Chianti Wine Tasting from Florence: Small Group, Safari or Coach

For a Chianti wine tasting from Florence, three outings are listed on WizardTrip. They are a small group half day, a 4x4 safari and a half day by coach. Together they have more than 19,000 reviews, with ratings from 4.5 to 4.9 out of 5 (as of 18 October 2026). All meet near Santa Maria Novella station and visit one or two wine estates.

The meal sets the three outings apart most clearly. The safari includes a Tuscan lunch or dinner. The small group tasting offers only local specialties at the second estate. The half day by coach has lunch only with its cooking class option.

Chianti wine tasting: what to know

Chianti is the wine region between Florence and Siena. The half day by coach listing distinguishes its Florentine side, near Greve in Chianti, and its Sienese side, toward Monteriggioni. It offers to compare the wines of Chianti Fiorentino and Chianti Senese.

The small group listing announces Chianti reds: Chianti Classico, Riserva, Super Tuscans and Gran Selezione. The safari listing speaks of Chianti Classico DOCG, wines based on Sangiovese. None of the three listings includes hotel pickup.

Small group tasting: two estates in 4 hours 45 minutes

The small group tasting is the most reviewed: 4.9 out of 5 from 8,505 reviews. Two departures are offered: at 9 am, returning at 1:45 pm, or at 2:30 pm, returning at 7 pm. The listing announces 4 hours 45 minutes of activity. Check-in is 15 minutes before departure.

The meeting point is on the left side of the street, opposite the parking lot. Look for a red flag and the check-in table of the Prestige Rent staff. From the station, the listing describes Via Valfonda, then about 100 meters beyond the red-brick fortress wall. By taxi, it asks for a drop-off at Piazzale Montelungo, not at Piazzale Michelangelo.

The vehicle is air-conditioned, with free Wi-Fi, and the driver-guide speaks English. You visit two wine estates. The listing announces 4 wines and olive oil to taste at each. At the second, cheese, salami, cured ham and bruschetta go with them. Luggage can stay on the bus.

The group has 25 people at most, and a semi-private option, in English, drops to 8 participants. The estates vary with availability. The listing mentions in particular Fattoria Montecchio, Casa Emma, San Michele a Torri, Villa Poggio Torselli and Podere Anselmo. Lunch and dinner are not included.

Small-Group Wine Tasting Experience in the Tuscan Countryside4.9(8,499 reviews)From €89From€89View activity

4x4 wine safari: off-road, villas and meal included

The safari takes up to 27 people in an air-conditioned 4x4, on off-road tracks through private vineyards. Its guide is an English-speaking sommelier. It gets 4.9 out of 5 from 5,818 reviews. The meeting point is next to the taxi stand at Santa Maria Novella station, opposite the outdoor McDonald’s. The guide holds a Walkabout Tours sign there.

Three options exist:

• Full day: 9 hours, two estates in historic villas with their cellars, an off-road ride, then lunch at an estate restaurant (antipasti, fresh homemade pasta).
• Morning (8:30 am option): a family estate making organic wine, a guided Chianti Classico tasting with cured meats and cheeses, then a Tuscan lunch.
• Afternoon (2:30 pm option): a boutique estate, a glass of wine at a sunset viewpoint, then an outdoor dinner (antipasti, handmade pasta, desserts).

The listing gives 6 hours for the two half days in the list of options and 7 hours in the program details. It includes several wine tastings, cheeses and cured meats, extra virgin olive oil and the meal. Tips and hotel pickup are not included.

The safari is reserved for ages 18 and over. The listing advises against it for pregnant women and people with spinal problems, and asks for at least a moderate level of fitness. A 4-out-of-5 review, dated October 2026, advises eating beforehand: “the lunch provided was fairly light, so you may want to eat a small snack beforehand”.

SMALL-GROUP Wine Safaris: Tuscany Wine Tasting Tour from Florence4.9(5,818 reviews)From €104From€104View activity

Half day by coach: from Florentine Chianti to Sienese Chianti

The half day by coach lasts 5.5 hours and takes up to 50 people, with a tour escort who speaks English and Spanish. It gets 4.5 out of 5 from 4,723 reviews. The meeting point is Piazzale Montelungo, at the end of the ramp that leads to the station. An assistant in blue, with CAF Tour and Gray Line logos, waits for the group.

Three times are offered. In the morning, check-in is at 8 am for an 8:15 am departure. In the afternoon, departure is at 2:30 pm from 27 March to 31 October. From 1 November to 26 March, it is at 1:45 pm. Arrive 15 minutes early, with your original ID, which is mandatory.

The first estate is near Greve in Chianti, on the Florentine side, for 1 hour 15 minutes on site. The second is on the Sienese side, toward Monteriggioni, also for 1 hour 15 minutes. Each estate offers three or four organic Chianti wines with local products. No lunch is included.

The cooking class option replaces the visit to the two estates. It lasts a half day at a Chianti estate: fresh tagliatelle to prepare, Tuscan starters, lunch and a wine tasting. The listing announces four wines in one passage, five in another.

The estates are on hills, and the visit starts with a short sloping walk through the vineyards. Estate staff do not always speak a language other than English. For up to 8 people, the escort may be replaced by an English-speaking driver, with no change to the program.

Half-Day Chianti Wine Tasting from Florence with Two Wineries4.5(4,723 reviews)From €46.75From€46.75View activity

The three tastings compared

How do you get to the starting point and back to your hotel?

None of the three listings includes hotel pickup or return. In all three, the return is to the meeting point.

Maria, who gives 5 out of 5 in October 2026, stresses this return: “Make sure you have a plan and know exactly how you will get back from the bus terminal.” Cruise passengers docking at Livorno or La Spezia should allow about 2 hours of travel to Florence, according to the small group listing, which asks you to check the ship’s schedule.

Which one to choose?

• You want a small group, in the morning or the afternoon: the small group tasting, or its semi-private option for 8 people.
• You want to drive through the vineyards off-road and have lunch or dinner on site: the 4x4 safari, from age 18.
• You are traveling with a child under 12: the half day by coach, whose listing gives no minimum age and mentions strollers, baby carriages and infant seats.
• You want to cook tagliatelle: the cooking class option of the half day by coach.
• You are looking for the lowest starting price: the half day by coach, according to the table.

For other tours, tastings and excursions, the page Things to do in Florence gathers them all. The country’s other destinations are on the page Italy.