Tours and Trip Packages to Chianti in September 2025

Traveling to Chianti in September 2025? We offer 3 tours, trips and vacation packages to Chianti in September 2025. Our Chianti in September 2025 tour packages and trips have 42 customer reviews. All the Chianti September 2025 tour packages and trips are carried out by hand-picked, qualified local and international Chianti tour operators.

3 Trips in Chianti during September 2025

Tuscany Walks & Chianti Wines Tour
Add to your Tour Wish List 14% OFFTODAY
map-preview

Tuscany Walks & Chianti Wines

of 38 reviews
  • Best price guaranteed
  • No booking fees
“One week of great walks , great hospitality and great food .. superb leader in Mark and combined wit ...”
  • Tour Type Small Group Tour
  • Activities Trekking and Hiking & Food tours
  • Accommodation Hotel
  • Transport Train
  • Age Range 18-95 yrs
  • Operated in English
days08 From US$ 2,617 US$ 2,245
SavingUS$ 372
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,617
  • Special Deal (14%):- US$ 372
  • Total Price from:US$ 2,245
View Tour
Next Departures
  • Sep 13 Only 8 seats left
  • Sep 20 Only 8 seats left
Private Gourmet Wine Tour In Tuscany
Add to your Tour Wish List
map-preview

Private Gourmet Wine Tour in Tuscany

of 2 reviews
  • Free cancellation
  • Trip customizable
“What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations ...”
  • Tour Type Private Tour
  • Activities Food tours & Wine tasting tours +1 more
  • Accommodation Hotel
  • Transport Train
  • Age Range 22-89 yrs
  • Operated in English, German
days04 From US$ 2,373 View Tour
Next Departures
  • Sep 01
  • Sep 02
Rome, Florence & Tuscany Family Adventure Tour
Add to your Tour Wish List
map-preview

Rome, Florence & Tuscany Family Adventure

  • Trip customizable
  • Best price guaranteed
8 day food trip through Rome, The Vatican, Florence and 4 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Activities Food tours & Museum and gallery visits +4 more
  • Accommodation Hotel
  • Age Range 6-99 yrs
  • Operated in English
days08 From US$ 7,017 View Tour
Next Departures
  • Sep 01
  • Sep 02
Showing 1 - 3 of 3 results
Find out other Tuscany Tours View All
Create your custom-made trip to Italy

Traveling to Italy? Chat with a local travel specialist in Italy who can help organize your trip.

  • Andrijana Kovačević
    Andrijana Kovačević
    Travel Expert in Greece & Italy
  • Roberta Leverone
    Roberta Leverone
    Travel Expert in Italy
  • Veronica Maggi
    Veronica Maggi
    Travel Expert in Italy & Switzerland
START HERE
Our travel experts are recommended by
  • BBC
  • Independent
  • Herald Sun

Chianti Tour Reviews

5 - Excellent
Based on 42 customer reviews
Very good
4 - Very Good
  • Izabela Smadu
“Locations were amazing, villa Lecchi a lovely place to stay and admire Tuscan’s view , staff was friendly and energetic, food was very good , we were impressed about wineries especially Barbi ( elegant , tradition , good wine and food, staff very professional). Fabio, sommelier from villa di Mensanello was very knowledgeable and energetic, first driver was friendly and explained us about Tuscan area and people . We have just one negative review of the trip was the second driver who didn’t speak English unable to communicate with as and at one stage of the trip he confused our itinerary and missed places.”
Fantastic walking, wine and great food
4 - Very Good
  • Anonymous
“As a frequent traveller with this tour operator I was yet to try a walking holiday. The Chianti Walking and Wine seemed to be a good mix of walks, wine tasting and sightseeing and I was not disappointed with my choice. Having only had a few days in Rome before I really enjoyed getting to know this part of Tuscany.”
A perfect mix of walking, wine tasting and sight-seeing
4 - Very Good
  • Anonymous
“This was my 10th trip with this tour operator in 4 years so I am already a fan and it almost provided us with what we'd hoped for. There was a good balance of walking, wine tasting and sight-seeing. The days spent in Florence, Siena and San Gimignano were not at all rushed and we had ample time to do all that we planned. It was also great to be driven in by Simon our wonderful guide. It meant that we spent very little time travelling. Villa Casalta accommodation was simple in a traditional way and our room was beautiful and very clean. We were given a very warm greeting from Roberta on our arrival and she waved us off on our departure however for the rest of the week we hardly saw her. The swimming pool was lovely to sit around but very cold to swim in during October although I did mange it one afternoon. The location is lovely with a pleasant 20 minute walk to pretty town of Castellina along a gravel road.”

Upcoming Departures

Welcome!

Sign-in to unlock instant trip discounts. Create wish lists and save up to USD 1,500.

Facebook
G
More login options here.