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Classico, eight seats, two wineries

An eight-seat minivan leaves from Porta Romana and drives the Chiantigiana through Strada and Greve to two estates inside the Chianti Classico zone. Pick it for the pours: up to seven wines and olive oil in an afternoon, with no coach group around you.

Small-Group Chianti Classico Half Day

About this experience

This is the tour we'd send a wine lover on for an afternoon. It meets at Piazza della Calza, in front of Porta Romana on the Oltrarno side, so you skip the crowd at the station. The minivan heads up the SR222 Chiantigiana through Strada in Chianti toward Greve, the core of the Chianti Classico zone, where every bottle carries the black rooster.

You visit two wineries with cellar tours and taste up to seven wines plus extra virgin olive oil, with snacks. The listing doesn't name the estates, and they vary by date. Lunch isn't included; plan a late one in Florence or eat before.

The catch is the size of the evidence: 18 reviews, all five stars, a small sample next to the thousands on the Gray Line coach tour. The tour also needs three people to run. If fewer book, the operator offers a private version with a supplement, so you could be asked to pay more or move dates. At $170 it costs almost three times the coach, and you're paying for the eight seats.

  • Both estates inside the Chianti Classico zone
  • Up to 7 wines plus extra virgin olive oil
  • Eight guests at most
  • Meets at Porta Romana, away from the station crowds
  • Free cancellation up to 24 hours before

How the day runs

  1. 10 min beforePiazza della Calza

    In front of Porta Romana, at the blue P (parking) sign.

  2. About 40 minUp the Chiantigiana

    Through Strada in Chianti on the SR222, with the guide talking about the zone and its rules.

  3. About 1 h 30First winery

    A cellar visit and tasting with snacks.

  4. About 1 h 30Second winery

    More wines and the olive oil tasting, with a pass through Greve in Chianti.

  5. About 40 minBack to Porta Romana

    Drop-off at the Oltrarno car park where you started.

Glasses of white wine raised in a toast over the Chianti hillsA small group posing between rows of vines on a sunny day

What's included

Included

  • Two wineries, up to 7 wines
  • Extra virgin olive oil tasting
  • Snacks with the tastings
  • 8-seat air-conditioned minivan
  • Guide-driver commentary on Tuscany and its wines

Not included

  • Lunch
  • Hotel pickup
  • Bottles you buy
  • Gratuities

Who it suits

Book it if

  • You care that the wine is Chianti Classico
  • You want more pours than the coach tours give
  • You like small groups and conversation with the guide
  • You're staying on the Oltrarno side of Florence

Skip it if

  • You want lunch in the day: see the three-winery trail
  • You need a guaranteed date: the tour needs three bookings
  • You're on a budget: the coach half day is a third of the price
  • You want hotel pickup

What guests say

★★★★★

We had an amazing time today! Dom our guide was very pleasant and easy to talk to and the views at the wineries were breathtaking and the wines were delicious!

gayleg936 · Jun 2025
★★★★★

We had a fabulous tour of two wineries with some delicious wines. Lorenzo was an amazing guide/ driver and explained the countryside to us as he drove, he even stopped in this tiny village that was so picturesque for photos.

Janet_S · Jul 2024
★★★★★

We loved visiting the wineries, learning about their operations and tasting the fine wine. Our driver, Dom, was fantastic! He was knowledgeable and kind, and we all felt safe with his driving.

Joan_P · Oct 2024

Tips before you book

  • Booking within two days? Confirmation can take up to 48 hours, so have a backup plan.
  • Book as a group of three or more and the date can't fall through for numbers.
  • Seven pours adds up. Eat a proper lunch before an afternoon start.
  • Porta Romana is about a 20-minute walk from the Duomo. Leave time to get there.

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Frequently asked questions

Are both wineries really Chianti Classico?

The route runs along the SR222 Chiantigiana through Strada in Chianti and Greve, the heart of the Classico zone. The estates aren't named on the listing and change by date, so ask the guide for the names on the day.

How many wines do you taste?

Up to seven across the two wineries, plus extra virgin olive oil, with snacks. That's a little less than eight on the coach tour but in a group of eight rather than fifty.

Is lunch included on the small-group Classico tour?

No. You get snacks with the tastings. Have lunch before an afternoon departure.

What if not enough people book?

The tour needs at least three participants. If it doesn't reach that, the operator offers a private version with a supplement.

Ready to book

Book Small-group Classico half day

Two Chianti Classico estates and up to seven wines, in a minivan of eight people at most.

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Plan your date before you go

Two Chianti Classico estates and up to seven wines, in a minivan of eight people at most.

Check dates for the small-group Classico half day