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Siena, San Gimignano and Chianti Wines Day Tour from Florence

4.7 · 3,549 ratings on Guidekin, Viator & Tripadvisor 93% of star-rated reviews are 4★ or 5★ Florence Operated by Ciao Florence Tours Srl Free cancellation · up to 24 hours before
Duration
10h 30m
Group
Shared tour
Guide languages
Portuguese, English, Italian, French, Spanish
Start & pickup
08:45 · No hotel pickup: everyone meets at the start point
Booking
Instant confirmation · mobile ticket
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 3,549 reviews for 10h 30m at €65 per person.

In our comparison: #33 of 39 in Day Trips, by rating weighted by review volume (see the comparison).

How we choose tours →Commissions never affect our verdicts.

Options and prices

13 options from the operator, described in its own words. Prices are the operator's from-prices per adult for a party of two. Click an option to book it on Viator.

OptionWhat the operator saysFrom, per adult
Audio Guided Tour KoreanThe page priceKoreanHistorical explanations will be via audio guide (App) in Korean. A Tour Leader will coordinate and provide lnfo in English.€65
French With Free TimeFrenchWhat is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery€65
Audio Guided Tour JapaneseJapaneseHistorical explanations will be via audio guide (App) in Japanese. A Tour Leader will coordinate and provide lnfo in English.€65
Italian With Free TimeItalianWhat is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery€65
English with Free TimeEnglishWhat is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery€65

Children from €33 (ages 4 to 12). Option texts and prices come from the operator's listing; prices checked on Viator on 18 September 2026.

Included and not 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)
  • Gratuities
  • Hotel pickup and drop-off
  • Siena Cathedral tickets (approx. 7€ pp)
  • Lunch

Reviews

4.7
3,549 ratings
Guidekin, Viator & Tripadvisor

93% of ratings with a star breakdown are 4★ or 5★: 3,292 of 3,549

Star breakdown of all 3,549 ratings

5 stars
2,757 · 78%
4 stars
535 · 15%
3 stars
157 · 4%
2 stars
48 · 1%
1 star
52 · 1%

What reviewers say

Reviewers praise the guides and Tuscan stops; some find the pace rushed, especially in San Gimignano.

Praised

  • Friendly, knowledgeable guides who share local history and answer questions
  • Historic towns and views of the Tuscan countryside
  • Clear schedules and instructions for rejoining the group
  • Comfortable coaches and safe driving between towns

Complaints

  • Some find the pace comfortable, while others feel rushed, especially in San Gimignano
  • Poor food and cramped or windowless dining rooms at the arranged lunch
  • Some enjoy the tasting, while others find it rushed or focused on wine sales
  • Audio problems make the Siena walking tour commentary hard to follow

Written by Guidekin from the 100 most recent English reviews on Viator & Tripadvisor (5 September 2026 to 2 October 2026). Refreshed as new reviews arrive; last checked 4 October 2026.

Latest reviews

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Ratings collected from Guidekin, Viator & Tripadvisor.

Meeting point and route

Meeting point

Where
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! · Open in Google Maps
Departure
08:45 daily; scheduled year-round (operator schedule, seats confirmed at checkout)
Return
This activity ends back at the meeting point
Pickup
No hotel pickup: everyone meets at the start point
Operator
Ciao Florence Tours Srl; booking and payment are completed on Viator

Itinerary

About this tour, from the operator

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.

Walking, children and accessibility

The operator's own notes, grouped by topic. Nothing here is added by Guidekin.

Walking and health

  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness

Children

  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available

Accessibility

  • Strollers OK
  • Public transportation options are available nearby

Good to know

  • Food included see what is included
  • Children from €33 ages 4 to 12

Cancellation policy

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

  • 1+ days: Full refund
  • 0-1 days: No refund

Compared with other Day Trips

TourPriceDurationRatingGroup
This tour · #33 of 39€6510h 30m4.66 (3549)shared
Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner€1498h4.96 (1592)shared
Tuscany Vespa Tours Through the Hills of Chianti€1606h4.99 (580)shared
SMALL-GROUP Wine Safaris: Tuscany Wine Tasting Tour from Florence€1306h4.94 (5805)shared

Ranked #33 of 39 in Day Trips by Guidekin score (rating weighted by review volume). Prices here run from €39 to €275, median €106; typical length 8h. 2 of 39 are private. Figures are live from the tour cards; the rubric is our handpicked set, not the whole market. Compare all 39 Day Trips

From €65 per adult · Audio Guided Tour Korean