Siena's Piazza del Campo and San Gimignano's medieval towers sit about an hour apart. Tours from Florence pair them in one day, often with Monteriggioni or a Chianti lunch.
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A day trip from Florence to Siena and San Gimignano fits Siena's Piazza del Campo and the towers of UNESCO-listed San Gimignano into one outing, and the most common length across the listings is about 12 hours. We list 42 day trips on this page. Travellers have left more than 26,761 reviews on the day trips we list here, with an average rating of 4.6 out of 5. Lengths on this page run from 5 to 13 hours.
In the guided listings we describe, one nine-hour day has a tour leader, a GPS audio guide and free time in San Gimignano and Siena, while another travels by air-conditioned minivan with a dedicated driver and free time in iconic Tuscan towns. Days in this format run from 9 to 12 hours; one adds Pisa to the route. One nine-hour listing, rated 4.7, adds free Wi-Fi on board and a GPS audio guide.
Multi-stop days run about 12 hours and put Siena, San Gimignano and Pisa on the same schedule as a lunch at a winery in Chianti. One listing in this group marks the guided walk in Siena as an option, and another offers the Chianti lunch as one. One listing, rated 4.8, includes an entry ticket to Siena Cathedral.
Here the day is built around a Chianti wine tasting at a local estate, with homemade snacks, and it names Monteriggioni among its stops. It runs about 11 hours, and the guiding is offered in English, Spanish and Italian. The listing is rated 4.6 and travels by coach with free Wi-Fi on board.
| Type of day trip | ★ | Duration | Includes |
|---|---|---|---|
| Free-time day through three towns | 4.5 | ~12h | Free time in Pisa, San Gimignano and Siena + optional Siena guide + optional Leaning Tower tickets |
| Cathedral entry and winery lunch | 4.8 | ~12h | Siena Cathedral entry ticket + expert guide + optional Chianti farmhouse lunch |
| Wine tasting with Monteriggioni stop | 4.6 | ~11h | Multilingual tour leader + coach with free Wi-Fi + audio guide via app |
The three formats in the table differ less in length, 11 to 12 hours, than in what fills the day: free time, a cathedral visit or a tasting; we would compare that first. Of the trips shown here, the one with the most reviews is "Florence: Pisa, Siena, San Gimignano with Light Lunch", with more than 9,555 reviews and a rating of 4.5 out of 5.
Table data is indicative and comes from the GuruWalk catalogue. Each activity's current details, including availability, are the ones shown on its listing when you book.
Options differ by listing: one offers a Siena guide and Leaning Tower tickets, another a Chianti farmhouse lunch. "Add a guided tour of Siena to your experience", one listing notes, and its wine tasting and light lunch do not come with the Transfer Only choice. We would settle those options before confirming, since they change what the day in Siena looks like.
Of the day trips we describe, Spanish and Italian are listed on several and German on one, while some list English alone. We suggest reading the language line on the listing before you choose, since it changes from one listing to the next.
Transport ranges from a coach with free Wi-Fi to an air-conditioned minivan with a dedicated driver and a small group. We would weigh that against the stops each listing names for Siena and San Gimignano.
Several of the day trips we describe add Pisa to Siena and San Gimignano, and some mention the Leaning Tower. One names Siena, San Gimignano and Monteriggioni, so the stops are worth checking on each listing.
Free time is listed on several of the day trips we describe: one lists free time in Pisa, San Gimignano and Siena, another lists free time in San Gimignano and Siena, and a third lists free time to shop in Tuscan towns. Where a guided walk in Siena is offered, two listings mark it as an option.
Every day trip we describe on this page states free cancellation up to 24 hours before departure; read the terms on the listing you choose.
