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Tuscany Wine Tour: Two Wineries and San Gimignano

4.8/5 634 GetYourGuide reviews from $99.05 per person7 hoursFree cancellation 24h

Sold and operated by Tuscany on Wheels - Tours & Travel; booked and paid through GetYourGuide. We may earn a commission if you book through our link, at no extra cost to you. Price and details checked August 2026.

Two wineries with up to seven wines between them, balsamic and extra-virgin olive oil, and an hour and a half loose inside San Gimignano's walls — the compromise for travellers who want a town as well as a cellar. Tuscany on Wheels runs it over seven hours by coach or minivan with hotel pickup, from $99.05 per adult. It needs three passengers to run, and in summer the coach version can carry up to fifty. It holds 4.8 from 634 reviews. It is the San Gimignano wine tour from Florence with two cellars attached; the wine tastings in Florence compared here put the seven hours in context.

The towers of San Gimignano above vineyards on a Tuscany wine tour from Florence
4.8★634 reviews
$99.05per person
7 hoursduration
Freecancellation 24h
7 hoursTwo wineries1.5 h in San GimignanoHotel pickup
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About This Tasting

Where
Two wineries in Chianti plus San Gimignano
Duration
7 hours
Tastings
Two tastings, up to seven wines, plus balsamic and olive oil
Transport
Coach or minivan with hotel pickup and drop-off
Rating
4.8 from 634 reviews on GetYourGuide
Price
From $99.05 per adult, read in August 2026

Listing at a Glance

The same fields appear on every tasting page here, read from the operator's own GetYourGuide listing in August 2026. Prices, availability and terms are set by the operator and confirmed at checkout.

  • Tour name Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence
  • Operator Tuscany on Wheels - Tours & Travel
  • Booking platform GetYourGuide
  • Product ID 28065
  • Starting price $99.05 USD per adult
  • Price last checked August 2026
  • Rating 4.8 out of 5
  • Review count 634 reviews
  • Review source GetYourGuide verified bookings
  • Duration 7 hours
  • Where it goes Chianti + San Gimignano
  • Departure times Morning departure
  • Tastings Two tastings, up to seven wines
  • Wines poured Up to 7
  • Food included Local produce with the tastings; lunch not included
  • Extras 1.5 free hours in San Gimignano; balsamic and olive-oil tastings
  • Transport Coach or minivan, depending on the option booked
  • Pickup / meeting point Hotel pickup and drop-off included
  • Expected return 7 hours after pickup
  • Group size Small-group minivan or standard coach — up to 50 passengers in summer
  • Guide language English tour leader
  • Minimum age None stated; passport or ID card required
  • Difficulty Walking on San Gimignano's hills and steps
  • Wheelchair access None stated
  • Tips Not included
  • Cancellation Free cancellation up to 24 hours before the start time
  • Reserve now, pay later Yes — no payment at booking
  • Weather The free time in San Gimignano is outdoors and unsheltered in summer heat
  • Good to know The tour needs a minimum of three passengers; below that a private option with a supplement is offered
  • Closest alternative here Chianti wineries by coach

Check Dates and Availability

Live dates and prices from GetYourGuide. Free cancellation up to 24 hours before the start.

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Quick answer Two cellars plus a walled town, and the two rules in the small print

This seven-hour tour from Florence visits two wineries with two wine tastings of up to seven wines in total, adds balsamic vinegar and extra-virgin olive oil tastings, and gives you 1.5 free hours in San Gimignano. Transport is by bus, coach or van with hotel pickup and drop-off, and a local tour leader travels with the group. Lunch, additional food and drinks, and tips are not included. Two rules sit in the small print: the tour requires a minimum of three participants, and if that is not reached a private option with a supplement is offered instead; in summer the maximum number of participants is fifty. Passport or ID card is required.

Key takeaways

  • Up to seven wines across two estates, plus balsamic and olive oil — a wide tasting for $99.05
  • 1.5 hours inside San Gimignano is the difference from every Chianti-only day on this page
  • Vernaccia di San Gimignano is the town's white — the one wine you will not meet in Chianti
  • Minimum three passengers; below that you are offered a private option with a supplement
  • Staying in Siena? Ask to be dropped in San Gimignano and take the local bus rather than returning to Florence

The Hour and a Half in San Gimignano

What fits in ninety minutes

San Gimignano is about 55 km from Florence, an hour or so each way, which is why this day runs seven hours rather than five. San Gimignano is a small walled town of medieval tower houses on a hill, and ninety minutes is enough to walk the main street from gate to gate, stand in Piazza della Cisterna, and sit down for one glass. It is not enough to climb the Torre Grossa, queue for the museum and eat a meal.

Decide before you arrive which of those you want. The free time is genuinely free — the tour leader hands the group its window and you spend it as you like.

Vernaccia, the reason a wine drinker cares

San Gimignano makes Vernaccia, a dry white that was Italy's first DOC in 1966 and is the town's own wine. Every other listing compared here pours Sangiovese reds; this is the one day that puts a serious Tuscan white in front of you, and the enoteche on the main street pour it by the glass.

That, more than the towers, is the argument for choosing this over a pure Chianti half-day if the wine is the point.

The Rules That Change the Day

Minimum three, maximum fifty

The tour requires at least three participants to run. If the number is not reached, the operator offers a private option with a supplement — so a booking that looks confirmed can turn into a choice between paying more and cancelling. Free cancellation up to 24 hours covers you either way.

At the other end, in summer the coach version can carry up to fifty. If that matters, the minivan option on the same listing is the one to book, and the 4.5-hour small-group trip is the smaller vehicle overall.

The Siena trick

One line in the listing is genuinely useful and easy to miss: if you are spending the night in Siena, ask the guide to drop you in San Gimignano rather than returning to Florence, and take the local bus onward. That turns a day trip into a transfer and saves a couple of hours of backtracking.

Arrange it with the guide at the start of the day, not at the end.

What Travellers Say

Short excerpts from verified GetYourGuide reviews of this listing, with the month they were left.

★★★★★ ★★★★★
A fantastic experience tasting some of the best Chianti wines accompanied by the best local produce.
Antoinette · United Kingdom
★★★★★ ★★★★★
Valentina was so knowledgeable and fun — she made the tour! Delicious wine and beautiful views.
Marlene · Australia

Questions About This Tasting

How long do I get in San Gimignano?

An hour and a half of free time — enough to walk the main street, stand in Piazza della Cisterna and have a glass, but not to climb the Torre Grossa and eat a meal as well.

What wines are poured on this tour?

Two tastings at two wineries totalling up to seven wines, plus balsamic vinegar and extra-virgin olive oil. San Gimignano itself is the home of Vernaccia, the town's dry white, which the enoteche pour by the glass in your free time.

What happens if too few people book?

The tour needs a minimum of three participants. Below that, the operator offers a private option with a supplement; free cancellation up to 24 hours before the start applies if you would rather not take it.

How big can the group get?

In summer the coach version carries up to fifty passengers. The minivan option on the same listing runs a small group, and costs more.

Do I need to bring my passport?

The listing asks for a passport or ID card on the day, so carry photo identification.

Two cellars and a walled town in one day. Live dates below.

Free cancellation up to 24 hours before the start, and nothing to pay today.

Check Availability

Page last reviewed August 2026. Price, rating and review count read from the listing on August 2026. Prices, availability and terms are set by the operator and confirmed at checkout.

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