facts about each city. Offer that information while driving to fill the time. And maybe even have some music playing so the van ride isn’t dead quiet. That would help. Maybe some kind of playlist that’s neutral for everyone to enjoy.
via Tripadvisor
We had a wonderful day!
Daria was our tour guide and driver for the day. She showed us beautiful places like Pisa, San Gimigano and Siena. She had great knowledge of the areas and real life connections with other tour guides we met throughout the day. Spending the whole day with Daria was worth every second and every penny.
via Tripadvisor
Tuscany tour
Excellent trip and Daria was an excellent driver/guide
via Tripadvisor
Great driver, easy itinerary
Our driver Francesco is amazing - super friendly, super knowledgeable and especially, a warm personality. Definitely recommend for a laid back easy look see around Florence.
via Tripadvisor
Memorable Experience
I booked Italy trip through Audley travel agency . They set us up With this Florence trip . This was a 8 hour Florence Pisa , San Gimigano Tuscany region tour . It was an amazing experience but what made it very special and enjoyable memorable was the tour lady !!! She was super knowledgeable fun charming and genuinely friendly . Her name was Cristina and she was with For Towns of Italy . I would love to give her an extra special thanks for making my wedding anniversary trip memorable!!!!!
via Tripadvisor
Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $127 to $1365
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 78
- Verdict
- Exceptional
Why this scores 84
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa cost?
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Prices start at $127 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa take?
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Plan for about 8 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Florence is not rushed.
Is Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa worth it?
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It holds an Outty Ranking of 84 out of 100, which we label "Exceptional". That score blends traveler sentiment (4.9/5 across 223 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa?
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Around 78 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Florence can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Florence and add a light layer if any part of the 8-hour experience runs outdoors or after sunset.
Where does Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Florence within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Florence?
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On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici Tales - guided by a STORYTELLER, Florence Pizza or Pasta Class & Gelato Making at a Tuscan Farm, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Florence?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Florence?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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