Best of Tuscany Small Group Tour from Florence

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Recommended for First-Time Visitors
Starts in FlorenceSmall Group Tours Available Every Thursday, SundayClick on 'check availability' to view the calendar
Guided Tour
Air Conditioned Transport
10 hour tour
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€180€120per person
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Our Best of Tuscany Small Group Tour from Florence is the ultimate way to enjoy the rolling hills of Italy’s wine country. Unlock the secrets of San Gimignano – the hilltop town that promises epic views. Experience the heart of medieval history in Siena, where sites like the Duomo offer a glimpse into the past. Next, you can choose between discovering a quaint Chianti village with its enchanting streets and boutiques or visiting a local winery. You can join a wine tasting (for a fee) or simply bask in the surrounding beauty before reaching Pisa. Here’s your chance to take iconic photos near the Leaning Tower of Pisa and marvel at the local sites.

First-time travelers in Italy must join our Best of Tuscany Small Group Tour from Florence for unbelievable views of Italy’s wine country. With your small group, be immersed in the region’s beauty, from San Gimignano to Pisa. Enjoy air-conditioned transfers, a local tour leader, and self-guided adventures. This tour operates twice a week with guaranteed departures, so book your spot today!

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Best of Tuscany Small Group Tour from Florence Highlights

  1. Take in the breathtaking Tuscan views from San Gimignano
  2. Opt for visiting a stunning vineyard or strolling a local village
  3. Learn about Siena’s rich history and explore the medieval city
  4. Visit one of Italy’s most famous landmarks: the Leaning Tower of Pisa
  5. Guaranteed small tour group sizes, ensuring intimate and personal experiences
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Best of Tuscany Small Group Tour from Florence Itinerary

8:45 - Depart from Florence
Reach the hilltop town of San Gimignano
Explore Siena’s historic center, see the cathedral, and enjoy free time for lunch
Next, you have the option to either explore a charming village or visit a winery
In the village, you will get acquainted with charming streets and go shopping
In the winery, you can explore and enjoy a wine tasting (for a fee)
Reach Pisa and see the famous Leaning Tower of Pisa
20:00 - The tour ends in Florence
NB - all timings on Best of Tuscany Small Group Tour from Florence are approximate
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Available dates are shown in green along with the starting price for that date based on recent searches. Click on a date to move to the next step and customize your trip such as adding airport transfers, choosing your hotel, and adding extra nights.


Hand-picked English speaking tour leader
All transportation
Meals & drinks
Wine tasting (optional)
Entrance fees
Personal travel insurance
What to Bring
Walking shoes