Siena and San Gimignano Day Tour

Siena and San Gimignano Day Tour
From USD $200.00
  • Duration: 8 Hours (approx.)
  • Location: Florence
  • Product code: CHIANTI007

Enjoy a day trip from Florence to experience the Tuscan towns of Siena and San Gimignano

Great for history buffs, foodies, and those with limited time to explore the Tuscan countryside, this day trip lets you experience the highlights of the region. Your group will visit the gorgeous cultural hub of Siena and the medieval hilltop town of San Gimignano. You’ll also get to enjoy the area's cuisine with a traditional Tuscan dinner and vineyard tour in the Chianti countryside. Accompanying you will be an English-speaking guide whose knowledge enriches every aspect of your trip.


Every day at 2:00 pm


Approx. 8 hours


April to October

What's Included in this tour:

  • Expert, English-speaking tour driver, and leader

  • Small groups of 16 people or less

  • Transportation in and out of Florence by comfortable coach 

  • Guided walking tour of Siena with an English-speaking guide

  • Surprise tasting in Siena

  • San Gimignano visit with free time

  • Traditional Tuscan dinner in the Chianti countryside

  • Guided visit of the wine cellars

  • Tuscan wine tasting

  • Free subscription to our Food & Wine Club, giving you discounts on wine and more

Sites visited on this tour:

  • Siena’s Piazza del Campo and surrounding streets

  • San Gimignano’s medieval city center

  • A boutique winery in the Chianti countryside

Your tour itinerary

Stop 1: Travel from Florence to Siena

Depart Florence for Siena in full comfort aboard our state-of-the-art coach, with your dedicated English-speaking driver and tour escort.

Stop 2: Siena

Enjoy a guided walking tour of this famous Tuscan city. Explore Piazza del Campo,  the main central square where the famous Palio horse race takes place every year, then wander the city’s quiet backstreets. Your guide will tell you about the Contrade, 17 medieval city districts that compete against each other in the Palio. You’ll also enjoy a surprise tasting of a traditional Tuscan product.

Stop 3: San Gimignano

Continue to San Gimignano, a UNESCO World Heritage Site and one of the most splendid examples of an ancient walled town. Renowned as “the city of beautiful towers” or "Tuscany's Manhattan" it boasts an exceptional skyline, featuring 12 preserved Tuscan tower houses. During your free time here, stroll the maze of quaint cobblestone streets, then gaze in awe at a marvelous sunset on the Tuscan hills.

Stop 4: Winery in the Chianti countryside

Enjoy a typical Tuscan dinner at a boutique winery in the Chianti countryside. During your dinner you will also enjoy a wine tasting, pairing different wines with the various courses of your Tuscan meal. After dinner, learn about wine production during a tour of the vineyard’s ancient cellars.

Stop 5: Return to Florence

Board your air-conditioned coach and return to the tour departure point in Florence.

Important information:

Please be sure to arrive at the tour departure point 30 minutes before the starting time.

Guests arriving after departure cannot be accommodated, and missed tours or tickets will not be refunded.

Unfortunately, wheelchairs and strollers cannot be accommodated on this tour.

Important to Bring: Good walking shoes, a hat, sunscreen, and bottled water. Many parts of the itinerary are not shaded.

This tour runs rain or shine.