---
title: "Tuscany Small Group Tour: Siena & San Gimignano with Winery Lunch"
lang: en
type: tour
city: Florence
country: Italy
price: 149
currency: EUR
price_unit: per_person
availability: bookable
rating: 4.92
reviews: 1886
duration_minutes: 600
languages: [en]
free_cancellation: "true"
guidekin_pick: Small group, lunch?
rank_in_category: 8 of 39 (Day Trips)
schedule_checked: 2026-09-25
data_updated: 2026-10-12
canonical: https://guidekin.com/italy/florence/tours/tuscany-small-group-tour-siena-san-gimignano-with-winery-lunch/
---

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

**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 1886 travellers.

**Small group, lunch?:** 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 1886 reviews. Trade-off: Cathedral extra; group pace. (last checked September 18, 2026)

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

## Overview

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.

## Before you book

- Meeting point: WHEN: 7:45am (at the latest) WHERE: on…
- Entry ticket included: skip the ticket desk
- Starts 08:00: one departure a day
- Food included: see what is included
- Strollers OK: infants accepted
- Children from €99: ages 4 to 12

**Pickup:** No hotel pickup: everyone meets at the start point

## Key facts

- Price: from €149 per person
- Duration: 10h
- Rating: 4.92/5 from 1886 reviews (collected from Guidekin & Viator & Tripadvisor)
- Free cancellation (see policy below)
- Operator: Prestige Rent
- Group: Shared tour
- Guide languages: English
- Tickets: Admission included
- Start times: 08:00
- Booking: Instant confirmation, mobile ticket
- Price checked on Viator: 2026-09-25

## Reviews

4.92 from 1886 ratings on Guidekin, Viator & Tripadvisor.
99% of ratings with a star breakdown are 4 or 5 stars: 1860 of 1886.

- 5 stars: 1781 (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 (2026-06-02 to 2026-10-03); last checked 2026-10-04.

## What's 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

## Not included

- Hotel pickup and drop-off
- Gratuities

## Itinerary

1. **Piazza del Campo** (1h)
2. **Duomo di Siena** (1h) - Siena Cathedral
3. **Walls of Monteriggioni** (pass by, no stop) - Monteriggioni
4. **Visit the estate, have a look at the old wine cellars** (1h 30m; admission included) - Take a seat and relax while enjoying a light lunch of seasonal Tuscan delicacies paired with a selection of great wines.
5. **Historic Centre of San Gimignano** (1h 15m) - Explore the medieval hill town of San Gimignano. Famous for its splendid skyline of tall medieval towers, have free time to explore on your own. Discover the main street full of typical shops, have a look at the Collegiata (main church), or enjoy a gelato.

## Schedule

- Runs: daily
- Departures: 08:00
- Schedule last checked: 2026-09-25
- 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

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


Map: https://www.google.com/maps/place/?q=place_id:EixQaWF6emFsZSBNb250ZWx1bmdvLCA1MDEyOSBGaXJlbnplIEZJLCBJdGFseSIuKiwKFAoSCRNkVHqmVioTEarSbnbVqfdTEhQKEgmt1tKAplYqExEDKsfvF3nVkw

Ends: back at the meeting point

## Good to know

- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Vegetarian & gluteen free, can be accommodated, please advise at time of booking under special requirements.
- Siena Cathedral is not accessible on Sundays and during celebrations
- Luggage can be stored on the bus during the tour, if needed
- Return at departure point: approx. 6:00pm. To reserve other activities, allow plenty of time, in case of heavy traffic, etc.
- Entrance fees + guided visit inside the Siena Cathedral, can be purchased directly from your guide, on the day of the tour - Euro 15,00 per person. Not available on Sundays or during celebrations
- For cruise ship passengers only: if your ship docks at Livorno or La Spezia Port, be advised that the driving time to the meeting point in Florence is approx. 2 hours. Before booking, be sure your ship schedule works with our departure times, and you have your own transportation arranged from the port to Florence and back.
- This is a shared tour and you will be expected to maintain the pace of the group. If you have limited mobility we highly recommend to book a private tour for your best enjoyment.

## Compared with other Day Trips

| Tour | Price | Duration | Rating | Group |
|---|---|---|---|---|
| **This tour · #8 of 39** | €149 | 10h | 4.92 (1886) | shared |
| [Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner](/italy/florence/tours/small-group-tuscan-wineries-olive-oil-gourmet-lunch-or-dinner/?format=md) | €149 | 8h | 4.96 (1592) | shared |
| [Tuscany Vespa Tours Through the Hills of Chianti](/italy/florence/tours/tuscany-vespa-tours-through-the-hills-of-chianti/?format=md) | €160 | 6h | 4.99 (580) | shared |
| [SMALL-GROUP Wine Safaris: Tuscany Wine Tasting Tour from Florence](/italy/florence/tours/small-group-wine-safaris-tuscany-wine-tasting-tour-from-florence/?format=md) | €130 | 6h | 4.94 (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.

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

## More in Florence

- All Florence tours: https://guidekin.com/italy/florence/?format=md
- This page as HTML: https://guidekin.com/italy/florence/tours/tuscany-small-group-tour-siena-san-gimignano-with-winery-lunch/

Filters, the full catalogue and the URL contract for this city: https://guidekin.com/italy/florence/?format=md
