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Tuscany Small Group Tour: Siena & San Gimignano with Winery Lunch

4.9 · 1,886 ratings on Guidekin, Viator & Tripadvisor 99% of star-rated reviews are 4★ or 5★ Florence Operated by Prestige Rent Free cancellation · up to 24 hours before
Duration
10h
Group
Shared tour
Guide languages
English
Start & pickup
08:00 · No hotel pickup: everyone meets at the start point
Tickets
Admission included
Booking
Instant confirmation · mobile ticket
Guidekin's take

A minibus day to Siena and San Gimignano with a licensed guide walking you through Siena and lunch at a Tuscan winery with its red wines, at €149 per person.

Siena Cathedral entry is a paid extra bought from the guide and is closed on Sundays; hotel pickup is not included. Rated 4.92 by 1,886 travellers.

Best for: Minibus day with a licensed guide in Siena and a winery lunch with its reds at €149 per person; Siena Cathedral is a paid extra. 4.92 from 1,886 reviews. Day Trips comparison

Trade-off: Cathedral extra; group pace.

In our comparison: #8 of 39 in Day Trips, by rating weighted by review volume (see the comparison).

Editorial check: September 18, 2026How we choose tours →Commissions never affect our verdicts.

Price and inclusions

One price for every traveller: €149 per adult.

Included and not included

  • Free time in San Gimignano
  • Small group day trip to Siena and San Gimignano from Florence
  • Lunch at a Tuscan winery, paired with their excellent red wines
  • Roundtrip transportation by air-conditioned minibus or minivan (Mercedes or similar) with free wi-fi
  • Optional: Entrance fee + tour of Siena Cathedral € 15pp payable to the guide Not available on Sun
  • Professional and informative English speaking guide + driver
  • Guided walking tour of Siena highlights + free time in Siena
  • Hotel pickup and drop-off
  • Gratuities

Children from €99 (ages 4 to 12). Option texts and prices come from the operator's listing; prices checked on Viator on 25 September 2026.

Reviews

4.9
1,886 ratings
Guidekin, Viator & Tripadvisor

99% of ratings with a star breakdown are 4★ or 5★: 1,860 of 1,886

Star breakdown of all 1,886 ratings

5 stars
1,781 · 94%
4 stars
79 · 4%
3 stars
18 · 1%
2 stars
4 · 0%
1 star
4 · 0%

What reviewers say

Reviewers praise the guides and personal feel of the small group, but some want more time to explore San Gimignano.

Praised

  • Clear, engaging explanations of the towns and local history
  • Small groups that make interaction with guides and fellow travellers easier
  • Comfortable vehicles and careful driving
  • Wine tasting and countryside views at the winery lunch
  • A balance of guided walks and independent exploration

Complaints

  • Some want more time in San Gimignano, while others find the free time sufficient
  • Some find the winery lunch disappointing, while others praise the food
  • Wine explanations can be difficult to follow during lunch

Written by Guidekin from the 100 most recent English reviews on Viator & Tripadvisor (2 June 2026 to 3 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
WHEN: 7:45am (at the latest) WHERE: on the left side of the street, opposite to the parking lot HOW: Look/ask for the PRESTIGE RENT staff, close to a red flag and the checkin table · Open in Google Maps
Departure
08:00 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
Prestige Rent; booking and payment are completed on Viator

Itinerary

About this tour, from the operator

Enjoy the high quality of this small-group tour - the perfect experience in order to discover art, history, landscapes, food and wine in a comfortable and relaxed way with more personalized attention of a small group. Depart from Florence, see the highlights of Siena through the eyes of a licensed guide, admire the marvelous Tuscan landscape, taste genuine Tuscan food paired with great wines, and finish your day relaxing in the hill top village of San Gimignano.

Walking, children and accessibility

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

Walking and health

  • Suitable for all physical fitness levels

Children

  • Infants and small children can ride in a pram or stroller

Accessibility

  • Strollers OK
  • Public transportation options are available nearby
  • Siena Cathedral is not accessible on Sundays and during celebrations

Good to know

  • Food included see what is included
  • Children from €99 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 · #8 of 39€14910h4.92 (1886)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 #8 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 €149 per adult