Exploring the stunning Tuscan landscape is a must-do experience for many visitors to Florence. The "Sunset in Siena & Dinner in Chianti Tour" offers the perfect opportunity to take in the region’s captivating history, breathtaking vistas, and renowned culinary delights. From the medieval grandeur of Siena to the idyllic wine estates of Chianti, this tour promises an unforgettable day filled with cultural discoveries and unforgettable moments. Whether you’re a first-time traveler or a seasoned Italophile, this tour is sure to leave a lasting impression.
Key Points

- Explore the medieval city of Siena, including its Gothic cathedral and Torre del Mangia, during a 7.5-hour tour from Florence.
- Enjoy a scenic drive through the Chianti countryside and witness a breathtaking sunset over the rolling hills.
- Savor a traditional Tuscan dinner at a wine estate, with wine tastings, in the picturesque Chianti region.
- Immerse in the charm and history of a well-preserved Tuscan town during free time to explore Siena’s historic architecture and piazzas.
- Set out on a roundtrip coach journey with an expert multilingual escort, although the tour is not suitable for wheelchair users.
Tour Overview

The Sunset in Siena & Dinner in Chianti Tour from Florence provides a captivating 7.5-hour excursion that whisks travelers away from the Tuscan capital to the medieval splendor of Siena and the picturesque Chianti countryside.
Priced from $86.29 per person, the tour is available in English and Spanish. Guests can explore Siena’s Gothic cathedral and Torre del Mangia before witnessing a breathtaking sunset from a panoramic viewpoint.
They’ll then savor a traditional Tuscan dinner at a local wine estate, including wine tastings. Roundtrip transportation by coach and an expert multilingual escort are provided, though the tour isn’t suitable for wheelchair users.
Here are more experiences we've reviewed in Florence
Itinerary Highlights

Guests depart Florence for a 1-hour drive to the medieval city of Siena, where they’ll have free time to explore the Gothic cathedral and Torre del Mangia.
Along the way, they’ll enjoy scenic views of the Chianti countryside.
Winding through the picturesque Chianti region, the drive offers breathtaking vistas of the rolling hills and vineyards.
Once in Siena, they’ll find the perfect vantage point to witness the sunset over the rolling hills.
After the sunset, the tour continues to a wine estate in Chianti for a traditional Tuscan dinner.
The dinner features local meats, bruschetta, and other delicacies, complemented by a wine tasting hosted by the winery owners.
Exploring Medieval Siena

After taking in the scenic Chianti countryside, guests arrive in the medieval city of Siena.
They’ll have free time to explore Siena’s Gothic cathedral and the iconic Torre del Mangia, the city’s 14th-century bell tower.
Strolling the winding streets, visitors can admire the historic architecture and piazzas. From a panoramic viewpoint, they’ll witness the breathtaking sunset over Siena’s terracotta rooftops.
This guided tour provides an opportunity to take in the charm and history of this well-preserved Tuscan town before heading to a nearby wine estate for a traditional Chianti dinner experience.
Sunset Viewpoint in Siena

As guests depart the medieval streets of Siena, they’ll reach a panoramic viewpoint that commands stunning vistas over the city’s terracotta rooftops.
From this elevated position, the famed Duomo and Torre del Mangia come into view, silhouetted against the warm glow of the setting sun.
It’s an idyllic spot to pause and soak in the tranquility of Siena, as the day transitions into evening.
With the Chianti hills in the distance, it’s no wonder this sunset viewpoint is a highlight of the tour, offering a perfect finale before continuing on to dinner in the Tuscan countryside.
More Great Tours NearbyDinner Experience in Chianti
The tour now heads to a quaint wine estate in the heart of the Chianti countryside.
Travelers are treated to a traditional Tuscan dinner, featuring local delicacies like salami and bruschetta. The meal is accompanied by a wine tasting, where guests sample selections from the winery’s own vintages.
The setting is truly picturesque, with the Tuscan hills and vineyards providing a beautiful backdrop. This dining experience offers a unique opportunity to immerse in the local culture and savor the flavors of the region.
The Tuscan hills and vineyards provide a picturesque backdrop to this immersive dining experience that celebrates the local culture and flavors.
The dinner experience includes:
-
Traditional Tuscan dishes
-
Wine tasting from the estate’s own selection
-
Picturesque setting amid Chianti’s rolling hills and vineyards
-
Opportunity to immerse in local culture and cuisine
Here are more experiences we've reviewed in Florence
- 4 – Courses Dinner Interactive Cooking Lesson In Florence
- The Cooking Lab – Authentic Food Experience
- Afternoon in Siena and Chianti Wine Tour With Dinner From Florence
- Cooking, Dinner & Live Opera in the Countryside
- Hard Rock Cafe Florence With Set Lunch or Dinner
- Hands on Deluxe Traditional 4-Course Dinner With Fresh Pasta
Transportation and Accessibility

The tour provides roundtrip transportation by a fully equipped GT coach.
An expert multi-lingual escort is provided to accompany guests throughout the journey.
This tour, however, isn’t suitable for wheelchair users due to the nature of the locations visited and the transportation used.
Accessibility may be limited, so guests with mobility concerns should consider this before booking.
Customer Feedback

According to 123 reviews, customers have rated this tour 4.2 out of 5 stars overall.
The guide was highly praised, earning a 4.4 rating, and the transportation was also well-received with a 4.5 rating.
While the value for money was solid at 4.1, some areas for improvement were identified, including:
-
Accessibility issues for wheelchair users
-
Desire for more free time in Siena
-
Concerns about the duration of the tour
-
Requests for a more interactive dinner experience
Tour Booking and Details

To book this Sunset in Siena & Dinner in Chianti Tour from Florence, customers can visit the tour operator’s website or contact their customer service team.
The tour is priced at $86.29 per person and lasts 7.5 hours. Participants will depart Florence, explore medieval Siena, and enjoy a traditional Tuscan dinner at a local wine estate in Chianti.
Free cancellation is available up to 24 hours in advance. The tour is offered in English and Spanish, and transportation is provided via a fully equipped coach.
However, it’s not suitable for wheelchair users.
Ask Away
Can I Request a Vegetarian or Gluten-Free Dinner Option?
Yes, the tour offers vegetarian and gluten-free dinner options. Customers should simply notify the tour operator of any dietary requirements when booking the tour to ensure their needs are accommodated.
Is There an Option to Extend the Tour Duration?
Yes, the tour duration can be extended for an additional fee. Customers can request to extend the tour to spend more time exploring Siena or the Chianti region. However, the exact options and pricing for extending the tour are not specified.
Can I Bring My Own Wine to the Dinner?
No, you cannot bring your own wine to the dinner. The dinner experience includes a wine tasting with selections from the winery owners, so bringing outside wine is not permitted.
Is There a Discount for Booking the Tour as a Group?
The tour does not mention a group discount. However, it’s common for many tour operators to offer discounts for larger group bookings. Customers should inquire directly with the tour provider to see if any group rates or special offers are available.
Can I Leave the Tour Early and Find My Own Way Back to Florence?
Leaving the tour early isn’t recommended, as it would mean missing key aspects of the experience. The tour includes roundtrip transportation, so finding your own way back to Florence may not be feasible. It’s best to complete the full itinerary.
Final Words
The "Sunset in Siena & Dinner in Chianti Tour From Florence" offers an enchanting day trip that combines exploring the historic city of Siena, enjoying breathtaking sunset views, and indulging in a traditional Tuscan dinner. This tour provides an immersive experience, allowing participants to fully enjoy the rich culture and flavors of the Chianti countryside.
You can check availability for your dates here:More Private Tours in Florence
- Florence: Private Walking Tour with a Local
- Private Tours of Florence in Golf cart Etuktuk Minimum2
- Semi Private Deep Wine Chianti and San Gimignano from Florence
- Kids treasure hunt in Uffizi museum Private and Skip the line!
- DAVID and Accademia Gallery Private Tour in Florence
- Accademia Gallery Private Tour with 5-star Guide
More Tours in Florence
- Florence: Cathedral Duomo Tour with Local Guide
- Fiesole E-Bike Tour with Olive Oil Tasting or Pool & Chill
- Florence walking Tour: Music Headphones & Aperol Spritz
- Walking Tour: Florence Noir and Its Secrets
- Florence Old City Street Food Tour and Guided Sightseeing
- Florence Medici Bike Tour Cycle Through History and Power
More Tour Reviews in Florence
- Florence: Cathedral Duomo Tour with Local Guide
- Fiesole E-Bike Tour with Olive Oil Tasting or Pool & Chill
- Florence: Tuscan Cheese and Wine Tasting Experience
- Florence walking Tour: Music Headphones & Aperol Spritz
- Walking Tour: Florence Noir and Its Secrets
- Florence Old City Street Food Tour and Guided Sightseeing
Still browsing? Here are more Florence experiences we've covered recently
- What Are The Best 2-Hour Tours In Florence? Our Top 3 Picks
- Our Picks For The 13 Best Wine Tours In Florence
- The 12 Most Popular Workshops & Classes In Florence
- The 11 Best Dining Experiences In Florence
- 14 Best Tours In Florence
- Florence’s 10 Best Dinner Experiences (With Prices & Reviews)
- 14 Best Walking Tours In Florence (With Prices)
- Florence’s 3 Best Hiking And Trekking Tours
- 7 Must-Try Private Driver Services In Florence
- Florence’s 14 Top Food Tours
- 14 Of The Best Photography Experiences In Florence
- Our Picks For The 13 Best Pasta Experiences In Florence
