Italy on a Budget Tours · Florence
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.

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.
In front of Porta Romana, at the blue P (parking) sign.
Through Strada in Chianti on the SR222, with the guide talking about the zone and its rules.
A cellar visit and tasting with snacks.
More wines and the olive oil tasting, with a pass through Greve in Chianti.
Drop-off at the Oltrarno car park where you started.
★★★★★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!
★★★★★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.
★★★★★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.
Read next:
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.
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.
No. You get snacks with the tastings. Have lunch before an afternoon departure.
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
Two Chianti Classico estates and up to seven wines, in a minivan of eight people at most.
Half-Day Chianti Tasting at Two WineriesThe most-booked Chianti tasting from Florence: two wineries, about eight wines with food, back by evening.★ 4.5 · 5.5 hours · from $62
Chianti Wine & Olive Oil Trail with LunchThree wineries, an olive mill and a three-course lunch, with a driver-guide who explains what's in the glass.★ 4.9 · 7 hours · from $122
Chianti Half Day from SienaFrom Siena station: Castellina in Chianti, two winery tastings and the walls of Monteriggioni in an afternoon.★ 4.5 · 5 hours · from $56