--- title: Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence lang: en type: tour city: Florence country: Italy price: 710 currency: EUR price_unit: per_group availability: bookable rating: 4.85 reviews: 434 duration_minutes: 480 free_cancellation: true guidekin_pick: Private car, three to seven rank_in_category: 18 of 39 (Day Trips) schedule_checked: 2026-09-18 data_updated: 2026-09-18 canonical: https://guidekin.com/italy/florence/tours/private-tour-in-siena-san-gimignano-and-chianti-day-trip-from-florence/ --- # Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence **Guidekin's take:** A private driver day through Chianti to Siena, Monteriggioni and San Gimignano for parties of three to seven, with hotel pickup in Florence and a luxury car or minivan. Priced per group at €710 per group/vehicle for 8h; the driver is not a licensed guide inside Siena, and the winery lunch is paid on the spot. Rated 4.85 by 434 travellers. ## Overview *Experience for your private party* Explore the art, culture and medieval history of Italy on this private 8 hrs tour. Discover the delights of Tuscany on a private day trip from Florence. With a knowledgeable English-speaking private driver, travel through the renowned Chianti wine region to visit the towns of Siena, the fortress of Monteriggioni (just if you won't need a stop for lunch) and San Gimignano. See world-famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano. • Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available at any needs. * Would you like to have a traditional Italian meal’s experience? We can organize lunch in wine cellars or in the farms. This is a highly recommended experience, especially for the wine lovers. ## Key facts - Price: from €710 per group/vehicle - Duration: 8h - Rating: 4.85/5 from 434 reviews (collected from Guidekin & Viator & Tripadvisor) - Free cancellation (see policy below) - Operator: Chianti Drivers private tours ## What's included - expert english speaking driver - Bottled water - Onboard Wi-Fi (on request at reservation) - Air-conditioned vehicle - Private luxury car or minivan - Hotel pickup and drop-off in Florence ## Not included - Full lunch + wine tasting at winery (to be paid on spot) from 50/70 euros per adult - mance - Licensed Guide in Siena ## Itinerary 1. **Siena** (2h) - is known throughout Italy for the quality of its medieval architecture. Upon arrival, enjoy the best local monuments such as the famous Conch-shaped Piazza del Campo and the outstanding 13th-century Siena Cathedral. Many local shops fill the historic streets of Siena that... 2. **San Gimignano** (2h) - *Option to organize lunch at a Farm/Winery for home made lunch with wine tasting (to be payed on site). We have several options about wineries. (This option will reduce the time in the cities of Siena and/or San Gimignano and exclude Monteriggioni). 3. **Strada Statale 222 Chiantigiana** (pass by, no stop) - We explore the country of Tuscany, we will drive through the chianti hills. Stop for picture!!!! 4. **Historic Centre of San Gimignano** (2h) - Here we are in the beautiful stronghold of San Gimignano. Freeze at the age 1300dc, San Gimignano a pearl of medieval architecture famous for its houses tower! This is our last spot of the day before returning to Florence ## Schedule - Runs: daily - Departures: 09:30 - 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. ## Good to know - Specialized infant seats are available - Infants and small children can ride in a pram or stroller - Suitable for all physical fitness levels - A maximum of seven people per booking ## How it compares in Day Trips Ranked **#18 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 ## More in Florence - All Florence tours: https://guidekin.com/italy/florence/?format=md - This page as HTML: https://guidekin.com/italy/florence/tours/private-tour-in-siena-san-gimignano-and-chianti-day-trip-from-florence/ ## Query this catalogue with URLs Every listing accepts filter parameters directly in the URL, so you can hand a user a link that already matches their constraints. 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