PRIVATE TOUR: Visit Siena and Chianti with Lunch & Wine Tasting Experience
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
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Quick answer
Is PRIVATE TOUR: Visit Siena and Chianti with Lunch & Wine Tasting Experience worth booking?
PRIVATE TOUR: Visit Siena and Chianti with Lunch & Wine Tasting Experience is a 8-hour experience in Arezzo, Italy, from $100 per person. It scores 60 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
- 60 / 100
- Rating
- Not yet rated
- Duration
- 8 hours
- From
- $100 per person
Spend a day exploring the iconic Chianti hills, a picture-perfect landscape of cypress-lined avenues, rolling vineyards, sunflower fields, and medieval villages. This tour combines history, breathtaking views, and authen
What you get
- Local expert driver
- Private transportation
- Bottled water
- Lunch
- Alcoholic beverages
- In-vehicle air conditioning
About this experience
Spend a day exploring the iconic Chianti hills, a picture-perfect landscape of cypress-lined avenues, rolling vineyards, sunflower fields, and medieval villages. This tour combines history, breathtaking views, and authentic Tuscan cuisine for an unforgettable experience. Highlights: • Explore Siena: Begin with a visit to Siena, renowned for its stunning UNESCO World Heritage architecture and the historic Piazza del Campo. Enjoy free time to discover this medieval gem at your own pace. • Lunch at a Tuscan Farm: Travel to a traditional Tuscan farmhouse and indulge in a homemade lunch featuring fresh pasta, cold cuts, Pecorino cheese, and 5 wine tastings, including Chianti wines. Learn about local winemaking traditions while savoring the flavors of Tuscany. • Return by approximately 4:00 PM. This experience is perfect for travelers who want to immerse themselves in the beauty, history, and flavors of Tuscany!
What's included
Included
- Local expert driver
- Private transportation
- Bottled water
- Lunch
- Alcoholic beverages
- In-vehicle air conditioning
Not included
- Everything not found under the heading inclusions is excluded
- Pro guide not included, possible on request one week in advance, with supplement
What you'll see and do
Strada Statale 222 Chiantigiana
Experience the Scenic Beauty of Tuscany: Private Tour from Your Doorstep Relax and enjoy a scenic drive through the charming Tuscan countryside! Our private driver will pick you up directly from your location—be it a hotel, B&B, or private apartment—and take you on an unforgettable journey along one of Tuscany's most beautiful wine roads. Travel through the rolling hills of Siena, passing olive groves, cypress-lined paths, and sprawling vineyards. Revel in the breathtaking views and immerse yourself in the tranquil beauty of Tuscany before arriving in the historic city of Siena.
Pass by without stopping
Siena
Discover Siena: A Self-Guided Exploration of Tuscany's Historic Gem Your first stop on this Tuscan journey is the enchanting city of Siena, where you'll enjoy approximately 90 minutes of free time for a self-guided exploration. Siena, the capital of its namesake province, is famed for its stunning medieval architecture and picturesque main square, Piazza del Campo. This UNESCO World Heritage Site is rich in history and charm, offering visitors the chance to explore iconic landmarks like the Duomo, the Baptistery, and the quaint, winding streets of the historic center, such as Via di Città. Don’t miss the chance to soak in the atmosphere of this legendary city, also renowned for the Palio, its thrilling horse race held twice a year. With free time to wander at your own pace, you'll have the flexibility to focus on what interests you most in this remarkable city.
90 minutes here
Agricola Poggio Ai Laghi
A True Taste of Tuscany: Lunch & Wine Tasting at a Traditional Farm Savor the flavors of Tuscany with a visit to a charming Tuscan farm, where you'll enjoy a delicious lunch paired with five exceptional wine tastings. This unique experience immerses you in the heart of Italian wine and food culture, offering insights into perfect wine and food pairings, Tuscan winemaking techniques, and the secrets of authentic Italian cuisine. What’s Included: Wine Tasting: Sample five exquisite wines, including Chianti, Super Tuscan, Sangiovese, Nobile, and Vernaccia. Extra Virgin Olive Oil Tasting: Discover the flavors of traditional olive oil, pepper olive oil, and truffle olive oil. Balsamic Vinegar Tasting: Indulge in the rich, aged flavors of premium balsamic vinegar. This culinary adventure is the perfect opportunity to refine your palate, learn the art of Italian glass etiquette, and experience a quintessential slice of Tuscan life.
90 minutes here · Admission included
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
- Public transportation options are available nearby
- Infants and small children can ride in a pram or stroller
- Suitable for all physical fitness levels
- Wheelchair accessible
Photos
Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- 1+
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $100 to $250
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 60
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
PRIVATE TOUR: Visit Siena and Chianti with Lunch & Wine Tasting Experience: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Arezzo.
How much does PRIVATE TOUR: Visit Siena and Chianti with Lunch & Wine Tasting Experience cost?
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Prices start at $100 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Arezzo 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: Visit Siena and Chianti with Lunch & Wine Tasting Experience 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 Arezzo is not rushed.
Is PRIVATE TOUR: Visit Siena and Chianti with Lunch & Wine Tasting Experience worth it?
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It holds an Outty Ranking of 60 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 Arezzo, and how flexible the cancellation terms are.
Can I cancel or reschedule PRIVATE TOUR: Visit Siena and Chianti with Lunch & Wine Tasting Experience?
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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 PRIVATE TOUR: Visit Siena and Chianti with Lunch & Wine Tasting Experience suitable for kids and families?
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The operator sets a minimum age of 1. Older children generally do well here, and families should factor in the 8-hour running time when deciding.
How far in advance should I book PRIVATE TOUR: Visit Siena and Chianti with Lunch & Wine Tasting Experience?
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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 Arezzo 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 Arezzo and add a light layer if any part of the 8-hour experience runs outdoors or after sunset.
Where does PRIVATE TOUR: Visit Siena and Chianti with Lunch & Wine Tasting Experience 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 Arezzo 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 Arezzo?
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On Outty we rank every Arezzo experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Tour of the vineyards and tasting of Evo wines and oil in Tuscany, Wine and olive oil tastings with the locals, Cellar Tour & Wine Tasting. 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 Arezzo?
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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 Arezzo?
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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.
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