Italy · UNESCO Heritage Sites

Tuscany Highlights Guided Small-Group Tour from Florence

12 Hours Round trip from Florence Easy pace

The journey

Trip highlights
  • 01 Full-day small-group tour from Florence through Tuscany
  • 02 Guided walking tour of Siena with a local guide
  • 03 Lunch and wine tasting at a Tuscan winery
  • 04 Free time to explore San Gimignano
  • 05 Visit Pisa’s UNESCO-listed Piazza dei Miracoli
  • 06 See the Leaning Tower, Cathedral, Baptistery, and Camposanto
  • 07 Scenic drive through the Chianti countryside
  • 08 Round-trip transport with onboard Wi-Fi

Discover some of Tuscany’s most iconic destinations on a full-day small-group journey from Florence. Travel through the rolling hills of Chianti with an expert English-speaking tour leader, then explore Siena’s medieval streets and landmarks with a local guide before continuing deeper into the Tuscan countryside.

Enjoy lunch and a wine tasting at a Tuscan winery, then spend time in San Gimignano, famed for its striking medieval towers and charming historic centre. Your day ends in Pisa, where you can admire the UNESCO-listed Piazza dei Miracoli and capture the classic photo beside the Leaning Tower before returning to Florence.

Enjoy lunch and a wine tasting at a Tuscan winery, then spend time in San Gimignano, famed for its striking medieval towers and charming historic centre.

From the itinerary

At a glance

What this trip includes

Duration 12 Hours
Tour type Shared
Activity level Easy
Accommodation Not included
Transport Included
Wheelchair access No
Cities Florence, Pisa, Siena, San Gimignano
Languages English

Day by day

The itinerary

1
Day 01

Piazzale Montelungo, Florence

Meet your fellow travelers and the tour leader at the starting point in Florence (Piazzale Montelungo) and find a comfortable place on your bus. As you pass through the rolling hills, vineyards, and olive groves of the Chianti region enjoy the anecdotes shared by your tour leader. With great passion and deep knowledge of the territory, your guide will make your trip entertaining and interesting!

Siena, Tuscany

Built upon hills, Siena is likely Italy's loveliest medieval city whose historic centre is listed as a UNESCO World Heritage site. Follow your local guide through the winding, narrow cobbled streets and discover the magnificent architecture from the 13th Century.

Piazza del Campo, Siena

Our guided tour starts from Piazza del Campo, which is widely regarded as one of the most beautiful squares in Italy thanks to its architecture, the Mangia tower and its unique shell shape. Piazza del Campo is the civic heart of Siena, and the place where the famous Palio horse race takes place twice annually.

Cathedral Square, Siena

Our guided tour ends in front of the impressive Siena Cathedral, a stunningly beautiful building of Gothic Romanesque architecture.

San Gimignano, Tuscany

After lunch, we move to San Gimignano, the little Manhattan of the Middle Ages. The numerous medieval towers form an unforgettable skyline and offer an impressive view of the town from the surrounding valley.

Piazza della Cisterna, San Gimignano

Head to Piazza della Cisterna, at the heart of San Gimignano’s historic old town, and taste the world-famous and award-winning gelato from Gelateria Dondoli.

Pisa, Tuscany

The last stop of your memorable day trip is Pisa with its uniquely beautiful Piazza dei Miracoli, a UNESCO World Heritage site since 1987.

Piazza dei Miracoli, Pisa

Before heading back to Florence, don't forget to take a funny posing photo "holding up" the Leaning Tower of Pisa! The admission fee to the Leaning Tower of Pisa is not included, it costs approximately €20 per person. Children under 8 years old are not allowed to climb the Tower.

Piazza del Duomo, Pisa

The square is dominated by four great religious edifices: the Pisa Cathedral, the Pisa Baptistry, the Campanile, commonly known as the Leaning Tower, and the Camposanto Monumentale

Piazzale Montelungo, Florence

At the end of the day, reunite with your travel companions and return to Florence in the late afternoon.

The route

Where you'll travel

Tour route map
Round trip from Florence 4 cities · 12 Hours

The fine print

Trip details

What's Included

  • Professional English-speaking tour leader throughout the day
  • English only tour
  • Round-trip transportation by an air-conditioned minibus or minivan with free Wi-fi
  • 1-hour guided tour in Siena with a local guide
  • Free time in Pisa and San Gimignano
  • Lunch and wine tasting at a Tuscan winery
  • Headsets when appropriate

What's Not Included

  • Admission to the Leaning Tower of Pisa (approximately €20 per person)

Know before you go

  • Not wheelchair accessible
  • No public transportation nearby
  • Infant seats unavailable
  • Please note that the given order of the visits may change
  • Small group tour shared with other participants (max 25 guests)
  • Please plan to arrive at the meeting point at least 15 minutes before the tour departure

Logistics

Meeting & route

Meeting point
Florence, IT
Tour start
Florence, IT
Tour ends at the same location as the start point.
End of the journey

Your 12 hours finish where they began, in Florence.

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