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Private Half-Day Sunset Wine Tour from Florence: Chianti & San Gimignano

Florence
5 1 verified review
5 Hours
Min 2, Max 16
English
Cancel Free: 3 Days Prior
Pickup at the meeting point you provide. Check pickup area

Here is what's in store for you

Discover the romance of Tuscany on this private half-day sunset tour through the Chianti wine region and the medieval town of San Gimignano. Perfect for wine lovers and those seeking an enchanting Tuscan evening, this experience combines stunning views, cultural exploration, and culinary delights.

Begin your journey with a scenic drive through the famous Chianti countryside. Visit San Gimignano, known as the "Town of Towers," where you can climb the Great Medieval Tower, explore its historic streets, and indulge in award-winning gelato from the renowned Antica Gelateria di Piazza.

As the day fades, visit a prestigious winery in Tuscany for an unforgettable evening. Enjoy a guided wine tour and taste some of Tuscany’s finest wines, including Chianti, Chianti Classico, Super Tuscans, Pinot, Vernaccia from San Gimignano, Brunello from Montalcino, and Nobile from Montepulciano. The tasting is complemented by olive oil, balsamic vinegar, and truffle oil, showcasing the region's exceptional flavors. Complete the experience with a sumptuous Tuscan dinner served at the estate, featuring locally-sourced dishes paired with these exquisite wines.

This magical tour ends with a relaxing drive back to your address, leaving you with memories of Tuscany’s rich flavors and breathtaking scenery.

Why choose Winedering?

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Free Cancellation

Free cancellation until 3 days before the start.

Loved by our Winers

Over 11500 verified reviews from our community.

What's Included

  • Private transportation in a comfortable vehicle
  • Professional English-speaking driver-guide
  • Scenic drive through the Chianti countryside
  • Visit to San Gimignano
  • Guided wine tour and tasting at a prestigious Tuscan winery
  • Tasting of a variety of premium wines
  • Olive oil, balsamic vinegar, and truffle oil tasting
  • Gourmet Tuscan dinner at the winery, paired with wines

What's not included

  • Personal expenses
  • Tips

Where we are and how to reach us

Get directions

Booking details and conditions

You can cancel for free until 3 Days Prior

All ages welcome

Kind note: for those who will be starting the tour at 4 pm will be possible to end the tour at sunset time.

Frequently Asked Questions

The price for adults is €260 per person.
Wines named for this experience include Brunello di Montalcino, Chianti and Chianti Classico. The grape variety behind the wines tasted in this experience is Vernaccia.
It is a good fit for Couples. It can host small groups and medium-sized groups.
It departs from Florence, in Tuscany (Italy). It is in the Chianti and Hills of Florence wine areas.
Yes, it is available: Pickup at the meeting point you provide. You'll be asked to specify the meeting point at checkout. Check pickup area
This experience runs on Monday, Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. It runs in the afternoon. Book at least 3 days in advance. Starting times: 14:30, 15:00 and 16:00.
This experience is for 2 to 16 guests.
The languages available for this amazing experience are: English. You can choose one of these languages during the booking process.
About 5 Hours
You can cancel for free until 3 Days Prior
Tap the 'Book or Gift' button, pick a date and time, then choose your options and the number of guests: you'll see the price for your group straight away, and the whole booking takes less than a minute.

User Reviews (1)

Lynne
3 months on Winedering
· May 21, 2026
Private Half Day Sunset Winery Tour from Florence
If you want to see beautiful Tuscany, have amazing wine and an authentic Italian dinner, with a knowledgeable and helpful guide this is the tour for you. From pick up to drop off at our hotel in Florence we enjoyed every moment of this tour. Our friendly guide Andre was excellent, driving us through the rolling hills of Tuscany and sharing helpful and interesting information along the way. We went to a family winery deep in the hills of Tuscany for a superb wine tasting experience. We then went to the unique historical town of San Gimignano for shopping and even more breathtaking views of Tuscany. No visit to Italy is complete without seeing the beautiful countryside.. Windering Tours has thoughtfully created the perfect tour. Don’t miss it!

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  1. Florence
  2. Florence
  3. Tuscany
  4. Italy