
Private Luxury Olive and Wine off road tour
Traveler rating
Not yet rated
No traveler reviews have been published for this experience yet.
Quick answer
Is Private Luxury Olive and Wine off road tour worth booking?
Private Luxury Olive and Wine off road tour is a 7-hour experience in Siena, Italy, from $314 per person. It scores 51 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
- 51 / 100
- Rating
- Not yet rated
- Duration
- 7 hours
- From
- $314 per person
Unique experience visiting top olive oil producer for a class sampling 6 different olive oils, then visit an award winning winery off the beaten path for tasting and a la carte lunch. (Facility tours an option.) Our experienced guides are fluent in English. We can accommodate up to 6 people in our air conditioned Land Rover 4x4.
What you get
About this experience
Unique experience visiting top olive oil producer for a class sampling 6 different olive oils, then visit an award winning winery off the beaten path for tasting and a la carte lunch. (Facility tours an option.) Our experienced guides are fluent in English. We can accommodate up to 6 people in our air conditioned Land Rover 4x4.
What's included
Included
- Tasting Fees
- Transportation
Not included
- Alcoholic beverages
- Lunch
What you'll see and do
Castelnuovo Berardenga
The day starts with a luxury 4X4 ride of about 30 minutes thru the enchanting Chianti Countryside where you will enjoy a curated Olive Oil Tasting class learning about the variety of olives, methods and flavours found in the region.
180 minutes here
Castellina In Chianti
The Second stop (after a 30 min drive approx.) on this tour is at an award winnning winery where you can tour the facilities (wine-tour option,) take part in a sommelier-led wine tatsting and then have a gourmet lunch (pre-fixe or a la carte options.)
180 minutes here
Where it starts and ends
Meeting point
Siena
Parking area to the south side of Castellina village center by the statue. The guide will be in a Land Rover LR4.
Hotel pickup
Pickup is available for selected locations. Pickup begins about 90 minutes before departure.
Ends at
Parking area to the south side of Castellina village center by the statue. The guide will be in a Land Rover LR4.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 6 travelers per booking
- Operated by
- Antony Charity
Know before you go
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
Photos



Good to know
- Duration
- 7 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- Available for selected locations
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Who runs this experience
Operated by Antony Charity, who run 3 experiences we rank across 1 city, with an average Outty Ranking of 49.0.
See everything Antony Charity runsWhy this scores 51
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Luxury Olive and Wine off road tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Siena.
How much does Private Luxury Olive and Wine off road tour cost?
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Prices start at $314 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Siena usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Luxury Olive and Wine off road tour take?
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Plan for about 7 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 Siena is not rushed.
Is Private Luxury Olive and Wine off road tour worth it?
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It holds an Outty Ranking of 51 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 Siena, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Luxury Olive and Wine off road tour?
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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 Luxury Olive and Wine off road tour suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 7-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Luxury Olive and Wine off road tour?
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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 Siena 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 Siena and add a light layer if any part of the 7-hour experience runs outdoors or after sunset.
Where does Private Luxury Olive and Wine off road tour 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 Siena 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 Siena?
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On Outty we rank every Siena experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena, Siena: A Wine Tour and Tasting Experience, Small-Group Montepulciano and Pienza Day Trip from Siena. 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 Siena?
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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 Siena?
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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 Luxury Olive and Wine off road tour?
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Included: Tasting Fees; and Transportation. Not included: Alcoholic beverages; and Lunch. Always check the voucher for the final list before you travel.
Does Private Luxury Olive and Wine off road tour include hotel pickup?
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Yes, pickup is offered, or you can meet at the start point instead from 767 listed pickup locations in and around Siena. Be ready about 90 minutes before the start time. You can also enter a custom pickup address when booking.
What languages is Private Luxury Olive and Wine off road tour offered in?
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It is offered in English and Italian. 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 Luxury Olive and Wine off road tour?
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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 Private Luxury Olive and Wine off road tour wheelchair or stroller accessible?
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The operator notes: Infants and small children can ride in a pram or stroller; and Specialized infant seats are available. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Private Luxury Olive and Wine off road tour if the weather is bad?
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It generally runs rain or shine, so dress for the forecast in Siena. Standard cancellation terms apply: free cancellation up to 24 hours before the start.
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