
Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino
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Quick answer
Is Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino worth booking?
Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino is a 9-hour experience in Florence, Italy, from $320 per person. It scores 53 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 53 / 100
- Rating
- Not yet rated
- Duration
- 9 hours
- From
- $320 per person
Immerse yourself in the enchanting beauty of the Tuscan hills on this unforgettable day trip. Start your journey with a scenic drive through vineyards, olive groves, and iconic cypress trees before arriving in Siena, a UNESCO World Heritage Site. Explore its stunning medieval streets, marvel at the majestic Piazza del Campo, and soak in the history of this city, famous for its legendary Palio horse race. For lunch, indulge in a true Tuscan experience at a charming farmhouse. Savor a delicious meal paired with 5 exquisite Chianti wines. After lunch, we’ll head to Montalcino, the birthplace of the world-famous Brunello wine. Visit a prestigious winery, where you’ll taste this celebrated red wine and learn about its production amidst the serene backdrop of rolling hills and vineyards. Conclude this extraordinary day with a relaxing drive back to Florence, arriving around 5 PM. This is the perfect tour for wine lovers, food enthusiasts, and anyone eager to explore Tuscany.
What you get
About this experience
Immerse yourself in the enchanting beauty of the Tuscan hills on this unforgettable day trip. Start your journey with a scenic drive through vineyards, olive groves, and iconic cypress trees before arriving in Siena, a UNESCO World Heritage Site. Explore its stunning medieval streets, marvel at the majestic Piazza del Campo, and soak in the history of this city, famous for its legendary Palio horse race. For lunch, indulge in a true Tuscan experience at a charming farmhouse. Savor a delicious meal paired with 5 exquisite Chianti wines. After lunch, we’ll head to Montalcino, the birthplace of the world-famous Brunello wine. Visit a prestigious winery, where you’ll taste this celebrated red wine and learn about its production amidst the serene backdrop of rolling hills and vineyards. Conclude this extraordinary day with a relaxing drive back to Florence, arriving around 5 PM. This is the perfect tour for wine lovers, food enthusiasts, and anyone eager to explore Tuscany.
What's included
Included
- Private transportation
- Bottled water
- In-vehicle air conditioning
- Local expert Driver
- All inclusive tour
- Alcoholic beverages
- Lunch
Not included
- Everything not found under the heading inclusions is excluded
What you'll see and do
Strada in Chianti
Our driver will pick you up directly from your hotel, B&B, or private accommodation, and take you on a journey through the stunning Tuscan countryside. We’ll take you on a journey along one of Tuscany’s most stunning “Wine Roads.” This scenic drive is an experience in itself, offering breathtaking views of rolling vineyards and postcard-perfect landscapes. Take a moment to stop, soak in the beauty, and capture unforgettable photos among the vines.
Pass by without stopping
Siena
The first stop on your journey will be the enchanting city of Siena, where you’ll enjoy a self-guided visit, with helpful tips and directions provided by our knowledgeable driver to make the most of your time. Siena is one of Tuscany’s most cherished gems, renowned for its breathtaking medieval architecture and the iconic Piazza del Campo, often considered one of Europe’s most beautiful squares. This vibrant heart of the city is not only a masterpiece of urban planning but also the site of the world-famous Palio horse race, a thrilling tradition that has captivated spectators for centuries. Stroll through Siena’s UNESCO-listed historic center, a labyrinth of charming cobblestone streets like the picturesque Via di Città, lined with artisan shops and stunning views. Don't miss the chance to admire the magnificent Duomo of Siena, an extraordinary Gothic cathedral with intricate marble details, and the Baptistery, both architectural masterpieces that will leave you in awe.
90 minutes here
Badesse
After visiting Siena, head into the Tuscan countryside to a genuine, family-run farmhouse, where Chianti wine has been produced for generations by local vintners. Enjoy a traditional 3-course Tuscan lunch made with fresh, local ingredients, including homemade pasta, bruschetta, cold cuts, Pecorino cheese, prosciutto, and salami. The experience includes a wine tasting of the family’s own wines: • Chianti • Chianti Riserva • Super Tuscan A relaxed and authentic setting that offers a true taste of Tuscan food, wine, and tradition.
90 minutes here
Montalcino
After lunch, we’ll embark on a scenic drive along one of the most breathtaking wine roads, winding through postcard-perfect hills and vineyards, until we reach Montalcino, the renowned home of Brunello wine. Our destination is the prestigious Solaria Winery, owned by the Cencioni family, who have been producing world-class wines for generations. This historic estate was among the first to pioneer the production of Brunello di Montalcino, a legacy of excellence and passion that continues to this day. Your visit begins with an exclusive tour of the cellar, where you’ll learn the secrets of crafting Brunello, from vine to glass, followed by an in-depth explanation of the winemaking process. Then, indulge in a tasting of five exceptional wines, including Rosso di Montalcino, two varieties of Brunello DOCG, a bold Super Tuscan, and a refreshing Rosé. After the tasting, we’ll return to Florence, arriving around 5 PM, leaving you with unforgettable memories of Tuscany’s wine and landscapes.
90 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 7 travelers per booking
- Operated by
- Pek Tuscany in Limo
Know before you go
- Specialized infant seats are available
- Infants and small children can ride in a pram or stroller
- Suitable for all physical fitness levels
- Wheelchair accessible
Photos






Good to know
- Duration
- 9 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Who runs this experience
Operated by Pek Tuscany in Limo, who run 48 experiences we rank across 9 cities, with an average Outty Ranking of 51.1.
See everything Pek Tuscany in Limo runsWhy this scores 53
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino cost?
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Prices start at $320 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 Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino take?
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Plan for about 9 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 Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino worth it?
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It holds an Outty Ranking of 53 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino?
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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 9-hour experience runs outdoors or after sunset.
Where does Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino 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 Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino?
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Included: Private transportation; Bottled water; In-vehicle air conditioning; Local expert Driver; and All inclusive tour. Not included: Everything not found under the heading inclusions is excluded. Always check the voucher for the final list before you travel.
Does Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino include hotel pickup?
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Yes, pickup is offered for every traveler from 668 listed pickup locations in and around Florence. You can also enter a custom pickup address when booking.
What languages is Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino offered in?
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It is offered in English, Italian, French 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 Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino?
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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.
Is Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino wheelchair or stroller accessible?
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The operator notes: Specialized infant seats are available; Infants and small children can ride in a pram or stroller; and Wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Discover Tuscany: Siena, Chianti & Brunello Tasting in Montalcino 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: free cancellation up to 24 hours before the start.
Ready to lock in your spot?
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