Val d'Orcia Tours and Tickets

Q: How many days do you need in Val d’Orcia?

Plan on at least three or four days to explore Val d’Orcia. Some visitors spend a week or two exploring the villages, historic landmarks, and wineries of this region of Italy, but you’ll want at least a few days to check out Siena, San Gimignano, Chianti, and more.

Q: Do you need a rental car in Val d’Orcia?

Travelers who want to explore Val d’Orcia at their own pace may find a rental car convenient. This region is known for its stunning scenery, and driving yourself allows for wandering at your leisure. However, a car isn’t necessary to visit scenic villages.

Q: What is the best time of year in Val d’Orcia?

Tuscany and Val d’Orcia are popular for visitors, especially international ones, during the summer months of July and August. For people who might want to skip the crowds, the spring and fall months are attractive options with pleasant weather. Think fewer crowds, more restaurant availability, and less heat.

Q: What is famous about Val d’Orcia?

One of the most famous images of Val d’Orcia in Italy is a winding country road lined with tall cypress trees. This image isn’t hard to find in Tuscany and Val d’Orcia. This region is famous for its striking historic villages, including Siena and San Gimignano.

Q: What region is Val d’Orcia in?

Val d’Orcia is located in the Italian region of Tuscany. Often noted as one of the most beautiful parts of Italy, Tuscany is famous for its preserved historic villages, charming wineries that welcome visitors, and excellent food. Visit Siena, San Gimignano, Chianti, and more during a trip to Val d’Orcia.

79 results

Best Seller

Val d’Orcia & Tuscany Day from Rome with Wine and Cheese Tasting

Escape the vibrancy of Rome for a full-day exploration of Tuscany's enchanting landscapes, visiting the picture-postcard villages of Pienza and Montepulciano in one day. Journey through the Val d’Orcia countryside, where golden hills and vineyards paint a picturesque backdrop. Discover Montepulciano, renowned for its Vino Nobile, and delve into the historic Cantina Talosa, enjoying a delicious tasting of three selected Tuscan wines, including Vino Nobile. In Pienza, a UNESCO World Heritage Site, stroll its harmonious streets and savor three different varieties of the famed Pecorino di Pienza in a local shop. This tour combines art, history, and culinary delights, offering a true taste of Tuscany. - Full-day tour from Rome to Montepulciano and Pienza - Roundtrip transport by comfortable GT coach with expert guide - Tasting of 3 selected Tuscan wines at Cantina Talosa, including Vino Nobile, and 3 varieties of Pecorino di Pienza - Free time to explore the charming towns and landscapes

...More

5.0

(1)

Val d’Orcia & Tuscany Day from Rome with Wine and Cheese Tasting

12 hoursFree Cancellation

from $138

Special Offer

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

4.7

(1,230)

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

11 hours 30 minutesFree Cancellation

from

$94

$110

Special Offer

SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence

Get a taste of Tuscany's culinary legacy on this wine and food tour from Florence. Led by a guide, travel through the Tuscan hills in a 4WD vehicle, stopping to visit historic wine estates and cellars along the way. Sample specialities at each stop, and enjoy a 3-course meal in the Tuscan countryside before returning to Florence. With several touring options available, find one that'll suit your schedule and budget.

...More

4.9

(5,286)

SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence

7 to 9 hoursFree Cancellation

from

$140

$156

Photography Guided Tour in the Heart of Val D'Orcia and Tuscany

Book now the best tour with photographic experience in the heart of Valdorcia in Tuscany, to have magnificent memories of your trip with your partner or family. On this tour you will enjoy the wonderful enchanted landscapes typical of Tuscany and also the fascinating and hidden places, outside the usual guided tours for tourists, living a real dream. You will become a photo model for a day and you will feel like a real movie star, in the places that have become famous for some famous films such as "The Gladiator", "Life is Beautiful", "Twilight", "Nostalgia", Fellini's "8 & 1" /2" and many others. The tour is "All in One", it means that everything is included: tour + guide + photos + transportation (if necessary). All this for the price of a simple guided tour. And the photos we take will probably be the best you've ever taken. Let yourself be carried away on this adventure with your personal photographer and guide on a tour that will literally leave you speechless.

...More

5.0

(4)

Photography Guided Tour in the Heart of Val D'Orcia and Tuscany

2 to 3 hoursFree Cancellation

from $240

Per group

Siena, Cortona, Montepulciano & Val D'Orcia in a Small Group Tour

Tuscany has played backdrop to countless movies, but getting around the stunning region—and knowing where to find filming locations—takes local know-how. Discover a hand-picked selection on this full-day, small-group adventure. From the vampires of the Twilight saga to Diane Lane in "Under the Tuscan Sun," you’ll enjoy free time to explore iconic sites in Siena, Montepulciano, and Cortona. Even better, a light lunch and wine tasting are included.

...More

4.8

(116)

Siena, Cortona, Montepulciano & Val D'Orcia in a Small Group Tour

12 hoursFree Cancellation

from $237

Price varies by group size

Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings

4.8

(50)

Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings

11 hours 30 minutesFree Cancellation

from $110

Small-Group Montepulciano and Pienza Day Trip from Siena

Discover Tuscany's stunning landscape, culinary delights, and UNESCO-listed sites on a day trip to Montepulciano and Pienza from Siena. Avoid the hassle of driving yourself and be led by a local guide. Admire the architectural gems of the Val d'Orcia region and stop at a dairy farm for lunch and samples of salty Pecorino cheese. Conclude your trip in the scenic hill town of Montepulciano, with a visit to a winery.

...More

4.9

(291)

Small-Group Montepulciano and Pienza Day Trip from Siena

8 hoursFree Cancellation

from $228

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

Tuscany is notable for its food, wine, and scenery, but exploring the region in a limited time isn’t easy. Enjoy a stress-free sampler of locations in the captivating Val d’Orcia region on this full-day tour from Rome. With a guide at your side, visit the wine town of Montepulciano, have lunch surrounded by vineyards, and explore the historic center of Pienza, a UNESCO World Heritage Site.

...More

4.7

(5,362)

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

12 hoursFree Cancellation

from $101

Price varies by group size

Brunello Wine Tour and Val D'Orcia Landscape

See Tuscany’s loveliest scenery, and discover the history of one of Italy’s most revered wines, on this private, half-day tour. Following pickup from your area hotel, head off the tourist trail to a local, family-owned winery. Taste Brunello di Montalcino—a 100% Sangiovese wine that’s one of Italy’s best—as well as other wines and nibbles. You’ll also tour the idyllic Val d’Orcia, from ancient hill towns to historic monasteries.

...More

5.0

(94)

Brunello Wine Tour and Val D'Orcia Landscape

4 hoursFree Cancellation

from $264

Val d’Orcia Wine Tour with Lunch & Brunello from Florence

4.1

(94)

Val d’Orcia Wine Tour with Lunch & Brunello from Florence

12 hoursFree Cancellation

from $155

Winery tour & wine tasting in Montalcino

4.4

(41)

Winery tour & wine tasting in Montalcino

1 hour 45 minutesFree Cancellation

from $48

Likely to Sell Out

San Gimignano, Chianti, and Montalcino Day Trip from Siena

Explore Tuscany outside Siena on this small-group day trip, visiting San Gimignano and Montalcino. Don't worry about hiring a car, as all transportation is arranged. Take a break from the city as you discover medieval architecture and scenic views of Tuscany, with ample free time in each of the hill towns. The tour also includes a visit to a Montalcino winery, with the opportunity to sample Chianti and Brunello di Montalcino.

...More

4.3

(150)

San Gimignano, Chianti, and Montalcino Day Trip from Siena

11 hoursFree Cancellation

from $168

Winery Tour & Gourmet Tasting in Montalcino

5.0

(15)

Winery Tour & Gourmet Tasting in Montalcino

2 hours 30 minutesFree Cancellation

from $96

Tuscany Wine Escape Montepulciano and Pienza Small Group Tour

Journey from Rome to the picturesque Val d’Orcia for an immersive small-group tour featuring Montepulciano and Pienza. Begin with a guided walking tour through Montepulciano’s historic streets and an exclusive tasting in a historic underground cellar. Experience the charm of a family-run winery in the countryside, where a traditional Tuscan lunch awaits, showcasing local flavors. Conclude the day in Pienza, indulging in the renowned Pecorino cheese while soaking in the town's artisan culture. - Guided walking tour of Montepulciano with local insights - Enjoy a seated tasting and authentic Tuscan lunch at a family-run estate - Visit Pienza for Pecorino tasting and local artisan shopping - Small-group experience ensures personalized attention and comfort on this 11–12 hour tour

...More

Tuscany Wine Escape Montepulciano and Pienza Small Group Tour

8 to 9 hoursFree Cancellation

from $198

Hot air balloon over the hills of Pienza, Montalcino and Val D'Orcia

The hot air balloon tour is a magical experience, a true adventure carried out in total safety by flight professionals. Our pilots, all with great experience, are ENAC certified commercial pilots. They will guide you during your trip, sharing with you detailed information about hot air balloons and satisfying all your curiosities about the flight and its navigation. Don't wait any longer, immerse yourself in this extraordinary adventure.

...More

4.7

(14)

Hot air balloon over the hills of Pienza, Montalcino and Val D'Orcia

3 hoursFree Cancellation

from $419

Winery Tour & picnic in the vineyard with a bottle of wine

4.7

(6)

Winery Tour & picnic in the vineyard with a bottle of wine

2 hours 30 minutesFree Cancellation

from $48

Siena: Val d’Orcia Wine Tour with Lunch & Brunello

Avoid the hassle of planning routes between scattered wine towns and booking separate tastings on your own with a guided day trip from Siena. This experience connects the flavors of Montepulciano and Pienza with the scenic landscapes of Val d'Orcia, letting you move easily between villages without logistics stress. Spend your time enjoying wine, local food, and countryside views at a relaxed pace.

...More

3.9

(99)

Siena: Val d’Orcia Wine Tour with Lunch & Brunello

10 to 11 hoursFree Cancellation

from $155

Likely to Sell Out

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

Cross the Tuscan hills in search of fine wine, local food, and unforgettable views. This small group tour from Florence takes in UNESCO heritage sites, charming medieval towns, and a landscape that captivated Renaissance painters. Stop in Montalcino for a lunch of local fare and a tasting of some of the best wines in the world. And head to Montepulciano to wander its picturesque palazzos and visit the historical wine cellars.

...More

5.0

(41)

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

9 to 10 hoursFree Cancellation

from $258

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

Journey to the origins some of Italy’s most celebrated ‘vino’ on a private, full-day tour designed for wine lovers and connoisseurs. Visit the medieval town of Montalcino at the famed of Brunello di Montalcino wine. Taste this prized elixir at a winery. Learn about the area’s history and winemaking heritage from a private guide and meet local producers. Price is per group, with a maximum of either 3 or 8 passengers, depending on season and vehicle type.

...More

5.0

(94)

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

9 hoursFree Cancellation

from $929

Per group

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

Discover Tuscany's most iconic hilltop gems on this full-day excursion from Florence. Organizing a trip to the region’s scattered medieval villages can be challenging without local insight or a grasp of the Italian language. This group experience covers the logistics, so you can spend your time basking in the beauty of Val d'Orcia, sipping wine at a rural vineyard, and exploring medieval fortresses along the way.

...More

4.9

(19)

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

11 hoursFree Cancellation

from $186

Best of Tuscany: Full Day Private Tour to Val D'Orcia

4.8

(24)

Best of Tuscany: Full Day Private Tour to Val D'Orcia

8 hoursFree Cancellation

from $779

Price varies by group size

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a wine tasting at a renowned Chianti winery. Optional lunch for an authentic gastronomic experience. Begin your full-day journey by seeing San Gimignano, well known as the City of Fine Towers. With your tour guide's insights, take advantage of your free time to explore the historical center and its artisan stores. Explore the birthplace of Vernaccia, the renowned white wine that is regarded as Italy's first DOCG wine, after that. Enjoy a sample of Chianti and you can choose to buy the optional lunch at a nearby winery. Discover the UNESCO World Heritage Site of Val d'Orcia before continuing on to Montalcino, which is famous for its panoramic vistas of Brunello grapes. Finish your tour by visiting a local wine cellar to experience the renowned Brunello di Montalcino.

...More

4.8

(8)

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

11 hoursFree Cancellation

from $168

Montepulciano Vineyards Wine Tour with 3 Estates Visit

Embark on a private, 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 three renowned Wine Estates: Explore estates with centuries of winemaking expertise. Learn about the intricate process of crafting Vino Nobile di Montepulciano from passionate experts. Exclusive Wine Tastings: Savor a curated selection of exquisite wines at each estate. Lunch at the Second Estate: Indulge in a traditional Tuscan meal paired with exceptional wines. This intimate experience blends Tuscan culture, history, and gastronomy into a memorable day amidst the stunning countryside of Montepulciano. Whether you're a wine enthusiast or simply looking to enjoy a luxurious day in Tuscany, this tour is the perfect choice.

...More

5.0

(20)

Montepulciano Vineyards Wine Tour with 3 Estates Visit

7 to 8 hours

from $419

Price varies by group size

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 spoken English is excellent, this is very important for you to maximize your tour and investment, I comunicate well and I know how to relate to the culture overseas. One other thing is I can sure teach you history but what my clients love about me is the stories and secret I tell them and one thing is for sure...you will laugh and not be the usual boring tour!!!!!

...More

5.0

(18)

Val D'Orcia Dreaming!!

4 hoursFree Cancellation

from $235

1 2 3 4

What are people saying about Val d'Orcia

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

Mikaela_D, Apr 2026

Wonderful!

Wonderful experience with just enough time in each destination to enjoy. Would highly recommend to anyone considering.

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

Amy_H, Apr 2026

Highly recommend

Incredible tour! Great way to see the countryside, relaxing and perfect pace…friendly guide and beautiful tasting experience as well.

Val d’Orcia Wine Tour with Lunch & Brunello from Florence

Grisel_C, Mar 2026

Wine, history and beautiful landscapes!!

If you like wine, history, and beautiful landscapes, this is a tour for you. We visited Montepulciano, Pinza and stop in two wineries for wine tasting. The route through Tuscany was amazing. Great experience. Highly recommended. Our guide Luca was great!

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

Regan_F, Jan 2026

We had a wonderful...

We had a wonderful experience with Roberto. 2 wineries and a lunch at a sheep farm that was marvelous. Local meet and cheeses and we even got to see the sheep. Then a stop in Pienza for some sightseeing and a lovely drive back to our hotel. First class experience.

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Kareem_G, Dec 2025

Top 3 Life Experience

This was a top 3 experience in my entire life. Seeing the country side of Tuscany during the fall with our amazing tour guide Christian took my breath away. Beautiful experience through and through. From our Brunello wine tasting to walking through the streets of Montalcino, Pienza and Montepulciano to Christian’s recommendations at each stop. Absolutely amazing experience. It’s a long day so be ready but it was worth every Euro spent!

Best of Tuscany: Full Day Private Tour to Val D'Orcia

Trent_K, Dec 2025

Awesome tour!

Best private tour ever. We have done several tours like this and this one was the best. The scenery is amazing and the small towns we visited were beautiful. Our guide Eva was fabulous. She has a wealth of knowledge, tailored to suit our interests and was a pleasure to spend an 11 hour day with. Thoroughly recommend!

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Elisa_B, Apr 2026

Amazing full day in 3 charming towns

We had an absolutely amazing day on the Val d’Orcia private tour visiting Montalcino, Pienza, and Montepulciano. Each town was uniquely beautiful and full of charm, with stunning views of the Tuscan countryside at every turn. The Brunello wine tasting was a true highlight—exceptional wines at a continuous family run vineyard going back 27 generations (1500's). The luncheon at a local farm, complete with thoughtful wine pairings, was equally memorable and gave us a real taste of the region. Although the weather was cold and windy, it didn’t take away from the experience at all—we still fully enjoyed the breathtaking landscapes and atmosphere of these incredible towns. A special thank you to Christian, our driver, who was knowledgeable, friendly, and a true pleasure to spend the day with. This tour was a perfect way to experience Tuscany, and we would highly recommend it to anyone visiting the area.

Pienza - Ebike tour for a full immersion in Val d'Orcia.

Peggy_S, Jul 2024

Fun and informative!

Awesome way to experience the Val d’orcia! Such beautiful countryside views! Matteau was an amazing guide. Always preparing us and sharing snippets along the way, making the journey as informative as it is fun! We would definitely do it again. He mentioned this is his passion and it really shows. Thank you for an amazing adventure!

Private Tour: Medieval Val d'Orcia by Minivan from Florence

James_C, Apr 2026

Our guide Simone was...

Our guide Simone was prompt in picking us up and took us to many marvelous locations in southern tuscany. He provided interesting history and anecdotes about many sites during our drive and then he had detailed recommendations on the highlights to see, eat, drink, and experience at each one of our stops. He was incredibly generous with his time and we were all very grateful for his patience as we hit a huge amount of traffic on the way home. Every single person in my family fell asleep as poor Simone endured the long drive home. We absolutely loved this adventure and we were so grateful for Simone's kindness and expertise.

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

Miroslava_P, Mar 2026

Tuscan countryside

I loved the trip to Tuscan countryside with winetasting experience. Little villages had a charm. I loved countryside scenery watching from the minibus. So worth it. Our guide Antonio was very attentive and friendly. And I am grateful to our driver for a safe journey. Thank you both. PS. I felt like Picorino icecream in Pienza was one of the best icecreams I tried in Tuscan region. It had a strong yogurty taste and it was a bit salty. Unusual, but delicious. I had to treat myself to 2nd one.

Val d'Orcia

5.0

(13,513)

Tuscany

Know before you go

Panoramic view of a farmhouse near Asciano with Val d'Orcia hills in the background.

The scenery around the Val d'Orcia area is truly picturesque, so don’t forget your camera.
Some of Italy’s most prestigious wines are produced in the Val d'Orcia, so wine lovers will especially appreciate exploring the area’s wineries and tasting rooms.
There is a small amount of walking during most Tuscany tours, either through hilltop towns or across winery vineyards; comfortable shoes and a sun hat are recommended.
Winery visits may not be appropriate for young children.

Val d'Orcia Tours and Tickets

79 results

What are people saying about Val d'Orcia

Val d'Orcia

People Also Ask