From Florence: Siena, San Gimignano, Pisa & Lunch at Winery
★ 4.8 · 5,373 reviews
- Twelve hours, Siena, San Gimignano, Pisa
- Chianti vineyards
- Bestseller
- Free cancellation
Siena from Florence
A Siena day trip from Florence starts at $62 for a 12-hour group day with a light lunch, though that listing’s description names Pisa, San Gimignano and Chianti rather than Siena. The lowest price whose description names Siena is $151, also 12 hours, 4.8 on 5,373 reviews. Trips run 8 to 12 hours; some add Cortona, Montepulciano, wine tasting or lunch. For a private day, a deluxe car costs $781. These suit anyone who wants the Tuscan hill towns in one day.

Quick answer
The short answer. The $151 day is the most reviewed trip whose description names Siena: Siena, San Gimignano and Pisa in 12 hours, 4.8 on 5,373 reviews. For wine and smaller towns, the $212 day adds Cortona and Montepulciano.
Every trip, current fare
Each Siena day trip from Florence here, plus three San Gimignano days without Siena, cheapest first. The rating on 24 reviews carries its count.
| Tour | Length | Price | What you get | Cost per hour | Rating |
|---|---|---|---|---|---|
| Florence: Pisa, Siena, San Gimignano with Light LunchLight lunch included | 12 h | $62 | Pisa, San Gimignano, Chianti | $5.17 | 4.5 · 9,641 |
| From Florence: Siena, San Gimignano, Pisa & Lunch at WineryChianti vineyards | 12 h | $151 | Siena, San Gimignano, Pisa | $12.58 | 4.8 · 5,373 |
| From Florence: Siena, Cortona, Montepulciano & Val D'OrciaVal D'Orcia | 10 - 12 h | $212 | Siena, Cortona, Montepulciano | — | 4.8 · 60 |
| Small Group Wineries, Lunch, Wine Tasting, S.Gimignano &MoreLunch and San Gimignano | 8 h | $212 | Two winery farms | $26.50 | 4.9 · 110 |
| Florence: San Gimignano, Truffle Hunt, Wine Tasting, & LunchTruffle lunch and wine | 8 h | $307 | Truffle hunt in Chianti | $38.38 | 5.0 · 28 |
| Florence: San Gimignano & Volterra Day Trip with Food & WineFood and wine, small group | 9.5 h | $345 | San Gimignano and Volterra | $36.32 | 4.7 · 58 |
| Best of Tuscany Full-Day Scenic Tour from FlorenceMonteriggioni and Chianti | 9 h | $424 | Pisa, San Gimignano, Siena | $47.11 | 4.9 · 34 |
| Florence: Siena San Gimignano Private Day Tour by Deluxe CarPrivate deluxe car | 8 h | $781 | Siena and San Gimignano | $97.62 | 4.7 · 24 |
Group days
Three group days, three different second stops.
$151 — Siena, San Gimignano and Pisa, 12 hours. The Chianti vineyards and the medieval architecture of all three towns, leaving from Florence. 4.8 on 5,373 reviews. The title names lunch at a winery; the description calls lunch and wine optional, so check what the price covers.
$62 — Siena in the title, 12 hours. The cheapest Siena day trip from Florence on paper and the most reviewed: 4.5 on 9,641 reviews. The title says Pisa, Siena and San Gimignano with a light lunch; the description says Pisa, San Gimignano and Chianti. Read the itinerary before you book it for Siena.
$212 — Siena, Cortona and Montepulciano, 10 to 12 hours. A Siena day trip from Florence that adds Cortona and Montepulciano, with wine tasting; the title adds the Val d’Orcia. 4.8 on 60 reviews. If Pisa is what you would rather add, the Pisa page compares seven trips.
San Gimignano
$212 — two winery farms and San Gimignano, 8 hours. A small-group day with organic food, olive oil and wine tasting at two farms in Chianti, lunch, and time in San Gimignano. 4.9 on 110 reviews, the highest rating on this page with more than a hundred reviews.
$307 — truffle hunt, 8 hours. A truffle hunt in Chianti, a truffle lunch, wine tasting, a medieval villa and San Gimignano. 5.0 on 28 reviews.
$345 — San Gimignano and Volterra, 9.5 hours. A small group with a guide through the Tuscan hills, with food and wine. 4.7 on 58 reviews. Each of these is a day trip from Florence to San Gimignano that leaves Siena out.
Private
$781 — private, deluxe car, 8 hours. Siena and San Gimignano, the walled towns and medieval towers, with Tuscan history and culture as the theme. 4.7 on 24 reviews. The shortest Siena day trip from Florence on this site.
$424 — private, 9 hours. For your group only: Pisa, San Gimignano, Siena, Monteriggioni and Chianti. 4.9 on 34 reviews.
What the listings leave out. Neither private day says whether the price is per person or per group. Other private days out of the city are on the private tours page.
Book direct
Six of the eight: every group Siena day trip from Florence, the private car, and two San Gimignano days.
★ 4.8 · 5,373 reviews
★ 4.5 · 9,641 reviews
★ 4.8 · 60 reviews
★ 4.7 · 24 reviews
★ 4.7 · 58 reviews
★ 4.9 · 110 reviews
Choosing
Six situations, one Siena day trip from Florence for each, from the eight listings above.
Siena named in the description; 4.8 on 5,373 reviews.
Light lunch in the title; check that Siena is on the day.
Siena, Cortona and Montepulciano with a tasting.
Two farms, lunch and San Gimignano; 4.9 on 110 reviews.
Siena and San Gimignano in 8 hours.
Private, five places in 9 hours.
Is it worth it
Per hour, the group days cost little. The $62 trip is about $5.17 an hour and the $151 day about $12.58. The Cortona and Montepulciano day is about $17.67 on its longer figure, and the private car about $97.62.
Where the reviews are. 15,014 reviews sit on the two big group days; no other trip on this page has more than 110. The private car day has 24, at 4.7.
Our read of the numbers. On this evidence, the best day trip to Siena from Florence is the $151 day: Siena is in the description, and it holds a 4.8 across thousands of reviews. Wine-led days out of the city are compared on the Tuscany and Chianti page.
Siena and San Gimignano trips sit in the middle and upper price bands on the homepage.
See all 75 tours compared→Common questions
From $62 for a 12-hour group day whose title names Siena, though its description does not. The lowest price where the description names Siena is $151, also 12 hours. Private days cost $424 and $781.
Not on this site. The shortest trip here that names Siena is the private day by car at 8 hours; the group days run 10 to 12 hours.
Yes. Three descriptions name both: the $151 group day, the private $424 day and the private $781 day by car. The $62 trip names both in its title.
Two. The $781 day by deluxe car covers Siena and San Gimignano in 8 hours, 4.7 on 24 reviews. The $424 day adds Pisa, Monteriggioni and Chianti in 9 hours. Neither says whether the price is per person or per group.
Wine tasting is named on the Cortona and Montepulciano day, the Volterra day and the two-winery day, which also names lunch, as does the truffle-hunt day with San Gimignano. The $62 trip has a light lunch in its title; on the $151 day the description calls lunch and wine optional.
No. None of the 75 tours compared here is a day trip to San Marino from Florence. The trips on this page go to Siena, San Gimignano, Volterra, Cortona and Montepulciano.
Cortona and Montepulciano on the $212 day, Volterra with San Gimignano on the $345 day, and a truffle hunt with San Gimignano on the $307 day.
Go deeper
Pisa day trips from Florence: the Leaning Tower together with Siena, San Gimignano or Cinque Terre.
Tuscany and ChiantiTuscany day trips from Florence: Chianti wineries, Vespa tours, truffle hunts and horse rides.
Day tripsDay trips from Florence compared: Pisa, Siena, San Gimignano, Chianti, Cinque Terre and Val d'Orcia.
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