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Chianti Sunset Wine Tour from Florence

  • 5 to 7 hoursDuration
  • 4.7 · 307Reviews on GetYourGuide
  • From $143per person
  • Free cancellation 24hCancellation
Quick answer The short answer

The Chianti sunset wine tour costs $143 per person, lasts 5 to 7 hours and pours 6 wines with a cellar tour at 2 family estates. Cheese with jam and bruschetta come with the tasting, transport is an air-conditioned car or 7-8 seater minivan, and you meet in front of the National Library in Florence. Cancellation is free up to 24 hours before the start.

Key takeaways

ACCORD Italy Smart Tours Chianti Sunset Wine Tasting Tour from Florence
4.7★307 reviews
$143per person
5 to 7 hoursduration
Freecancellation 24
Check Availability

Sold and operated by ACCORD Italy Smart Tours. Booked and paid through GetYourGuide. We may earn a commission if you book through our link, at no extra cost to you. Compare all winery tours from Florence

This Chianti sunset wine tour leaves Florence in the late afternoon and pours six wines at two family estates as the sun drops behind the hills. It costs $143 per person and runs 5 to 7 hours in an air-conditioned car or a 7-8 seater minivan, so the whole morning and early afternoon stay free for the city. A cellar tour at each estate and a plate of cheese with jam and bruschetta are part of the price, and you meet in front of the National Library. On this page you find the route stop by stop, what the price covers, the honest limits and how it compares with other winery tours from Florence. If you want the wider picture first, the guide to Florence winery tours lists every option side by side. Compare it with the other options for wine tours from Florence.

About This Tour

This is an evening run by ACCORD Italy Smart Tours, sold on GetYourGuide as the Chianti Wine Tastings at Sunset Day Trip. The vehicle leaves central Florence and reaches the first Chianti estate in about 30 minutes. Two family wineries each open their cellars, followed by a tasting of six wines in all, poured as the sun sets. Cheese with jam and bruschetta come with the wines.

The group travels in a comfortable air-conditioned car or a 7-8 seater minivan with an English-speaking driver. Optional photo stops at Greve in Chianti, Montefioralle and the abbey at Badia a Passignano fit into the evening if the timing allows. An option with dinner at an open-air countryside restaurant is listed separately. Cancellation is free up to 24 hours before the start.

Price
$143 per person, with reserve now and pay later on the booking
Wineries and wines
2 family estates, 6 wine tastings with a cellar tour at each, served at sunset
Food
Cheese with jam and bruschetta with the tastings, no dinner unless you select the separate dinner option
Length
5 to 7 hours, an evening slot that ends back in Florence
Meeting point
In front of the National Library in Florence, with three drop-off points at Piazza dei Cavalleggeri 1, Piazza dei Cavalleggeri 1/B and Corso dei Tintori 3
Cancellation
Free cancellation up to 24 hours before the start for a full refund

Check Dates and Availability

Pick a date to see the seats left on the car or minivan.

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How the Day Runs

The listing gives its own itinerary with fixed stop times, and the wineries can change depending on the day. Here is the evening as it is written on the ticket.

Stop by Stop

You meet in front of the National Library in Florence. The van covers the roughly 30-minute run into Chianti, then the evening alternates between photo stops and the two estates. Each photo stop at Greve in Chianti, Montefioralle or Passignano St. Michael Abbey lasts 15 minutes and is optional.

Each winery lasts about 1 hour for the food tasting and cellar visit, timed so the tastings land at sunset. The van allows about 30 minutes back to Florence and drops you at one of three points. The dinner option adds the open-air restaurant in the countryside and makes the evening longer.

The steps below follow the phases of the evening.

  1. Late afternoon

    Meet at the National Library

    Meet in front of the National Library in Florence and board the air-conditioned car or 7-8 seater minivan.

  2. Late afternoon

    Drive into Chianti

    About 30 minutes by van takes you into the hill country south of the city.

  3. Optional stop

    Greve in Chianti

    A 15-minute photo stop in the market town, one of the three optional stops the driver fits in if the timing allows.

  4. Sunset

    First family estate

    Cellar tour, then a tasting of the local wines with cheese, jam and bruschetta as the sun goes down.

  5. Evening

    Second Estate, Montefioralle and Passignano

    The second family estate pours the rest of the six wines after its own cellar tour, with optional 15-minute photo stops at the hilltop hamlet of Montefioralle and the abbey at Badia a Passignano.

  6. Evening

    Dinner option, if selected

    The separately listed dinner option eats at an open-air restaurant in the countryside with Tuscan specialties and Chianti wine.

  7. Night

    Back to Florence

    About 30 minutes back to one of three drop-off points at Piazza dei Cavalleggeri 1, Piazza dei Cavalleggeri 1/B or Corso dei Tintori 3.

A gravel path leads toward the stone houses and tower of Montefioralle on a hilltop under a blue sky with cypresses

The approach to Montefioralle, the hamlet above Greve in Chianti. Photo: lo.tangelini, CC BY-SA 2.0, via Wikimedia Commons

Map of the Chianti Sunset Wine Tour

The van leaves the National Library for the hills south of Florence, about 30 minutes away. The two family estates are not named, the three photo stops are on the map.

Meeting and drop-off points
Towns and villages
  1. 1 National LibraryMeeting point. Drop-off at Piazza dei Cavalleggeri or Corso dei Tintori.
  2. 2 Greve in Chianti15-minute photo stop if the timing allows.
  3. 3 MontefioralleOptional photo stop at the hilltop hamlet.
  4. 4 Badia a PassignanoOptional photo stop at the abbey.

Numbers match the pins on the map.

Map data: OpenStreetMap.

What the Price Covers

The $143 covers the vehicle, the driver, both estates, the six pours, the cellar tours and the appetizers. Everything else is on top, and a few things travelers expect are simply not part of this listing.

What Is Included

The listing ticks six items: a visit to 2 famous vineyards, 6 wine tastings, a comfortable air-conditioned car or 7-8 seater minivan, an English-speaking driver, a cellar tour, and hotel pickup if the private option is selected. The food is a typical Italian appetizer plate of cheese with jam and bruschetta, served as the sun goes down. Reserve now and pay later keeps the booking flexible.

LineIn the priceNotes
TransportYesAir-conditioned car or 7-8 seater minivan, about 30 minutes each way
DriverYesEnglish-speaking driver, optional audio guide in English and Italian
WineriesYes2 family estates, each with a cellar tour
Wines pouredYes6 wine tastings across the two estates
FoodYesCheese with jam and bruschetta, no full meal on the base option
Hotel pickupOnly private optionThe standard option meets at the National Library
TipsNoExtra on top
ExtrasNoLocal guide not included, dinner is a separate option
Aerial view of the oval, walled hamlet of Montefioralle with terracotta roofs ringed by olive groves and woods

Montefioralle from above, a walled hamlet a short walk uphill from Greve in Chianti. Photo: Hagai Agmon-Snir, CC BY-SA 4.0, via Wikimedia Commons

Book It If, Skip It If

Book it if

  • you want your morning and afternoon free, since this 5 to 7 hour evening slot times 6 tastings at sunset
  • you prefer a small vehicle, a car or 7-8 seater minivan, over a coach
  • you want flexibility, because cancellation is free up to 24 hours before the start and reserve now and pay later applies

Skip it if

  • you want dinner in the price, since dinner at the open-air countryside restaurant is a separate option, and the Chianti Wine Safari with Lunch serves a Tuscan lunch with homemade pasta
  • you want a professional wine guide, because only the English-speaking driver leads the evening, and the small-group Chianti wine tasting tour suits daytime tasters
  • you need hotel pickup on a shared booking, since it comes only with the private option and you meet at the National Library

Who This Tour Rules Out

A few limits matter before you book.

The Stated Limits

There is no hotel pickup on the standard option, so plan to reach the National Library on foot or by bus. A local guide is not included and the driver speaks English, which suits travelers happy with driver-level commentary. Dinner is not in the $143, so eat before you leave or take the separate dinner option at the open-air countryside restaurant. Pets and smoking in the vehicle are not allowed. If you travel with children, ask the operator before booking.

If those limits bite, look elsewhere. Daytime tasters do better with the small-group Chianti wine tasting tour, which pours wines and olive oils with a fuller snack board in 4.5 hours. If you want a proper lunch in the middle of the day, the Chianti Wine Safari with Lunch serves a Tuscan lunch with homemade pasta after the winery visit. For a coach price, the half-day Chianti wineries tour is the cheapest of the lot.

  • No hotel pickup on the standard option, hotel pickup only on the private option
  • No local guide, the English-speaking driver leads the evening
  • No dinner on the base price, the dinner option is listed separately
  • Pets and smoking in the vehicle not allowed
  • Free cancellation up to 24 hours before the start, so the evening stays flexible
The crenellated tower and stone courtyard of the Badia a Passignano abbey in the Chianti hills

The courtyard of Badia a Passignano, the abbey whose cellars sit among the vines. Photo: Edisonblus, CC BY-SA 4.0, via Wikimedia Commons

Pros and Cons

The evening slot and the small vehicle are the strengths. The missing guide and the missing dinner are the weaknesses.

What we genuinely like

  • Tastings are timed for sunset, and the day stays free for Florence
  • Small vehicle, a car or 7-8 seater minivan, not a coach
  • Two family estates with a cellar tour at each
  • Cheese with jam and bruschetta served with the six wines
  • Free cancellation up to 24 hours before the start, reserve now and pay later

The honest downsides

  • No local guide, the English-speaking driver leads the evening and the commentary stays at driver level
  • Dinner is not in the base price, it is a separate option
  • No hotel pickup on the standard option, you meet at the National Library
  • The itinerary can change depending on the wineries selected, so estate names are not guaranteed

Who it's NOT for: Not for travelers who want a sit-down dinner in the price, a professional wine guide, or hotel pickup on a shared booking.

Before You Go: the Wine, the Region and What to Bring

The estates sit in Chianti, the hill country between Florence and Siena. Knowing what the black rooster on the bottle means, and what customs allows you to carry home, makes the evening richer.

Sunset Versus Midday

An evening slot changes the feel of a tasting. The heat of the day is gone, the vineyards sit in softer light, and the pace is slower than a midday run, which is exactly why this listing times its pours for sunset. The practical bonus is the day ahead stays free for museums and queues in Florence.

If you would rather taste in the morning and keep the evening open, the same region runs the other way round on the small-group Chianti wine tasting tour.

Bringing Bottles Home

US CBP allows one liter of alcohol duty-free in the personal exemption for returning residents aged 21 and over, for personal use. Amounts above that liter are dutiable, and CBP enforces stricter state rules. TSA allows liquids in hand luggage only in containers of 3.4 ounces or less, so any bottle you buy travels in checked baggage.

Pack it well or ship it, and read the guide to bringing wine home before you fly.

TopicWhat it saysFor this tour
Chianti Classico rulesAt least 80% Sangiovese, DOCG since 1984The region you drive into after about 30 minutes
HarvestFirst half of September to the second half of OctoberCellars are busy with the new vintage
Duty-free wine1 liter for returning residents aged 21 and overBottles bought at the estates go in checked luggage
Hand luggageLiquids only in 3.4 ounce containersNo bottles in the cabin
Self-drive visitorsFlorence ZTL runs Mon-Fri 7:30-20:00, Sat 7:30-16:00Not an issue here, you meet on foot at the National Library

Sources: Chianti Classico Consortium, US Customs and Border Protection, TSA, Italian National Tourist Board.

Greve & Montefioralle - Italy

The market square of Greve in Chianti and the walled hamlet of Montefioralle, two stops on this evening route. Third-party video by Academy Travel. This site did not shoot it and has no relationship with the creator.

What Travelers Said

★★★★★ ★★★★★
excellent tour. Guide was exceptional. The locations were simply beautiful. Plenty of opportunities for photos. Our lunch at a restaurant was great.
Joan · Australia · November 12, 2026 · GetYourGuide review
★★★★★ ★★★★★
This was absolutely the best part of our trip. Our guide, Siena was amazing and knowledgeable and hilarious. She took us to the coolest wineries. Would recommend this to everyone.
Rachel · Canada · September 16, 2026 · GetYourGuide review
★★★★★ ★★★★★
We truly had the most amazing time! It was incredible to be able to see the Tuscan countryside, and Andrea made the day unforgettable for us. When we were running ahead of time after our first wine tasting, he took us to see Monteriggioni which is a place we would have never known about if it weren’t for him, and is now on our bucket list to visit again. He was kind, funny and made the entire experience absolutely worth it for us. Thank you Andrea!
Nicole · Canada · August 28, 2026 · GetYourGuide review

Frequently Asked Questions

Is dinner included in the $143?

No. The base price covers 6 tastings with cheese, jam and bruschetta at two family estates, and the dinner at the open-air countryside restaurant is a separate option you select at booking. See the full breakdown in what the price covers.

Is the tasting different at sunset than at midday?

The wines are poured at the same estates, but the evening slot brings cooler air, softer light and a slower pace, which is the whole appeal of this listing. Morning runs through the same region are described on the small-group Chianti wine tasting tour page.

Where do I meet the tour in Florence?

In front of the National Library. Hotel pickup comes only with the private option. If you would rather be collected at your hotel, the private option of this listing is the only way, and the guide to wine tours from Florence explains how pickup works across every listing.

Can I drink at sunset and then drive myself back?

No. You are poured 6 wines over the evening, so the sensible plan is to stay on the van, which drops you at one of three central points. If you want to self-drive a tour instead, read the rules on the vintage Fiat 500 wine tour page, where the nominated driver is advised to spit.

What happens if it rains?

The cellar tours are indoors, and free cancellation up to 24 hours before the start lets you rebook if the forecast turns. The cancellation terms sit with the other booking details.

Which Chianti wine tour is the best?

There is no single best one, it depends on the slot you want. This listing wins on the sunset timing and the small vehicle, the safari wins on lunch, and the coach run wins on price. Put them side by side in the comparison table.

Is Chianti considered cheap wine?

Not by its rules. Chianti Classico needs at least 80% Sangiovese, Riserva ages at least 24 months and Gran Selezione at least 30 months. The estates on this evening pour what they make, and the rules behind the labels are explained in before you go.

Compare with

Walkabout Florence Tours Small-Group Chianti Wine Safari with Lunch

★★★★★ ★★★★★ 4.9(5,884 reviews)· 6 to 7 hours for the morning option, 9 hours for the full-day option

A half-day 4x4 wine safari into Chianti Classico: an off-road drive through vineyards, a family winery visit with a guided tasting, then a Tuscan lunch. A nine-hour option adds a second winery.

Category
Half-day Chianti wine tour
Cancellation
Free cancellation 24h
Operator
Walkabout Florence Tours

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Book the Chianti sunset wine tour for $143 per person and keep your day in Florence free.

Free cancellation up to 24 hours before the start, and reserve now and pay later keeps the booking flexible.

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