Experience

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

4.88(237)Chianti· Vineyards · slow roadsEnglish4 options

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.

Languages
English

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

Meeting point & pickup

Meet at the designated start point

Cancellation

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

Choose a tour option · 4

4 versions of this tour. Pick a date to see prices, start times and what's still open.

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

Where you'll be

from€149.00/person
Book on Viator

Opens viator.com in a new tab. You book and pay there — Viator handles tickets, changes and refunds. We may earn a commission.

Verified affiliate supply

Around Chianti

Places worth planning around while you're in the area.