Tour Finder
  1. Home
  2. Siena, San Gimignano and Chianti Wines Day Tour from Florence

Siena, San Gimignano and Chianti Wines Day Tour from Florence

Image 1
Image 2
Image 3
Image 4
Image 5
Image 6
Image 7
Image 8
Image 9
Image 10
Image 11
Image 12
Image 13
Image 14
Image 15
Image 16
Image 17
Image 18
Image 19
Image 20
Image 21
Image 22
Image 23
Image 24
Image 25
Image 26
Image 27
Image 28
Image 29
Image 30
Image 31
Image 32
Image 33
Image 34
Image 35
Image 36
Image 37
Image 38
Image 39
Image 40

Overview

Available languages

Portuguese
English
Italian
French
Spanish

10 hours 30 minutes

Mobile ticket

A full day tour, taking in the key beauties of Central Tuscany including a delicious Chianti wine tasting. You'll roll through the sweeping countryside to arrive at the jewel of Siena, with its unique Square and Gothic Town Hall. Then you'll take the road for San Gimignano, the Medieval New York, and Monteriggioni - a hilltop castle with breath taking views. But it's still not over! End your visit with a Chianti winery where you savor the best of Italian wines. This is a perfect day-out to relax and replenish your spirits.

Additional Info

Infants and small children can ride in a pram or stroller

Public transportation options are available nearby

Infants are required to sit on an adult’s lap

Specialized infant seats are available

Not recommended for travelers with poor cardiovascular health

Travelers should have at least a moderate level of physical fitness

May be operated by a multi-lingual guide

Please note that the given order of the visits may change

Kindly note that the Semi independent option does not include the professional guide in Siena

LOW SEASON (From November, 1st until March, 31st): English and Spanish languages are always guaranteed. In order to confirm the excursion in French, Italian or Portuguese a minimum of 4 pax is required

HIGH SEASON (From April 1st until October 31st): this tour is always available in English and Spanish. Other languages are confirmed as follows: FRENCH: Tuesday - Friday, min 2 pax PORTUGUESE: Wednesday - min 2 pax ITALIAN: Saturday, Sunday - min 2 pax

Cancellation Policy

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

What To Expect

1

There is no time to waste when exploring the stunning Tuscany hills! Meet your tour guide at Piazzale Montelungo Bus Terminal early in the morning. Piazzale Montelungo is located 5-10 minutes walking distance from the Santa Maria Novella train station. Hop on the comfortable coach bus, choose your seat, and relax before departing on your journey! The drive to Monteriggioni will take about one hour. During the journey, your guide will entertain you with plenty of interesting information about Tuscany and its sights on the way. Upon arrival, your expert guide will share some interesting information and fun stories about Monteriggioni! If you have any questions, your guide will be there to assist you.

45 minutes • Admission Not Applicable
2

Monteriggioni

After about 40 minutes by bus, arrive in Monteriggioni, a charming medieval fortress set atop a hill. Enjoy 45 minutes of free time to stroll through the village squares and soak up its timeless atmosphere. Guests may also choose to walk along the fortress walls (optional, extra cost).

1 hour • Admission Not Applicable

What‘s Included

Free time in San Gimignano and Monteriggioni Medieval towns

Expert multilingual Tour Leader

Visit to a charming Chianti wine estate with tastings of up to 2-3 Chianti wines and regional snacks

Siena tour with professional guide with Headsets (not included in the "+ Free Time" option)

Journey by fully-fitted GT Coach with Free Wifi on board

Gratuities

Hotel pickup and drop-off

Siena Cathedral tickets (approx. 7€ pp)

Lunch

Options

Italian With Guided Siena

All inclusive tour in Italian: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Spanish With Free Time

What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

French With Free Time

What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Portuguese With Guided Siena

All inclusive tour -Portuguese: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Portuguese With Free Time

What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Spanish With Guided Siena

All inclusive tour in Spanish: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

French With Guided Siena

All inclusive tour in French: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

English with Free Time

What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

English With Guided Siena

All inclusive tour in English : Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Italian With Free Time

What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Reviews

4.59

2,498 reviews

Total reviews and rating from Viator & Tripadvisor

1840
429
140
43
46
  • We had a great time on...

    Kailee P,,Jan 8, 2026

    - Review from Viator

    5.00

    We had a great time on this tour! Very well organized and packed in a lot of sites for a fun day! The guides were very friendly and there were many add ons to really customize the experience.

  • Disappointment

    Carmen G,,Jan 5, 2026

    - Review from Viator

    2.00

    Very expensive for what it offers, plus the tour you can pay for is very loose, short-lived and scarce information.

  • Full day of fun, food, and wine

    F5658SSjenniferf,,Jan 4, 2026

    - Review from Tripadvisor

    5.00

    Gabrielle and John were very good guides. The tour included people who spoke Spanish, English, and Italian. They were sure to share the information in all three languages to include everyone. It was a full day that included lots of sights, tastes, and new experiences in the Siena and Tuscany region.

    F5658SSjenniferf's photo 1
    F5658SSjenniferf's photo 2
    F5658SSjenniferf's photo 3
    F5658SSjenniferf's photo 4
    F5658SSjenniferf's photo 5
  • A nice excursion but we were not helped by the schedules

    FarAway321453,,Jan 4, 2026

    - Review from Tripadvisor

    5.00

    A very complete excursion, however doing so on Sunday the Siena Cathedral closes for Mass and you can not see in the time we were there as we chose the food (which was very good) organized instead of going on our own. We also could not visit because they close soon, the cathedral of San Giminiano. The mistake was to go on Sunday (I think) although we ran away from the crowds of Florence since on Sunday museums are free

    FarAway321453's photo 1
  • Lovely day tour

    isaacmY921RR,,Jan 4, 2026

    - Review from Tripadvisor

    4.00

    Great full day tour! We enjoyed the scenic views, wine tasting and the old towns around Tuscany. The tour guide was very knowledgeable and kind to us and the large group.

  • RECOMMENDABLE

    rom ng2026,,Jan 4, 2026

    - Review from Tripadvisor

    5.00

    Gabriele guide magnificent. The tour a great experience. The conductor Boris and the other guides Jh9n some cracks too.... .....

  • Highly recommended

    Airam G,,Jan 3, 2026

    - Review from Tripadvisor

    5.00

    We went today Saturday, January 3 and it met expectations. Excellent treatment received. I highly recommend it

  • Unmissable

    frana2026,,Jan 3, 2026

    - Review from Tripadvisor

    5.00

    Costantino, Lucia and Luca were geniuses! Very good tour the explanations and good vibe!! If you go to Florence you can not miss this tour

    frana2026's photo 1
  • Recommended tour of Tuscany

    Mers18,,Jan 3, 2026

    - Review from Tripadvisor

    5.00

    Highly recommended tour of Tuscany with a lot of variety both on site and in gastronomy including a tasting of chianti wines

  • Wonderful experience

    N8215GYroberta,,Dec 31, 2025

    - Review from Tripadvisor

    5.00

    Wonderful job to Claudia, Anastasia, Boris, and John. All of the staff were true professionals and the tour was very relaxing with no stress.

From €55.00

4.59
(2,498 reviews)
Check availability

Want a private experience? Upgrade to a private tour

  • messenger
  • whatpsapp
  • zalo

Related Experiences

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

4.85
Best of Florence: Small Group Tour Skip-the-Line David & Accademia with Duomo

Best of Florence: Small Group Tour Skip-the-Line David & Accademia with Duomo

4.72
From Florence: Cinque Terre & Pisa Day Trip

From Florence: Cinque Terre & Pisa Day Trip

4.57
Uffizi Gallery Small Group Tour with Guide

Uffizi Gallery Small Group Tour with Guide

4.68
Florence Day Trip: Pisa, San Gimignano and Siena with Lunch

Florence Day Trip: Pisa, San Gimignano and Siena with Lunch

4.44
Cinque Terre Experience From Florence

Cinque Terre Experience From Florence

4.57
Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

4.95
Florence in a Day: David, Cathedral & City Highlights Guided Tour

Florence in a Day: David, Cathedral & City Highlights Guided Tour

4.61
Cinque Terre and Pisa Tower Tour from Florence Semi Private

Cinque Terre and Pisa Tower Tour from Florence Semi Private

4.89
Florence Evening Food Tour with Florentine Steak & Tuscan Wine

Florence Evening Food Tour with Florentine Steak & Tuscan Wine

4.73
Florence Cooking Class The Art of Making Gelato & Authentic Pizza

Florence Cooking Class The Art of Making Gelato & Authentic Pizza

4.83
SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

4.94

Operated by Ciao Florence Tours Srl

A product of Trip Social Group

Australia: Pavel Australia Pty Ltd

Việt Nam: Công ty TNHH Trip Social

top-50

Winner - HO CHI MINH INNOVATIVE STARTUPS IN TOURISM 2022.

Quick links

Destinations

Contact us

  • zalo
  • whatpsapp
  • messenger
Travelling effortlessly, together

© 2026 Trip Social Group. All rights reserved. ABN 37 629 297 507

    Accepted Payment Methods

  • visa
  • visa
  • visa
  • jcb
  • paypal