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Sunset Siena and Chianti Wine Tour with Dinner from Florence

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

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Free cancellation
Up to 24 hours in advance. Learn more
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Safety measures
icon7 hours  (Approx.)
Mobile ticket
iconOffered in: English and 1 more


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

Departure Point

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!

Departure Time

2:45 PM

Return Details

Returns to original departure point
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.
Stop At:  
For those of you looking for a breathtaking tour of Tuscany during the golden hours of the afternoon, this tour is perfect for you! Meet your friendly tour guide at Piazzale Montelungo Bus Terminal. Piazzale Montelungo is located 5-10 minutes walking distance from Santa Maria Novella train station. Grab a seat on the comfortable coach bus, and prepare to depart! During your journey to Siena, your guide will dive into the fascinating history of the city, with some interesting facts and information. The drive will take about one hour.
Duration: 1 hour 
Admission Ticket Free
Stop At:  
Your guide will walk you through the perfectly-preserved medieval streets to the center of the city - Piazza del Campo. In a city that seems frozen in the Renaissance, it truly exemplifies medieval glory throughout the Tuscany region. With a rich history of architecture, art, and culture, the city of Siena itself is a UNESCO World Heritage Site! Enjoy plenty of free time for independent exploration throughout the medieval-style buildings, artisanal shops, local cafes, and picturesque alleyways.
Duration: 2 hours 
Admission Ticket Free
Stop At:  
Piazza del Campo
Piazza del Campo is a must-see in Siena. This (very) large, oval shaped “piazza” is a popular gathering place for locals to meet with family, friends, and classmates. You will probably notice Sienese locals resting on the wide slopes, which lead to Palazzo Comunale and Torre del Mangia. The vibrant square is also home to an annual palio horse race, an epic competition between the different neighborhoods of Siena!
Duration: 30 minutes
Admission Ticket Free
Stop At:  
Duomo di Siena
exploring Siena as you please, it is recommended you take some time to visit the heart of the city - the Siena Cathedral. As you walk up to the church, you will immediately notice the breathtaking facade decorated colorfully in pink, green, white, and black marble. Constructed in the 1200’s, this is a perfect example of Romanesque-Gothic architecture. Inside the Cathedral, take some time to admire the unique floors filled with marbled mosaics, depicting biblical stories on 56 different scenes. As you look up, you will see masterpieces throughout the church from Renaissance masters including Donatello, Pisano, Pinturicchio, and Michelangelo. Stroll through the grandiose atmosphere inside, and before exiting, don't forget to stop in the hidden gem of the Cathedral - the deep-colored frescoes of the Piccolomini Library!
Duration: 30 minutes
Admission Ticket Not Included
Stop At:  
Chianti Road
A truly unforgettable evening awaits you… You will be brought to a rustic wine estate in the heart of the Chianti wine region. The estate overlooks the rolling hills and lush land. You will be seated at a prepared table among the vineyards of the estate. Does it get much better than this? One of the local wine producers will serve the appetizers of local, seasonal products such as bruschette, salami, and fresh cheese. Then, indulge in a home cooked pasta dish, all made with local products from the region. And the best part - your dinner will include a tasting of various high-quality wines, including Chianti Classico. Enjoy this fantastic meal under the glowing, colorful sky of Tuscany as the sun falls into the horizon.
Duration: 2 hours 
Admission Ticket Free
Stop At:  
After your delicious (and picture-perfect!) dinner under the Tuscan sunset, it will be time to head back to Florence. You will arrive back in the early evening.
Duration: 1 hour 
Admission Ticket Free
  • 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
  • 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
  • Most travelers can participate
  • Covid-19 Mesures: A safe distance of one meter between clients will be maintained whenever possible. All our vehicles will be deep-cleaned and disinfected before and after each service. The use of masks is mandatory; clients must bring their own mask. Alcohol gel will be available on all our vehicles. Temperature will be checked for staff and visitors. Disinfected radio units will be provided, and headphones will be single-use. Showing your voucher on your phone will be enough; it is not necessary to print it out.
  • This tour/activity will have a maximum of 30 travelers
  • OPERATED BY Ciaoflorence Tours & Travels Srl
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.

Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What is the policy on face masks and attendee health during Sunset Siena and Chianti Wine Tour with Dinner from Florence?
A:The policies on face masks and attendee health are:

  • Face masks required for travelers in public areas
  • Face masks required for guides in public areas
  • Temperature checks for travelers upon arrival
See all safety measures taken by Sunset Siena and Chianti Wine Tour with Dinner from Florence.
What is the policy on sanitization during Sunset Siena and Chianti Wine Tour with Dinner from Florence?
A:The policies on sanitization are:

  • Hand sanitizer available to travelers and staff
  • Gear/equipment sanitized between use
  • Transportation vehicles regularly sanitized
See all safety measures taken by Sunset Siena and Chianti Wine Tour with Dinner from Florence.
What measures are being taken to ensure staff health & safety during Sunset Siena and Chianti Wine Tour with Dinner from Florence?
A:The policy on staff health & safety is:

  • Regular temperature checks for staff
See all safety measures taken by Sunset Siena and Chianti Wine Tour with Dinner from Florence.

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Traveler Tips

  • "The departure point in Florence is a little out of the way, but there is a walkway you can take directly from the train station to it (we didn't, and wish we had known about it beforehand)." See review
  • "Will definitely recommend this tour if a stand alone option." See review


117 Reviews

Reviews by Viator travelers

Showing 1-10 of 117 reviews
, Feb 2020
Alejandro was our driver and was extremely entertaining and kept us laughing the whole time. He is very knowledgeable and very entertaining.
Beautiful and tasty
, Nov 2019
The vineyard is absolutely gorgeous. Our guide was extremely personable and informative. Our dinner and tasting was off the chain, Not only was the food delicious, but the tasting and information about the wines and oils was very impressive. I rarely will repeat what I have done, but this one I would definitely do again.
Sunset Siena and Chianti Wine Tour with Dinner from Florence
, Nov 2019
Excellent tour! Highly recommend!! Great wine! Great food. All the guides were very knowledgeable and friendly!
Siena Wine and Chianti tour
, Oct 2019
Great way to get a glimpse of Sienna and have an enjoyable wine with dinner. Hosts were kind and generous with their wine!. Good value for the Euro!
1 traveler found this review helpful
Get away from florence
, Oct 2019
Siena is a short trip from Florence...unless of course you happen to get pulled over by the polizia like we did. Even so that was an added experience. Siena was great but could use more time to explore. There is so much to see and for my wife so much and dinner was great. Tenuta torciano was wonderful..although my wife wishes she said she was vegetarian because the caprese salad looks great
Enjoyable sunset tour of Siena
Sue L
, Oct 2019
The tour itself was fun. The bus ride was enjoyable- the guide explained what to expect, and shared information about the countryside we traveled through. The free time in Siena was appreciated- to go see what we wanted to explore. Dinner at the winery was a lot of fun. The host (Chiara?) was very entertaining. The problem was that we had a very difficult time finding the meeting place behind the train station for the bus. It was not at the bus station as we expected and not easy for tourists unfamiliar with the area to find. We did not have the location on our google map so we really struggled. The staff on the phone tried to help.
1 traveler found this review helpful
fantastic and charming evening in Chianti region
, Oct 2019
-beautiful and charming vineyard of Torciano with excellent 3-course dinner and wine tasting -very friendly and accommodating host in the Torciano vineyard -spectacular view -friendly, knowledgeable and witty tour guide, Gabriel -highly recommend this afternoon (evenng) trip, amazing trip to experience Toscany
1 traveler found this review helpful
Vino...need I say more
, Sep 2019
Our tour guide was very informative with a sense of humor; added bonus. We really enjoyed the free time to roam around Sienna, and time allotted was plentiful. Winery was gorgeous and staff were very pleasant. Zero complaints; much enjoyed!
Mixed feelings
, Sep 2019
We felt that the tour was disorganized. The meeting place was hard to reach on foot. The group was large and bilingual so it took a long time to explain everything. We would have liked a tour in Sienna. The dinner and wine tasting were excellent and fun. Made it worthwhile.
icon Response from Host , Sep 2019
Dear traveler, We are very sorry to know about your contrasted feelings. The meeting point is actually very central, located just five minutes away from the main train station and very easy to find on a map, the precise address being given on the voucher. About the group size: this is the busiest moment of the high touristic period and it might happen to have slightly bigger groups. Lastly: we do have several tours that include the guided visit of Siena and we are sorry if you could not check properly our official website, maybe next time ;) Best Regards Ciaoflorence staff
Wonderful evening!
, Aug 2019
Very informative and a great learning experience. The vineyard was beautiful and the man running the tasting was entertaining! Would definitely do again.
icon Response from Host , Aug 2019
Dear Thank you so much, we appreciate your feedback very much and we hope to get the chance to welcome you on board again in the future! Kind Regards Ciaoflorence Staff

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