
Private Day Trip Guided Tour in Val D'Orcia Region from Florence
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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.
Traveler rating
5.0/5
Based on 6 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Day Trip Guided Tour in Val D'Orcia Region from Florence worth booking?
Private Day Trip Guided Tour in Val D'Orcia Region from Florence is a 9-hour experience in Florence, Italy, from $444 per person. It scores 57 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 6 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 57 / 100
- Rating
- 5/5 (6)
- Duration
- 9 hours
- From
- $444 per person
Tuscany lovers, dedicate a day to the legendary Brunello, Nobile di Montepulciano and the beautiful panoramas that the Val D'Orcia offers Embark on an extraordinary 9/10hours guided tour from Florence. We will be able to
What you get
About this experience
Tuscany lovers, dedicate a day to the legendary Brunello, Nobile di Montepulciano and the beautiful panoramas that the Val D'Orcia offers Embark on an extraordinary 9/10hours guided tour from Florence. We will be able to visit places not crowded by tourists, I will let you know the small family-run companies in which you will have a direct comparison with the producers of the famous Brunello, we will have throughout our journey a succession of panoramas that make the Val D'Orcia famous in all over the world for its rolling green hills. 9/10-hrs Full-Day private tour of the Vald'Orcia region from Florence Pick-up and drop-off at your Hotel or address included Hear live commentary of the wine cellars by your guide Travel in a private luxury car or minivan
What's included
Included
- Pick-up and drop off at your selected hotel/location (Florence Down Town)
- English-speaking licensed driver
- On-Board WiFi
- Unlimited cold mineral water
- Private transportation by Minivan Air-Conditioned
Not included
- Lunch
- Alcoholic beverages
What you'll see and do
Montalcino
After the pickup at your hotel, we head south through Siena and driving into the heart of the Val d'Orca we will arrive at the slopes of Montalcino where our winemaker will be waiting for us. A very small family-run organic niche company, which continues to amaze everyone who visits it and tastes their wines... the key to the company without a doubt, authenticity and respect for the land. Here we will have a tasting of 3 or 4 wines of the legendary Brunello di Montalcino, guided step by step by Fabio, our craftsman, owner and direct producer.
90 minutes here
Monticchiello
Probably one of the most attractive and still intact villages outside the tourist routes, such as the famous Pienza which is only 15 minutes away by car! A small fortified medieval village, which has always been a faithful ally of Siena and a stronghold of its defensive system before the enemy Montepulciano allied itself with Florence. In 1559 it was one of the last fortresses to surrender to the Florentines, four years after the fall of Siena. For more than five centuries until 1777 Monticchiello had the statute of Municipality, governed by a Council where each family had a representative and participated in public life. Here we will make our stop to visit the spectacular village and have lunch in one of the characteristic local restaurants.
120 minutes here · Admission included
Historic Centre of the City of Pienza
The great history of Pienza is concentrated in just six years (1458-1464) during the pontificate of Silvio Piccolomini, its most illustrious citizen. Elected Pope, Pius II commissioned the Florentine architect Bernardo Rossellino to transform his native village (then called Corsignano) into a new city, with the construction of the Cathedral, Palazzo Piccolomini and other buildings, including the palaces that the cardinals had forced to build. Corsignano was renamed Pienza, from the name of the Pope. On the death of Pio II, the works were interrupted and the city returned to being a quiet country village, illuminated, however, by testimonies of such importance as to be declared a World Heritage Site by the UNESCO in 1996. In 2004 the same recognition was also given to the Val d'Orcia, as a way to safeguard a historic landscape designed by man following ideals of beauty and harmony with nature.
60 minutes here · Admission included
Cappella Madonna di Vitaleta
This small chapel, framed between two rows of cypresses, although small and lost in the fields of the Val d'Orcia, has truly become the protagonist of the most famous landscapes in the world. It stands in Vitaleta, near San Quirico d'Orcia, and was for many years a place of adoration of the simulacrum of the Virgin of Consolation, until, in 1553, a famous statue of the Virgin attributable to Andrea della Robbia was inserted inside. The statue, now kept in the Church of the Madonna di Vitaleta in the center of San Quirico d'Orcia, carries with it a very interesting story: It is said that it was the Virgin herself, appearing to a shepherdess, who suggested that the faithful go to a shop in Florence where they would find the statue to be placed in the church of Vitaleta.
Pass by without stopping
De'Ricci Cantine Storiche
Said to be one of the most beautiful wineries in the world! and I can't say the opposite.. A visit to this winery is a journey through time and history, here is the very essence of the sweet land of Tuscany, the wine, which our distant ancestors, the Etruscans, some centuries before the Christian era. This will be our last stop, but definitely not the last in terms of beauty. We will taste the famous Nobile di Montepulciano wine of the historic De'Ricci family, after the guided tour. Then we return to Florence in 90 minutes on a comfortable road.
90 minutes here · Admission not 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
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 6 travelers per booking
- Operated by
- UNIQUETUSCANY private tours
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- The total duration includes the travel time
- Ai clienti che non hanno raggiunto l'età legale per il consumo di alcool in Italia, vale a dire 18 anni, non saranno servite bevande alcoliche
Photos






What travelers are saying
Outty’s summary of the themes that recur across 6 traveler reviews. Written by us, not quoted from reviewers.
The guide
3 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
3 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
2 mentionsThe tastings and food stops are a highlight for most reviewers.
Good for families
2 mentionsReviewers traveling with kids report it landed well with their group.
Traveler reviews
6 verified traveler reviews for Private Day Trip Guided Tour in Val D'Orcia Region from Florence. Ratings and reviews provided by Viator and Tripadvisor.
Amazing guy, amazing service
Alessandro is an amazing person and provided an incredible service to our family. His kindness and great tips during the tours made everything easier, specially while traveling with young kids. The van is comfortable, have great air conditioning, which made the longest tours smoother. We will definitely book him again when we go back to Italy.
via Tripadvisor
Beautiful Tuscan day and experience
We spent 9+ hours on our curated Tuscan tour with Alessandro in mid May 2026. It was so wonderful, he thoughtfully picked beautiful views, towns, restaurants and wineries. Great conversations, comfortable van. Could not ask for more. The personal experience vs large tour buses experience can’t compare.
via Tripadvisor
A fabulous experience
Allessandro promptly picked us up. He wore a big smile and was very charismatic. He drove us to our first vineyard , which was a great experience. We met a charming young lady that educated us on the small family business of running a winery. . In route, he shared info about places we were passing and educated us on communities , farms and vineyards. Our second stop was a small village where he gave us an excellent recommendation for lunch. He gave us all the time we needed, not feeling rushed and giving us freedom to dine and shop. Our third stop was a wine tasting which was another village where he guided us to the tour and then again gave us time to enjoy and told us where to meet when we were ready. Places we never would have found on our own. We saw Italy in a whole new perspective with these countryside locations. .We were with him for about 11 hours, we never felt like a burden, he always wore a smile and was informative, friendly and a very good driver. I highly recommend Alessandro for your next tour. You won’t be disappointed and your day will be extra meaningful for having shared our day with him.
via Tripadvisor
Great tour
Molto bene!!! Alessandro was the best, so perfect at his job! I had a wonderful day and would definitely book again with him and recommend this special tour!
via Viator
First Class Day in Tuscany
I’ve taken many tours all over the world .There is always a doubt when booking something online. This was gone in the first minute of meeting our driver Alessandro was AMAZING! Professional and Knowledgeable of the area and its rich history. He has great energy and is a very safe driver. The van was spotless and he let us take the time we needed to see the places we’ve only dreamed of. I would hire him again in a heartbeat. Pay the extra money and treat yourself to a day you will always remember! 5 Stars -Tim
via Tripadvisor
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
- Price range
- $444 to $750
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 2
- Verdict
- Worth a Look
Why this scores 57
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Day Trip Guided Tour in Val D'Orcia Region from Florence: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private Day Trip Guided Tour in Val D'Orcia Region from Florence cost?
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Prices start at $444 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 Day Trip Guided Tour in Val D'Orcia Region from Florence 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 Private Day Trip Guided Tour in Val D'Orcia Region from Florence worth it?
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It holds an Outty Ranking of 57 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 6 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 Private Day Trip Guided Tour in Val D'Orcia Region from Florence?
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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 Day Trip Guided Tour in Val D'Orcia Region from Florence 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 Private Day Trip Guided Tour in Val D'Orcia Region from Florence?
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Around 2 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 Private Day Trip Guided Tour in Val D'Orcia Region from Florence 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 Tales - guided by a STORYTELLER, Florence Pizza or Pasta Class & Gelato Making at a Tuscan Farm, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner. 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.
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