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.

“We had a wonderful day with our amazing and awesome guide, Daniele. He was extremely knowledgeable and informative and personable. He shared bits of history and interesting facts about the area. His knowledge of wine and it’s production is impressive. He’s a true connoisseur of great wine. A little bit of a long day but…”

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

2.From Siena: Pienza and Montepulciano Small-Group Tour

★ 4.9

Siena day trip to Pienza and Montepulciano with panoramic drives, organic-farm lunch, pecorino tasting, and Vino Nobile cellar sampling.

“Pienza and Montepulciano were breathtaking and every view was a postcard picture. But our guide., Keiko, was the best part of the trip. His knowledge, enthusiasm and. and warmth made this trip a perfect day.”

220 reviewsFrom $203.91by Tuscan Escapes by Papilio

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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

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

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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