Afternoon in Siena and Chianti Wine Tour with Dinner from Florence

Firenze, Italy
Sunset Siena and Chianti Wine Tour with Dinner from Florence

From US$75.75

Select Date and Travelers

Free cancellation
Up to 24 hours in advance.
  • 7 hours
  • Mobile ticket
  • Offered in: English


Experience Siena and the Chianti region on this evening excursion, departing from Florence. Bypass the daytime crowds and arrive in Siena in the late afternoon to explore the Piazza del Campo. From there, visit a Tuscan wine cellar in the famous region of Chianti and enjoy a 4-course meal paired with local wines. After a romantic evening in the Tuscan countryside, return to central Florence.
  • Evening Siena excursion, wine cellar tour, and Chianti dinner
  • Visit the Tuscan city of Siena and enjoy free time to see the sunset
  • Stroll around Piazza del Campo and take photos of Siena Duomo
  • Tour a wine estate at a Tuscan farmhouse in Chianti and learn about the local wine
  • Feast on a 4-course dinner of Tuscan specialties with up to four glasses of wine

What's Included

  • Air-conditioned vehicle
  • Professional tour leader
  • Dinner at a wine estate with wine tasting
  • Free time in Siena
  • Gratuities
  • Hotel pickup and drop-off
  • Admission to Siena Duomo (approx. 7 euros)

Meeting And Pickup

Meeting point

  • Piazzale Montelungo
    Piazzale Montelungo, Firenze FI, Italy

    TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!

Start time

02:45 PM

End point

This activity ends back at the meeting point.

What To Expect

Your evening excursion will begins in central Florence. Join your guide aboard a comfortable coach and start your journey through the olive groves and green hills of the Tuscan countryside.

Arrive in Siena and enjoy time to explore independently, checking out the central Piazza del Campo or the Duomo, a stunning Gothic cathedral with interior frescoes and alternating stripes of white and black marble.

After watching the sunset, hop back in your coach and head to the region of Chianti, made famous by its ruby-red wine. There, visit one of the area’s prominent wine estates, set amidst a Tuscan farm. Take a guided tour of the cellars and learn about the production and aging process that gives the Chianti blends a world-class flavor.

Then settle into a table in the main farmhouse or, weather permitting, outdoors for a 4-course meal (sample menu can be found below). Pair your dinner with up to four glasses of the estate’s wine, learning about the characteristics of each from your guide as you sip.

After your evening of wining, dining, and sightseeing concludes, you are returned to central Florence in your coach.


1 hour Admission Ticket Free


2 hours Admission Ticket Free

Piazza del Campo

30 minutesAdmission Ticket Free

Duomo di Siena

30 minutesAdmission Ticket Not Included

Chianti Road

2 hours Admission Ticket Free


1 hour Admission Ticket Free

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Please advise any specific dietary requirements at time of booking
  • Stroller accessible
  • Near public transportation
  • Infants must sit on laps
  • Infant seats available
  • Most travelers can participate
  • English and Spanish are always guaranteed. In order to confirm the excursion in Italian, German, Portuguese or French a minimum of 4 pax is required
  • This tour/activity will have a maximum of 30 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

Traveler Photos

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Featured review
We had an absolutely magical time from start to finish with our guide Gaia and driver Barbara. Gaia gave us lots of information and history of places of interest throughout our trip. We had a lovely time walking around Sienna. Then made our way to the Winery. The Host Luigi was fantastic. The food was matched with wine tasting. Food was very tasty and fresh. We were almost not going to attend this tour based on others reviews. We are so happy we attended. This made our mother daughter Italy trip more memorable. Thank you for the experience


202 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travelers.
Showing 1-10 of 202 reviews
Great Way to See Siena with a Fantastic Vineyard Dinner!
JamesBarnes, Sept 2023
Had a great day with Gaiya and Luigi? Awesome stop in Siena with 1.5 hours of free time to roam followed by a great dinner at the vineyard. Could not have asked for a better time.
Sienna and wine tasting with dinner
Emily_H, Sept 2023
The trip was as described but I did feel a little rushed. Basically you are paying for the transportation as once you get tot he destination, you are on your own. The wine tasting and dinner was good but not exceptional. I also thought we were squished at the table for dinner. Location was very pretty.
Not quite as advertised?
Marianne_G, Sept 2023
We really enjoyed Siena! Wish we would have had more time there! We were a little disappointed that we didn’t have dinner outside, with a view during the sunset. The dinner was inside and we could go out only after the meal, when it was dark. So that is the main reason why we gave 3 stars. The experience was fine but since the sunset part was specifically advertised, we expected to actually see the sunset! Our guide (Gaïa) was super sweet though and our driver (Nicola) drove safely. The meal was good and the wine too. :-)
Jana_P, Aug 2023
No sunset!!! The staff knew nothing about a sunset. Food haha we were starving had to go spend money after our “dinner” we thought we were getting. 2 paper thin slices of roast pork and 1/4 cup of potatoes. If I was that vineyard I would be embarrassed to serve that.
Awesom Guide, Loved Siena but disappointed with Chianti wine tour
Marika_L, Aug 2023
Our guide was amazing and very friendly. I was hoping to get some pictures when we visited chianti wine place. That was a little disappointing. Some how I thought that our dinner is outside or at least we wd have some time to take pictures. Almost all of our group sneaked out in the middle of our dinner so we cd get some pictures before sun goes down. Our group thought that information and pictures of this trip are miss leading. I wd like to be out and enjoy the sunset rather than be in dark winery.
Loved the vineyard dinner
Iris_R, Aug 2023
The vineyard, dinner and wine was excellent. Ordered four bottles that arrived when we did. Highly recommend.
Amazing trip!
Freya_M, Jul 2023
From start to finish the experience was great, siena was beautiful, with plenty of free time. The winery and dinner was very intimate and extremely worth the money
Highly enjoyable. Great day out!
PAULA_P, Jul 2023
The winery we had the meal in.the people were brilliant,service was fast and the talk and tasting both entertaining and humourous. This tour was the highlight of all our tours.fab.
Mother daughter winery trip
Lili_I, Jul 2023
We had an absolutely magical time from start to finish with our guide Gaia and driver Barbara. Gaia gave us lots of information and history of places of interest throughout our trip. We had a lovely time walking around Sienna. Then made our way to the Winery. The Host Luigi was fantastic. The food was matched with wine tasting. Food was very tasty and fresh. We were almost not going to attend this tour based on others reviews. We are so happy we attended. This made our mother daughter Italy trip more memorable. Thank you for the experience
Do not waste your money and time
Camila_G, Jul 2023
If you are expecting to walk around the winery and get a history of how the wine is made DO NOT TAKE THIS TRIP. You will leave from Florence and visit Siena for 1.5hrs and then go to a winery where they will serve you cafeteria type food, won’t refill your wine if you ask them to (only 2 small pours of white wine, 1 of red and a small shot of dessert wine). You are not allowed to walk around the winery, you are placed in a room with barrels and are not even able to see the sunset. Save your money.
Austina_N, Jul 2023
This was a great excursion from Florence! Exactly as described and more…lots of wine samples with the meal!
The chianti wine tour was...
Yaacoub_Y, Jul 2023
The chianti wine tour was indeed VERY beautiful and a nice experience, As for Siena tour it can be improved a bit ( e.g. the guide can walk with us and explain a bit, the 2h free time is too much I think it can be in total 1 hour)
Great afternoon
Tyson_C, Jun 2023
Beautiful day out, got to see more of the Tuscany countryside, great guide. Well worth the money……..
Enjoyable but Overpriced
Thomas_h, Jun 2023
Tour guides and coach transport were great. Trip was let down by poor food at vineyard (portion size and dry) and very small amounts of wine given for tasting. For the amount paid I would have expected a more generous experience.
Do not buy
Dimetra_B, Jun 2023
This was such a terrible experience. Based on the description written I had such high hopes for this but I absolutely did not meet my expectations. The guide, while pleasant and nice, was not truly a guide in that she didn’t not offer much information. The dinner at the winery was the worst food I’ve ever had. There was no tour of the winery, only dinner surrounding wine barrels of wine. Even the description of the wine was lacking and difficult to hear or understand anything she said. Many people in our tour had the same opinion.
Did not meet the expectations.
Cynthia_P, Jun 2023
Our tour guid Vera was rushed when we arrived in Sienna. She was leaving people behind and refused to wait for the group and none of us knew the meeting point or time of meet up. It was uncomfortable and felt as thought she had private engagements to attend to during our tour. We were told one thing and given another the food was bland and cold. Nothing met the expectations we had for a simple wine tour. We were not given many options and the dinner itself seemed left over from another night. I would not recommend our tour guild Vera, she was unengaged and did not do her job adequately.
Not worth it
Shekema_B, Jun 2023
Let's start with the tour was late meeting point had to be there at 245pm the bus didn't get there in time. We around in Siena and it was pouring rain we had to walking 10-15 from where the bus parked which we shouldn't have to that was crazy walking in the pouring rain. Then we had to drive it felt like another 1hr to the winery. We didn't get the dinner outside saw no sunset. Oh and there is no tour of the winery or vineyard,just a lady telling you briefly about 3 different wine while they pour a sample in our glass at the table. The food was horrible dry lasagna doesn't even taste like it came from Italy but more so box lasgana,the bread taste like something from olive garden not the normal Italian bread. I have been all through out Italy and by far worst food I had and a waste of money. I would of thought we would get a tour of the vineyard also no picturesque pictures to take. Mad I wasted my money and day to go here. Also the description said this would be 5 hours but we didn't get back til 10pm so from 245pm-10pm
Don't wear the cute shoes.
Rocky_R, Jun 2023
I did not understand what all was involved in this tour. The guide and driver were great. But they take u to Sienna up and down hills and all the way thru town then u ho back and take another drive to the winnery. Up another hill, I thought there would be explanation about what wines go with. The food was basic. I wish they rold u more about thier honey.
Nice evening in Tuscany
Michele_C, May 2023
Nice drive, great amount of time a in Sienna with time to shop. Winery was good, food was okay. Great night in Tuscany!
I really enjoyed walking...
Andrew_S, May 2023
I really enjoyed walking around Siena with the Rick Steves' guidebook. We only had time to briefly stop at all sites on his map and it would've been nice to spend more time at the medieval museums and churches. Plus the weather was a bit rainy. Worth a day or two. Much more low key than the bustle of Florence. Only gently touched by the Renaissance. The wine tasting was very good too. Santiago (driver) and Roberto (guide) were exceptional. Grazie!

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