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Afternoon in Siena and Chianti Wine Tour with Dinner from Florence

282 Reviews 4.11 out of 5 stars Based on 282 reviews collected by City Boat Tours and TripAdvisor | Florence, Italy
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from $75.31 per person

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On average, this is booked 18 (0) days in advance.
7 hours (approx.)
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Overview

Admire Siena in total freedom, tour a Chianti winery at a farmhouse, and finish the night with a 4-course dinner featuring divine Tuscan specialties and wine from an estate! This laid-back evening excursion from Florence is the perfect way to discover Siena’s charms once its daytime crowds have left. Explore Piazza del Campo at leisure, and then retreat to the Chianti hills to explore a winery and sample up to three glasses of its Tuscan wine with dinner.

Important notice: Starting from April 2026, the tour itinerary will be modified. The stop in Siena will be removed and replaced with a visit to a winery, where a wine tasting will be included. Dinner will also be provided at the second winery.

What's Included

  • Dinner at a wine estate with wine tasting
  • Professional tour leader
  • Air-conditioned vehicle
  • Gratuities
  • Hotel pickup and drop-off
  • Siena Duomo
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Meeting Location

Meeting point

Piazzale Montelungo
Firenze FI, Italy

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Florence

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.
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1 hour • Admission Ticket Free

Siena

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.
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2 hours • Admission Ticket Free

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!
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30 minutes • Admission Ticket Free

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!
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30 minutes • Admission Ticket Free

Strada Statale 222 Chiantigiana

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.
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2 hours • Admission Ticket Free

Florence

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.
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1 hour • Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Specialized infant seats are available
  • Please advise any specific dietary requirements at time of booking
  • 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

Frequently Asked Questions

(7)

Q: What is the cancellation policy for the Afternoon in Siena and Chianti Wine Tour with Dinner from Florence?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CEST).This tour 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. Read more Apr 2025

Cancellation Policy

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

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Activity code: C-6367TOUR11

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Reviews

4.11
282 reviews

Average 4.11 out of 5 stars based on 282 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
158
4 stars
51
3 stars
35
2 stars
22
1 star
16

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On average, this is booked 18 (0) days in advance.
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Frequently Asked Questions (7)

Activity name

The answers provided below were previously given in response to questions from City Boat Tours customers.

Filter by:

Q: What is the cancellation policy for the Afternoon in Siena and Chianti Wine Tour with Dinner from Florence?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CEST).
  • This tour 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.
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Dinner at a wine estate with wine tasting.
  • Professional tour leader.
  • Air-conditioned vehicle.
  • Free time in Siena.
The following is NOT included:
  • Gratuities.
  • Hotel pickup and drop-off.
  • Siena Duomo.
  • Guided Tour in Siena with a Professional Guide.
Apr 2025
Q: What is the weather cancellation policy?
A:

This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Afternoon in Siena and Chianti Wine Tour with Dinner from Florence is as follows:

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Afternoon in Siena and Chianti Wine Tour with Dinner from Florence will be included in your confirmation email from City Boat Tours. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024

What's Included

Activity name

  • Dinner at a wine estate with wine tasting
  • Professional tour leader
  • Air-conditioned vehicle
  • Free time in Siena
  • Gratuities
  • Hotel pickup and drop-off
  • Siena Duomo
  • Guided Tour in Siena with a Professional Guide

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available
  • Please advise any specific dietary requirements at time of booking
  • 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
  • Important notice: Starting from April 2026, the tour itinerary will be modified. The stop in Siena will be removed and replaced with a visit to a winery, where a wine tasting will be included. Dinner will also be provided at the second winery
  • This tour/activity will have a maximum of 30 travelers

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Free Cancellation

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100% refund
No refund

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

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CEST).
  • This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This tour 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.

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