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Florence: Tuscany Grand Tour - Siena, San Gimignano, Chianti & Pisa

4.9(224)8 h – 12 hModerately active

From

$176per person

Book on Viator

Free cancellation up to 24 hours before
Instant confirmation
Mobile or paper ticket accepted

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

Overview

Duration: 8 h – 12 h
Languages: English
Group size: Up to 15 travelers
Suitable for: Ages 0–99
Pace: Moderately active

Good for

Couples
First-time visitors
Food lovers
Groups of friends
History buffs

Embark on an unforgettable day trip from Florence to explore Tuscany's most iconic destinations. Discover Siena with a guided walking tour, marvel at the medieval towers of San Gimignano, and savor a delicious typical Tuscan lunch before reaching Pisa to see its famous Leaning Tower.

Highlights

Guided Walking Tour of Siena
San Gimignano & Pisa Visit
Typical Tuscan Lunch

What's 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

Itinerary

1
Florence
30min
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.
2
Siena
1h
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.
3
Siena
30min
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.

Before you go

Ticket & redemption

Mobile or paper ticket accepted
One ticket covers the whole booking

Good to know

Public transportation options are available nearby
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)

Accessibility

Location

From$176per person

Viator

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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)

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.

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.

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.

Specialized infant seats are available
Suitable for all physical fitness levels