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Home/Italy/Tuscany/Val d'Orcia

Unforgettable Val d'Orcia Tours & Experiences

Immerse yourself in the breathtaking landscapes of Val d'Orcia, a UNESCO World Heritage site famous for its iconic rolling hills and medieval villages. Discover the soul of Tuscany through authentic wine tasting tours in boutique wineries, gourmet food tours, and guided sightseeing adventures. Whether you are exploring historic landmarks or enjoying a private driver through the countryside, our curated experiences offer the ultimate Italian escape. Book your dream Tuscan getaway today and experience world-class culture, stunning nature, and unforgettable culinary delights.

4.88/5 avg ratingFrom $99.53 per person40 curated experiences60% private tours available

At a glance

Tour Price

Tour Price

$229–$647 typical

Median price is $412, with a full range of $100–$924

Rating

Rating

4.88★ average

Based on 8,011 pooled reviews with 91% positive sentiment

Tour Length

Tour Length

4.9–11.6 hours

Median duration is 9 hours

Best For

Best For

Culture & Wine Tasting

88% of options are cultural, 70% are wine tasting tours

Booking Tip

Booking Tip

Book in advance

25% of tours are flagged likely to sell out

Flexibility

Flexibility

92% free cancellation

Most options also offer instant confirmation

54 Products

Full Day Tour to Val d'Orcia and Gladiator's Fields with Wines

Full Day Tour to Val d'Orcia and Gladiator's Fields with Wines

11.5 hrsFree cancellation
4.73 (1,603 reviews)
87.41%
12.59%
great wineGreat tourbeautiful scenery
Viator
$89
Book now
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Full Day Tour to Val d'Orcia and Gladiator's Fields with Wines
Summary

Enjoy a rich and ripe tour through the worlds of grape and gourmet cheese. Experience art and architecture and blend it with good wines and mouth-warming specialties. You will visit the stunning Val d'Orcia and the very special towns snuggling in it. There's the chance to get to know wine cellars wh...

Inclusions
  • Visit to a winery in Montepulciano with tasting of the famous “Vino Nobile" and cheese pairing
  • Visit to a wine cellar in Montalcino with tasting of the world-famous Brunello wine
  • Expert multilingual Tour Leader
  • Free time in Montalcino, Pienza and Montepulciano
  • Journey by fully-fitted GT Coach with Free Wifi on board
  • Interactive audio guide for Chinese, Korean, and Japanese
Exclusions
  • Lunch
  • Hotel pickup and drop-off
  • Attractions tickets not included in the product
Itinerary
  • Val D'Orcia
  • Montalcino
  • Fortezza di Montalcino
  • Pienza
  • Duomo
  • Cappella Madonna di Vitaleta
  • Montepulciano
  • Florence
Good to know
  • Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Infants are required to sit on an adult’s lap, Specialized infant seats are available, Not recommended for travelers with poor cardiovascular health, Travelers should have at least a moderate level of physical fitness, Minimum drinking age is 18 years, May be operated by a multi-lingual guide, Please advise any specific dietary requirements at time of booking, Vegetarian option is available, please advise at time of booking if required, Please show up 20 minutes before the tour departure, English and Spanish are always guaranteed. In order to confirm the excursion in Italian, German, Portuguese or French a minimum of 4 pax is required, The order of the visits may change and Montepulciano could be the first stop, If you select Chinese, Korean, or Japanese, the historical explanations and tour commentary will be provided exclusively via audio guide (via App) in your chosen language. You will not be left alone: a professional Tour Leader will accompany the group throughout the trip. The Tour Leader will manage the group and provide logistics, meeting point details, and emergency assistance in English, while the cultural insights will be delivered via the app in your language. The wine tastings will be conducted in English. However, the app will provide additional information about the local wine in the selected native language., Disinfected radio units will be provided, and headphones will be single-use. Showing your voucher on your phone will be enough; it is not necessary to print it out.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

8 hrsFree cancellation
4.9 (339 reviews)
96.02%
3.98%
amazingwonderful daybeautiful views
Viator
$217
Book now
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Small-Group Montepulciano and Pienza Day Trip from Siena
Summary

Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay hills south of Siena and take in the idyllic UNESCO protected landscapes of Tuscany's charming Val d’Orcia region. Explore the beautiful towns...

Inclusions
  • Transport by air-conditioned minivan (maximum 8 passengers)
  • Driver/Guide
Exclusions
  • Hotel pickup and drop-off
Itinerary
  • Basilica Cateriniana Di S. Domenico
  • Historic Centre of the City of Pienza
  • Duomo
  • Val D'Orcia
  • Montepulciano
  • Piazza Grande
Good to know
  • Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Specialized infant seats are available, Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels, Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Brunello Wine Tour and Val D'Orcia Landscape

Brunello Wine Tour and Val D'Orcia Landscape

4 hrsPrivate tourFree cancellation
5 (99 reviews)
99.76%
0.24%
incredibleamazing daybest
Viator
$251
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Brunello Wine Tour and Val D'Orcia Landscape
Summary

I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where they will call you by name and not by number.... Private experience for real. My English is quite good which will maximize your experience and that is very important. Also this ...

Inclusions
  • Transportation from the start to the end of the tour, explanation, teaching, winery tour and tasting
Exclusions
  • Lunch, which I can suggest anything you like
Itinerary
  • Val D'Orcia
Good to know
  • Not recommended for travelers with spinal injuries, Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch

VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch

10 hrsFree cancellationLikely to sell out
5 (46 reviews)
99.38%
0.63%
excellentAmazing wineryAmazing experience
Viator
$246
Book now
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VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch
Summary

This is an experience for true wine lovers, selecting the best boutique wineries including a guided lunch and wine tasting of Brunello di Montalcino, listed as one of the best wines in the world by the prestigious magazine Wine Spectator. All this while visiting 3 UNESCO's site and the famous Gladia...

Inclusions
  • Organic food, Pecorino cheese & Extra-virgin Olive oil
  • Licensed Tour Guide all day
  • Small group max 6 people
  • Wine cellars visit
  • Nobile di Montepulciano wine (only adding a 2nd winery)
  • Photo Service
Itinerary
  • Monteriggioni
  • Montalcino
  • Val D'Orcia
  • Montepulciano
Good to know
  • Infants and small children can ride in a pram or stroller, Infants are required to sit on an adult’s lap, Suitable for all physical fitness levels
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

VIP Chianti, Brunello wine & Pienza with lunch From Siena

VIP Chianti, Brunello wine & Pienza with lunch From Siena

9 hrsFree cancellationLikely to sell out
5 (28 reviews)
98.74%
1.26%
beautifulExcellent wineAMAZING TOUR
Viator
$268
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VIP Chianti, Brunello wine & Pienza with lunch From Siena
Summary

This is a semi- private with maximum 6 people in tour so you will have all the attention you need. This tours will give you the advantages to truly enjoy the experience and not have to be in a crowded bus and follow a strict schedule . We will visit 2 beautiful boutique family owned wineries in a ...

Inclusions
  • Small group max 6 people
  • Tour of 2 wineries historical cellars
  • Extra virgin Olive oil tastings
  • Brunello di Montalcino, Super tuscans & Chianti Classico
  • Licensed tour guide
Exclusions
  • Museums tickets
Itinerary
  • Siena
  • Castellina In Chianti
  • Montalcino
  • Val D'Orcia
  • Pienza
Good to know
  • Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Not recommended for travelers with spinal injuries, Not recommended for pregnant travelers, Not recommended for travelers with poor cardiovascular health, Travelers should have at least a moderate level of physical fitness, This tour has been upgraded for 2025 so the reviews may be different from description.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Montepulciano Vineyards Wine Tour with 3 Estates Visit

Montepulciano Vineyards Wine Tour with 3 Estates Visit

8 hrsPrivate tour
5 (24 reviews)
98.7%
1.3%
amazingamazing experiencefinest elevated vino experience
Viator
$455
Book now
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Montepulciano Vineyards Wine Tour with 3 Estates Visit
Summary

Embark on a guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive tour offers an immersive experience that captures the essence of Tuscan winemaking tradition. What to Expect Guided Visits to ...

Inclusions
  • Tour escort/host
  • Round-trip private transfer
  • Wine tastings
Itinerary
  • Val D'Orcia
  • Montepulciano
Good to know
  • Specialized infant seats are available, Service animals allowed, Infants and small children can ride in a pram or stroller, Transportation options are wheelchair accessible, Wheelchair accessible, Suitable for all physical fitness levels, Minimum drinking age is 18 years, Please advise any specific dietary requirements at time of booking
Cancellation Policy

All sales are final. No refund is available for cancellations.

Valdorcia & Brunello Ebike Experience Tour

Valdorcia & Brunello Ebike Experience Tour

6 hrsPrivate tourFree cancellation
5 (19 reviews)
100%
0%
Beautiful experienceamazingamazing views
Viator
$628
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Valdorcia & Brunello Ebike Experience Tour
Summary

A tour to visit one of the most famous areas of Italy: the Valdorcia. Explore the beautiful UNESCO World Heritage Tuscan countryside, pedalling (also) on the Via Francigena, an ancient pilgrim route, and tasting the famous Brunello di Montalcino.

Inclusions
  • Free-Time in a Tuscan Town
  • Authorized Outdoor Guide (G.A.E.)
  • Guided Visit to the Farm/Winery
  • Helmets
  • Assistance on The Way
  • Insurance
  • Ebikes
Itinerary
  • Val D'Orcia
  • San Quirico d'Orcia
Good to know
  • Specialized infant seats are available, Not recommended for travelers with spinal injuries, Not recommended for pregnant travelers, Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Val D'Orcia Dreaming!!

Val D'Orcia Dreaming!!

4 hrsPrivate tourFree cancellation
5 (20 reviews)
100%
0%
amazingSPECTACULAR dayamazing tour
Viator
$224
Book now
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Val D'Orcia Dreaming!!
Summary

I was Born and raised in this magical region od Tuscany, I have key villagers that I have known for many years and you know in Italy is all about relationships...I go above and beyond to take care of my clients. One thing that makes me unique is that I have lived abroad for several years and my spok...

Itinerary
  • Historic Centre of the City of Pienza
  • Bagno Vignoni
  • Val D'Orcia
Good to know
  • Infants are required to sit on an adult’s lap, Not recommended for travelers with spinal injuries, Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Brunello di Montalcino, small biodynamic wineries

Brunello di Montalcino, small biodynamic wineries

8 hrsEco-FriendlyFree cancellation
5 (13 reviews)
98.11%
1.89%
bestamazing experiencepleasure
Viator
$456
Book now
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Brunello di Montalcino, small biodynamic wineries
Summary

The Brunello Organic and Biodynamic Wine Tour is a full day (8/9 hours) trip to Montalcino including a visit with tastings and Tuscan lunch to two small family run wineries. A walk in the mediaval town of Montalcino for shopping, pictures and a bit of art is also included. The tour is for individual...

Inclusions
  • Tuscan Lunch
  • Wine tasting
  • Driver/guide
  • Transport by air-conditioned minivan
Exclusions
  • Hotel pickup and drop-off
Itinerary
  • Strada Statale 222 Chiantigiana
  • Porta Romana
  • Antinori nel Chianti Classico
  • Val D'Orcia
  • Fortezza di Montalcino
Good to know
  • Suitable for all physical fitness levels, Specialized infant seats are available, Children must be accompanied by an adult, Minimum age is 18 years, Dress code is smart casual, May be operated by a multi-lingual guide, Please advise any specific dietary requirements at time of booking, Vegetarian option is available, please advise at time of booking if required, A minimum of 2 people per booking is required, A current valid passport is required on the day of travel
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

9 hrsPrivate tourFree cancellation
4.94 (102 reviews)
99.55%
0.45%
wineamazingGreat tour
Viator
$886
Book now
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Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano
Summary

A heaven for wine lovers: situated just south of Siena lies the land of some of the best Italian wines: Brunello di Montalcino and Nobile di Montepulciano. Based on the clones of Sangiovese, some of the most collectible and popular wines in all of Italy are produced here. Most of the tour takes pl...

Inclusions
  • Hotel pickup and drop-off
  • Private tour
  • Driver/guide
  • Live commentary on board
  • Transport by air-conditioned minivan
Exclusions
  • Lunch and wine tasting fees
Itinerary
  • Val D'Orcia
  • Montalcino
  • Piazza Grande
  • Historic Centre of the City of Pienza
Good to know
  • Specialized infant seats are available, Wheelchair accessible, Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Transportation options are wheelchair accessible, Suitable for all physical fitness levels, Collapsible wheelchairs can be accommodated providing the passenger is accompanied by someone who can assist them board and disembark, Operates in all weather conditions, please dress appropriately, Vegetarian option is available, please advise at time of booking if required, Gluten free lunch option is available, please advise at time of booking
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Pairs well with

Landmarks travelers visit on the same route as Val d'Orcia.

Pienza
Learn more

Pienza

5.2 km away • from $6

Siena Historic Center (Siena Centro Storico)
Learn more

Siena Historic Center (Siena Centro Storico)

5.4 km away • from $26

Temple of San Biagio (Tempio di San Biagio)
Learn more

Temple of San Biagio (Tempio di San Biagio)

11 km away • from $7

Montalcino Fortress (Fortezza di Montalcino)
Learn more

Montalcino Fortress (Fortezza di Montalcino)

14 km away • from $140

Pienza5.2kmSiena Historic Center (Siena Centro Storico)5.4kmTemple of San Biagio (Tempio di San Biagio)11.5kmMontalcino Fortress (Fortezza di Montalcino)13.6kmMontalcino13.7kmAbbey of Sant'Antimo (Abbazia di Sant'Antimo)16.1kmSiena Piazza del Mercato33.4kmPubblico Palace (Palazzo Pubblico)33.5kmMangia Tower (Torre del Mangia)33.5kmSiena Civic Museum (Museo Civico di Siena)33.5kmPubblico Palace (Palazzo Pubblico)33.5kmPalio of Siena (Palio di Siena)33.6km