Private Tour Of Chianti with Wine Tastings
Traveler rating
5.0/5
Based on 1 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Tour Of Chianti with Wine Tastings worth booking?
Private Tour Of Chianti with Wine Tastings is a 8-hour experience in Florence, Italy, from $1,847 per person. It scores 36 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 1 reviews. This booking is non-refundable, so pick your date carefully. Same-day spots are currently showing.
- Outty Ranking
- 36 / 100
- Rating
- 5/5 (1)
- Duration
- 8 hours
- From
- $1,847 per person
Spend a unique day in the Tuscan countryside and discover the essence of our region: delicious wine and food, breathtaking views, medieval castles, and unrivaled architectural wonders. Travel in a luxury vehicle or minivan, upon request, you can be accompanied by a tour guide. Choose where to have lunch or enjoy an exclusive tasting or if you don't have a particular place in mind - we can suggest a few places.
What you get
About this experience
Spend a unique day in the Tuscan countryside and discover the essence of our region: delicious wine and food, breathtaking views, medieval castles, and unrivaled architectural wonders. Travel in a luxury vehicle or minivan, upon request, you can be accompanied by a tour guide. Choose where to have lunch or enjoy an exclusive tasting or if you don't have a particular place in mind - we can suggest a few places.
What's included
Included
- Tour of a marvelous winery, plus generous wine tastings!
- Delicious lunch from a local provider
- On-board WiFi
- Professional guided tour of Siena (Optional)
- Free time in Siena, San Gimignano and the Chianti wine region
- Private Mercedes car or minivan
- Siena Cathedral Entrance Ticket with priority access (Optional)
- Pick up and drop off at your hotel
What you'll see and do
Monteriggioni
Crossing over the beautiful Chianti hills, you will first arrive at the medieval, hilltop gem of MONTERIGGIONI, with its ancient walls still perfectly intact. As you stroll through the rustic streets, you will feel as though you are traveling through time into the Renaissance era. Enjoy a more modern espresso or cappuccino before heading to your next destination!
60 minutes here
Siena
Your tour will continue to the symbolic town of SIENA, famous for its splendid examples of Gothic architecture and its Palio horse race, an annual tradition.
60 minutes here
Piazza del Campo
Follow your local guide to the intriguing Piazza del Campo, where the magnificent Palazzo Pubblico and Torre del Mangia stand.
60 minutes here · Admission included
Piazza del Duomo
Next, head to Piazza del Duomo and admire the imposing Cathedral, one of the finest achievements of Italian Gothic architecture. Before leaving Siena, enjoy some free time to exlplore its historic centre at your leisure.
60 minutes here · Admission included
San Gimignano
Next, you will head to SAN GIMIGNANO, famous for its white wine - the world renowned Vernaccia, and its skyscrapers, declared a World heritage Site by UNESCO! Enjoy some free time for independent sightseeing, strolling around the narrow streets, and admiring the beautiful, panoramic landscapes from the hilltop viewpoints.
60 minutes here
Castellina In Chianti
Finally, you will spend some time in the heart of CHIANTI, with its picture-perfect landscapes. After learning the secrets of the Chianti wine production process from the expert owner of the wine estate, indulge in a tasting of the high quality wines, local snacks, and fresh olive oils. Salute!
120 minutes here
Piazza dei Miracoli
Then, following the panoramic roads of the Chianti region, we will get to Pisa and its stunning Piazza dei Miracoli, where you will admire the Baptistery, the Cathedral and, of course, the famous Leaning Tower.
60 minutes here
Florence
We will return to Florence filled with memories of a marvelous day in the history and beauty of Tuscany.
Pass by without stopping
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 15 minutes before departure.
Options you can book
5 PASSENGERS - Private Tour
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES MINIVAN Exclusions:: Siena Cathedral entrance ticket Guided tour of Siena Pickup included
2 PASSENGERS - Private Tour
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES CAR Exclusions:: Siena Cathedral entrance ticket Guided tour of Siena Pickup included
6 PASSENGERS - Private Tour
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES MINIVAN Exclusions:: Siena Cathedral entrance ticket Guided tour of Siena Pickup included
4 PASSENGERS - Private Tour
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES MINIVAN Exclusions:: Siena Cathedral entrance ticket Guided tour of Siena Pickup included
1 + Cathedral and Siena Guide
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Cathedral entrance ticket:: Siena Cathedral Entrance Ticket with priority access Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES CAR Pickup included
2 + Cathedral and Siena Guide
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Cathedral entrance ticket:: Siena Cathedral Entrance Ticket with priority access Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES CAR Pickup included
7 + Cathedral and Siena Guide
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Cathedral entrance ticket:: Siena Cathedral Entrance Ticket with priority access Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES MINIVAN Pickup included
8 PASSENGERS - Private Tour
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES MINIVAN Exclusions:: Siena Cathedral entrance ticket Guided tour of Siena Pickup included
5 + Cathedral and Siena Guide
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Cathedral entrance ticket:: Siena Cathedral Entrance Ticket with priority access Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES MINIVAN Pickup included
8 + Cathedral and Siena Guide
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Cathedral entrance ticket:: Siena Cathedral Entrance Ticket with priority access Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES MINIVAN Pickup included
3 + Cathedral and Siena Guide
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Cathedral entrance ticket:: Siena Cathedral Entrance Ticket with priority access Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES MINIVAN Pickup included
3 PASSENGERS - Private Tour
Wine tastings:: Wine tastings in a Chianti winery; A memorable wine tasting session surrounded by vineyards and gentle hills! Lunch:: lunch in a traditional restaurant. -Appetizers -First Course -Dessert -Water & Wine MERCEDES MINIVAN Exclusions:: Siena Cathedral entrance ticket Guided tour of Siena Pickup included
Before you book
- Cancellation
- All sales are final. No refund is available for cancellations.
- Languages
- de, en, it, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Italy Adventures
Know before you go
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Comfortable shoes are recommended
Photos
Traveler reviews
1 verified traveler reviews for Private Tour Of Chianti with Wine Tastings. Ratings and reviews provided by Viator and Tripadvisor.
Wine, Castles, and Magic!
My sister and I own a small vineyard in Napa, which is why this tour immediately caught our attention. We spent ten days in the region, and this experience didn’t just meet our expectations—it was the highlight of our trip. Every detail—the comfortable car, charming driver, and postcard-perfect views—added to the magic. Monteriggioni transported us back in time, Siena captivated us with its Gothic architecture and lively piazza, and San Gimignano felt like stepping into a storybook with its stunning towers and delicious Vernaccia wine. My favorite part was the intimate wine tasting. From the passionate owner to the exceptional wines and idyllic setting, it was pure heaven. We ended the day savoring scenic Chianti views and completely falling in love with Tuscany. This tour is an absolute must for anyone who loves history, culture, and incredible wine. Book it—you won’t regret it! Salute!
via Tripadvisor
Good to know
- Duration
- 8 hours
- Free cancellation
- Non-refundable
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $1,847 to $3,196
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Who runs this experience
Operated by Italy Adventures, who run 13 experiences we rank across 2 cities, with an average Outty Ranking of 45.7.
See everything Italy Adventures runsWhy this scores 36
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Tour Of Chianti with Wine Tastings: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private Tour Of Chianti with Wine Tastings cost?
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Prices start at $1,847 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Tour Of Chianti with Wine Tastings take?
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Plan for about 8 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Florence is not rushed.
Is Private Tour Of Chianti with Wine Tastings worth it?
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It holds an Outty Ranking of 36 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 1 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable food & drink in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Tour Of Chianti with Wine Tastings?
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No. This experience is sold on a non-refundable basis, so only book a date you are confident about. Similar experiences in the city do offer free cancellation if flexibility matters more than price.
Is Private Tour Of Chianti with Wine Tastings suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Tour Of Chianti with Wine Tastings?
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Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Florence can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Florence and add a light layer if any part of the 8-hour experience runs outdoors or after sunset.
Where does Private Tour Of Chianti with Wine Tastings start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Florence within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Florence?
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On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici -by a storyteller, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner, Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Florence?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Florence?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
What is included in Private Tour Of Chianti with Wine Tastings?
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Included: Tour of a marvelous winery, plus generous wine tastings!; Delicious lunch from a local provider; On-board WiFi; Professional guided tour of Siena (Optional); and Free time in Siena, San Gimignano and the Chianti wine region. Always check the voucher for the final list before you travel.
Does Private Tour Of Chianti with Wine Tastings include hotel pickup?
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Yes, pickup is offered for every traveler from 228 listed pickup locations in and around Florence. Be ready about 15 minutes before the start time. You can also enter a custom pickup address when booking.
What languages is Private Tour Of Chianti with Wine Tastings offered in?
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It is offered in German, English, Italian and Spanish. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Private Tour Of Chianti with Wine Tastings?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
What happens to Private Tour Of Chianti with Wine Tastings if the weather is bad?
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It generally runs rain or shine, so dress for the forecast in Florence. Standard cancellation terms apply.
What booking options are available for Private Tour Of Chianti with Wine Tastings?
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There are 12 options to choose from, including 5 PASSENGERS - Private Tour, 2 PASSENGERS - Private Tour, 6 PASSENGERS - Private Tour, 4 PASSENGERS - Private Tour. Prices and start times differ by option, so compare them on the booking screen.
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