Tours/Siena/From Siena Best of Tuscany Wines and Lunch in Montepulciano
Viator · group up to 50 pax

From Siena Best of Tuscany Wines and Lunch in Montepulciano

4.5(11)Siena1 hour
VIATOR4.4(9)TRIPADVISOR4.5(2)

Description

Experience the highlights of southern Tuscany on a full-day tour from Siena through the rolling landscapes of the Val d’Orcia. Travel in comfort and enjoy a perfect blend of food, wine, history, and scenery. Your first stop is Montepulciano, where you’ll enjoy an authentic Tuscan lunch featuring local cured meats and cheeses, followed by handmade Pici pasta with ragù, or tomato sauce for vegetarian guests. During lunch, take part in a guided tasting of Rosso di Montepulciano and the renowned Nobile di Montepulciano, perfectly paired with the regional cuisine. Continue to Pienza, the “ideal Renaissance city,” and enjoy free time to stroll its picturesque streets, admire panoramic countryside views, and browse artisan food shops. In the afternoon, reach Montalcino, home of the prestigious Brunello di Montalcino. Visit a local winery for a guided tasting and learn about the traditions and aging process behind one of Italy’s most celebrated wines.

Tour Options

ENG/SPA/ITA Small Group Tour Option

Itinerary

150 min

Montepulciano is a historic hill town known for Renaissance palaces, panoramic views, and its famous wines, including Rosso and the prestigious Nobile di Montepulciano.

60 min

Pienza is a charming Renaissance town in the Val d’Orcia, famous for its harmonious architecture, panoramic views, and traditional Pecorino cheese.

90 min

Montalcino is a medieval hill town surrounded by vineyards, famous worldwide for Brunello di Montalcino and stunning views over the Tuscan countryside.

Highlights

Traditional Tuscan lunch In Montepulciano
Unlimited high-speed WIFI on bus
Licensed tour leader (English, Spanish, or Italian speaking, depending on option selected)
Guided tour of two wineries
Round-trip transportation from Siena by air-conditioned coach
Multiple wine tastings - 4 types of wine

What's included

Included
Traditional Tuscan lunch In Montepulciano
Unlimited high-speed WIFI on bus
Licensed tour leader (English, Spanish, or Italian speaking, depending on option selected)
Guided tour of two wineries
Round-trip transportation from Siena by air-conditioned coach
Multiple wine tastings - 4 types of wine
Not included
Tips

Traveller Ratings

4.5
11 reviews
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Important Information

  • Public transportation options are available nearby
  • Infants and small children can ride in a pram or stroller
  • Suitable for all physical fitness levels
  • Wine tastings take place in English, with your tour leader providing translation support when needed.
  • A moderate amount of walking and stairs is involved.
  • The tour itinerary is subject to change, but all scheduled stops will be visited.

Reviews(11)

M
MELANIE_H
July 14, 2026
Fabulous wine tour

Very full day visiting several Tuscan towns. Montepulciano, Pienza and Montalcino were all lovely and quaint. The winery in Montepulciano was amazing! Lunch and wines were fantastic! We did get lost and it was hard to get back in touch with our tour so make sure you take pictures and get phone numbers. Also, think about what you might want to buy in advance- you will have time for shopping!

G
Go438840
June 30, 2026
Wine Tour

Good fun, day out. Nice wines.

C
Carrie_K
June 18, 2026
Take this wine tour!!

Absolutely wonderful tour in the most beautiful parts of Tuscany! The Val d’Orcia is stunning!!! We loved the wine tasting in Montepulciano and the delicious lunch. Fell in love with Pienza and enjoyed a very charming outdoor wine tasting at Montalcino. Plenty of time to explore at each stop. Marco was a wonderful guide and our driver was very professional. Highly recommend!

S
silvina_e
June 9, 2026
An unmissable walk through Tuscany.

It is spectacular. Very well organized; incredible landscapes, delicious food, and very good wines. An excursion to recommend. Sofia, our guide, was excellent, and Alberto, a great driver, made the transfer very pleasant.

M
Mei_X
June 1, 2026
Wonderful tour

Very beautiful towns in this itinerary, and the guide Leonardo is so friendly and responsible. Thanks for a wonderful time :)

K
Karen_G
May 28, 2026
Excellent day trip to Tuscan towns and wineries!

If you want to spend a day exploring the beautiful rolling hills of Tuscany, visit three charming historic towns, and enjoy two local wineries, this is the tour for you. Comfortable transportation takes you to each location. Giovanni, our driver, was a pro at expertly manuevering the twisting roads. Sofia, our tour guide, was delightful, and provided interesting facts along the routes, and translated the history and information about the wineries. We had plenty of free time at each town to explore and never felt rushed. The lunch was delicious and plentiful and the wine complemented the meal. The second winery was incredible, being in the same family for 27 generations! The hostess was welcoming and funny but taught us much about the wines. This tour is well worth your time!

M
Mei_X
May 26, 2026
Be aware of this tour operator

Be aware of this tour operator! I arrived at the meeting point 13 minutes before departure time 9:45am. Saw no guide and other tour people. I texted the tour organizer in Viator app, but didn’t get any response until 9:40, and was informed that the tour has left. This was my first experience booking a tour in Viator. I think this tour operator can’t be trusted. I’ll continue to pursue the full refund.

Operator response

Dear Mei, Thank you for bringing this matter to our attention, and please accept our sincerest apologies for the frustration this situation caused you during your first Viator experience. We would like to clarify what happened, as there was a technical discrepancy with your booking dates: The Technical Issue: Your booking was originally made and confirmed for the 28th. Unfortunately, the system failed to register or sync the date change you later made to the 26th. Because of this technical glitch, your name did not appear on our guide's passenger list for the 26th, which is why the tour departed without you. Full Refund Issued: As soon as we realized what happened, we immediately approved and processed a full refund for your booking. We completely understand your disappointment and deeply regret that a system error ruined your day. Please rest assured that this was an isolated technical incident and not a reflection of our standard operations. Best regards, Davide

S
Sandra_W
May 25, 2026
Nice day

Beautiful day. Lots of walking up hill which isn’t for everyone. Regular size tour (not small group). Tasting of wine is just that. Don’t except a glass of wine or anywhere near that. Tour guide and bus driver were very good.

J
Jorge_R
May 25, 2026
The tour stops at all the...

The tour stops at all the key places Allegra was excellent . Friendly courteous and very professional The driver Carlo excellent

D
Dreamer793062
May 24, 2026
Just do it, really very interesting❤️

Dear travelers, Great organization with professional bus driver and expert, sympathetic guidance, international fine company🙂. Highly recommended, many beautiful sights, Val d'Orcia, Montepulciano, Pienza and Brunello wine tasting in Montalcino, what a discovery .

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