---
title: Siena, San Gimignano and Chianti Wines Day Tour from Florence
lang: en
type: tour
city: Florence
country: Italy
price: 65
currency: EUR
price_unit: per_person
availability: bookable
rating: 4.66
reviews: 3403
duration_minutes: 630
languages: [ko, pt, cmn, ja, en, it, fr, es]
free_cancellation: true
guidekin_pick: Coach, Siena guide option
rank_in_category: 33 of 39 (Day Trips)
schedule_checked: 2026-09-18
data_updated: 2026-09-18
canonical: https://guidekin.com/italy/florence/tours/siena-san-gimignano-and-chianti-wines-day-tour-from-florence/
---

# Siena, San Gimignano and Chianti Wines Day Tour from Florence

**Guidekin's take:** A coach day that pairs Siena, San Gimignano and Monteriggioni with a Chianti estate visit and a tasting of up to three wines with snacks. Lunch and the Siena cathedral ticket are not included, and the free time tier drops the guided Siena walk, so read the option name before booking. 4.66 from 3403 reviews for 10h 30m at €65 per person.

## Overview

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.

## Key facts

- Price: from €65 per person
- Duration: 10h 30m
- Rating: 4.66/5 from 3403 reviews (collected from Guidekin & Viator & Tripadvisor)
- Free cancellation (see policy below)
- Operator: Ciao Florence Tours Srl

## Tour options

Prices are the operator's current list price for two travellers (whole euros); options sold only to bigger parties say so; pick the option on the booking page.

| Option | Price | Guide languages | Details |
|---|---|---|---|
| Audio Guided Tour Korean | €65 / person | Korean | Historical explanations will be via audio guide (App) in Korean. A Tour Leader will coordinate and provide lnfo in English. |
| French With Free Time | €65 / person | French | 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 |
| Audio Guided Tour Japanese | €65 / person | Japanese | Historical explanations will be via audio guide (App) in Japanese. A Tour Leader will coordinate and provide lnfo in English. |
| Italian With Free Time | €65 / person | Italian | 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 Free Time | €65 / person | English | 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 Free Time | €65 / person | Spanish | 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 Free Time | €65 / person | Portuguese | 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 |
| Chinese Audio Guided Tour | €65 / person | Chinese | Audio Guided Tour Chinese: Historical explanations will be via audio guide (App) in chinese. A Tour Leader will coordinate and provide lnfo in English. |
| Portuguese With Guided Siena | €75 / person | Portuguese | 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 |
| French With Guided Siena | €75 / person | French | 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 |
| Spanish With Guided Siena | €75 / person | Spanish | 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 |
| Italian With Guided Siena | €75 / person | Italian | 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 |
| English With Guided Siena | €75 / person | English | 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 |

## What's included

- Free time in San Gimignano and Monteriggioni Medieval towns
- Gran Turismo Luxury bus travel with WiFi on board
- 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)

## Not included

- Gratuities
- Hotel pickup and drop-off
- Siena Cathedral tickets (approx. 7€ pp)
- Lunch

## Itinerary

1. **There is no time to waste when exploring the stunning Tuscany hills** (45m) - 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...
2. **Monteriggioni** (1h) - 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,...
3. **Siena** (3h) - Continue to Siena, one of Tuscany’s most beautiful historic cities. Guests who select the Classic Tour option will enjoy a 1-hour guided walking tour with a professional guide, focusing on the city’s main highlights (exterior visits only). Guests with the Semi-Independent...
4. **Piazza del Campo** (30m) - During the guided tour, admire Piazza del Campo from the outside, one of Europe’s most stunning medieval squares. Your guide will explain its unique shell shape and its role as the setting of the famous Palio horse race, as well as the exterior of the Palazzo Pubblico and the...
5. **Duomo di Siena** (30m) - The final stop of the Siena visit is the Siena Cathedral, admired from the outside. Learn about this magnificent example of Italian Gothic architecture, renowned for its intricate marble façade.
6. **San Gimignano** (1h) - After lunch, travel on to San Gimignano, the medieval town famous for its skyline of towers. Enjoy free time to wander through its cobblestone streets, browse local shops, or relax with a coffee in one of the charming squares.
7. **Collegiata di Santa Maria Assunta - Duomo di San Gimignano** (15m) - During your free time, you may choose to visit the Collegiata, the town’s main church, known for its well-preserved frescoes and Romanesque architecture (entrance optional).
8. **During your free time in San Gimignano, you may choose to stop at the famous ...** (5m) - During your free time in San Gimignano, you may choose to stop at the famous Gelateria Dondoli, an award-winning gelato shop located in the main square. This is a great opportunity to taste some of Italy’s most renowned artisanal gelato (not included in the tour price).
9. **In the evening, relax on the journey back to Florence, bringing an unforgetta...** (1h) - In the evening, relax on the journey back to Florence, bringing an unforgettable day in Tuscany to a close.

## Schedule

- Runs: daily
- Departures: 08:45
- Schedule last checked: 2026-09-18
- These are published departures, not a live seat count; availability is confirmed at checkout.

## Cancellation

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

## Meeting point

TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL
Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!

## Good to know

- 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

## How it compares in Day Trips

Ranked **#33 of 39** by Guidekin's weighted score (rating weighted by review volume).

Alternatives worth comparing:

1. [small-group-tuscan-wineries-olive-oil-gourmet-lunch-or-dinner](https://guidekin.com/italy/florence/tours/small-group-tuscan-wineries-olive-oil-gourmet-lunch-or-dinner/?format=md) — 4.96 (1542)
2. [tuscany-vespa-tours-through-the-hills-of-chianti](https://guidekin.com/italy/florence/tours/tuscany-vespa-tours-through-the-hills-of-chianti/?format=md) — 4.99 (577)
3. [SMALL-GROUP Wine Safaris: Tuscany Wine Tasting Tour from Florence](https://guidekin.com/italy/florence/tours/small-group-wine-safaris-tuscany-wine-tasting-tour-from-florence/?format=md) — €130 per person, 4.94 (5675)

Full list: https://guidekin.com/italy/florence/day-trips-from-florence/?format=md

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