Val d’Orcia Tours

TUSCANY · DESTINATION

9 Best Val D’Orcia Tours From Siena

Most booked first.

The 9 top-rated ways into the Val d’Orcia from Siena. The cypress avenues, Pienza pecorino, Bagno Vignoni’s thermal piazza — the postcard Tuscany, organised as a guided day.

9 Best Val D’Orcia Tours From Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena - Pienza: the Renaissance town with an hour to wander for real

1.Small-Group Montepulciano and Pienza Day Trip from Siena

Most Popular★ 5.0

Small-group Siena day trip to Pienza and Montepulciano via Crete Senesi and Val d’Orcia, with pecorino farm lunch and wine tastings.

“Our guide, Marco, is very knowledgeable, personable and friendly. He shared a wealth of information with our group and answered all of our questions. The van was comfortable and Marco made it a very comfortable drive. It was wonderful to see the countryside and views, and have time to explore a couple of the towns…”

281 reviews8 hours (approx.)From $217.77by Tuscan Escapes by Papilio SRL

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From Siena: Pienza and Montepulciano Small-Group Tour

From Siena: Pienza and Montepulciano Small-Group Tour - Pienza: why this tiny town feels so carefully designed

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

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA - Capanna di Cencioni Wine Tasting: What You’re Really Getting

3.Pienza, Val d’Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

★ 5.0

Private Siena day trip to Val d’Orcia and Montalcino for wine, pecorino, Pienza sights, and UNESCO backroad views.

“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.”

36 reviews8 hours (approx.)From $527.24by We Drive You Tuscany

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Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour - Pienza organic dairy farm: pecorino sheep, goat cheeses, and olive oil

4.Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

★ 5.0

Private Pienza and Montalcino cheese-and-wine day with organic farm visits, Brunello tastings, and stress-free transport from Siena.

“Our guide was outstanding! She was very knowledgeable and very flexible with us. The cheese farm was a highlight. I have never been to one before so it was very educational. The cheese tasting was delicious.”

31 reviews8 hours (approx.)From $840.98by Tuscan Escapes by Papilio SRL

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VIP Chianti, Brunello wine & Pienza with lunch From Siena

VIP Chianti, Brunello wine & Pienza with lunch From Siena - Castellina in Chianti: organic, family-run, and built for slow tasting

5.VIP Chianti, Brunello wine & Pienza with lunch From Siena

★ 5.0

Small-group wine tour from Siena with Chianti Classico and Brunello tastings, Tuscan lunch, and Pienza in Val d’Orcia.

“This was a wonderful tour through Tuscany. There was only one other couple in our group and our tour guide was great, giving us more time in places we really were interested in seeing. Great food, great wine and beautiful country side.”

26 reviews8 to 9 hours (approx.)From $254.81by Moro Tuscany Tours

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Cities, Cheese and Wine Tour in Pienza & Montepulciano

Cities, Cheese and Wine Tour in Pienza & Montepulciano - Montepulciano: Streets Worth the Morning, Cellars Worth the Pause

6.Cities, Cheese and Wine Tour in Pienza & Montepulciano

★ 5.0

One day in Tuscany with Montepulciano, a cheese-farm lunch near Pienza, and two Nobile-area wine tastings, with hotel pickup.

“Stefan was a wonderful guide and was very knowledgeable about wine. Both Vinyards we visited were hosted by very friendly owners The tastings at both were excellent in beautiful rooms and cellars. Views of Tuscany going and coming were fantastic. The lunch in Pienza on a beautiful day was outside on a patio with a…”

24 reviews6 to 8 hours (approx.)From $601.19by Forzoni Tours

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

Hot air balloon over the hills of Pienza, Montalcino and Val D'Orcia - Meeting in Buonconvento: the practical side of starting near Siena

7.Hot air balloon over the hills of Pienza, Montalcino and Val D’Orcia

★ 4.5

Sunrise hot air balloon over Pienza, Montalcino and Val d’Orcia from Buonconvento, with a small group and smooth flights.

“My Mother-in-law wanted to check off a bucket list Hot Air Balloon ride. And this could not have been better. The staff took care of getting the balloon ready and packing it up after. They were professional and competent. The basket held 6 people plus the pilot. The winds were almost non-existent. The take off…”

14 reviews3 hours (approx.)From $421.03by Balloon Team Italia

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Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE - Capanna di Cencioni: The Brunello Tasting Part That Makes the Day Click

8.Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

★ 5.0

Private day trip from Florence to Pienza and Montalcino for a guided Brunello tasting, UNESCO Val d’Orcia views, and time in Pienza.

“We had the most amazing experience exploring the beautiful wineries of Siena! Roberto truly knocked it out of the park with his charisma and incredible knowledge & passion for the local wines, giving us wonderful stories and background. We specifically love Brunello from Montalcino, and this tour gave us an excellent taste! He also took…”

10 reviews8 hours (approx.)From $565.93by We Drive You Tuscany

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Hot Air Balloon, Pienza, Montalcino, Val D’orcia

Hot Air Balloon, Pienza, Montalcino, Val D'orcia - The 3-Hour Flow: From Inflating to Breakfast

9.Hot Air Balloon, Pienza, Montalcino, Val D’orcia

★ 5.0

Fly over Val d’Orcia from Pienza and Montalcino with a 1-hour hot air balloon ride, champagne, and breakfast. Weather-safe planning.

“Super well organized and professional from booking, having to change date due to poor weather organizing a pick up and a magical flight over the Chianti Region. Breakfast was great too. Thank you to the entire team for a wonderful experience”

7 reviewsFrom $396.50by Balloon Team Italia Srl

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