Siena, Cortona, Montepulciano & Val D'Orcia from Florence - Semi private tour

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based on 21 reviews
  • Duration:11 hours (approx.)
  • Location: Florence, Tuscany
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ADULT (Age : 18 to 70)


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Upto 24 hours in Advance.
Mobile or paper ticket accepted
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Explore in the comfort of a 8 seat van the most beautiful Tuscan towns made famous through films together with a passionate local driving guide. Enjoy lunchoverlooking the rolling hills of Montepulciano while tasting famous wine.

Wander the winding streets of Cortona walked by Diane Lane in "Under the Tuscan sun", watch out for the vampires of the Twilight saga " New Moon" in Montapulciano and taste the famous Noble of Montepulciano wine. Explore the locations made famous by Michelle Pfieffer in "A Midsummer night's dream" and Ralph Fienes in " The English patient". Spot the iconic rolling hills of Tuscany from " Letters to Juliet" and enjoy a taste of the local lifestyle by sampling fine local wine, cheese and other products from the region.


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Posted By : Patti_D
This was a 10 hour tour, and not cheap for the 6 of us. The driver (Ned) was very nice, but he wasn’t a tour guide. He wasn’t fully knowledgeable about what we were seeing. There were long stretches of time when nothing was said. We never stopped for lunch, nor were we offered a bottle of water. Our first stop was Sienna, a lot of walking up sidewalks and streets. One hour nonstop. Then a 3 hour ride through the Tuscan countryside. One stop for a photo, no water or lunch break. 4 people fell a sleep. Then we went to a farm at 2pm and looked at pigs, before being offered wine, water, a platter of cold cuts, cheese and stale bread. Then off to Montepulciano for a wine tasting. Finally onto Cortona. However most everything was closed for siesta. Then a 90 minute drive back to Florence. If you need to use a bathroom, be sure the coffee shop is open and you will have to buy a coffee to use the bathroom. This tour could have been so much better, but the tour operator doesn’t want to offer even the basics, such as water and bathrooms. The operator could make arrangements that when he brings tourists to their shops, they can use the bathroom. And how about lunch? We don’t need a 3 hour ride through the Tuscan countryside. A 90 minute drive is sufficient. We get it… Feed the tourists!!!
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Posted On : 2024-06-28 13:46:06 full ratings


Posted By : K8821MHmatthewc
My partner and I did this trip with Ned - and we were extremely impressed - we got an unforgettable tour of the Tuscany region, samples real wine making areas and got to see incredible town. We sample amazing wines that were very well paired. Ned was outstanding, giving us lots of information about each of the regions, the local history and information about the wines.
💯 recommend to others!
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Posted On : 2024-06-16 14:18:55 full ratings


Posted By : E2658OGjoycel
Lorenzo was an incredible guide - very friendly, knowledgeable and fun! We had an amazing time exploring Cortona, Montepulciano, Val d’Orcia and Siena. The highlight of the trip was a farm near Montepulciano, where we were given a tour of the farm’s olive trees, vineyards and pigs, before having a light lunch with a view of the Tuscan countryside. Would highly recommend this tour, especially with Lorenzo!
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Posted On : 2024-06-12 13:15:11 full ratings


Posted By : Lynn_C
Dom was a wonderful tour guide. This experience was magical! Worth every penny! It was a long day and saw a lot. I would book this again. Once in a lifetime adventure!
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Posted On : 2024-06-11 17:42:43 full ratings


Posted By : K5351PEstephaniea
If touring the Tuscan countryside, sipping wine and visiting quaint little towns sounds like the perfect day-long getaway, this trip is for you! Nedas was a fabulous tour guide… giving us the history of each locale, stopping at beautiful vistas to take pictures and sharing his passion for his job. He was wonderful! This trip is a great way to see a lot of Tuscany in one day. Highly recommend!
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Posted On : 2024-05-24 15:08:58 full ratings


Posted By : Mike_L
What a beautiful day, with awe inspiring views of the countryside from the towns and just driving. It's impossible to capture in photos but just incredible to take it all in and just enjoy the ridiculous beauty that
surrounds you in the towns and surronding wine country. Heaven on earth for sure. Our guide, "Dom", was excellent, very engaged and clearly proud of being able to share this fantastic region of Italy with us!!!
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Posted On : 2024-04-29 15:22:17 full ratings


Posted By : 690gerardog
Ned, along with a group of 7 tourists, strolled through the charming streets of Cortona, then indulged in delicious wine, meats, and cheese at Fattoria Madonna della Querce, which is Roberto's farm. We explored the wine cellar and enjoyed a wine tasting experience hosted by Melanie at Ercolani in Montepulciano before continuing their journey to Sienna. Although the tour was highly recommended, it is advised to make sure to include a stop at Val d'Orcia (from Gladiator), which was initially advertised but unfortunately missed on the day of the visit. Additionally, the group missed out on seeing the location used in Twilight. Nevertheless, overall, the tour was a must-do experience and Ned is the best guide.
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Posted On : 2024-03-28 13:42:07 full ratings


Posted By : Jason_F
If you want to cram lots in to a single day, this is a good way to do it. The driver was very friendly, but didn’t know much history. Also, there wasn’t really time for lunch, just snacks at the wine tastings. Lastly, it’s not really a wine tour, it’s a tour with wine. The first tasting was great in a tasting room… most people on the trip bought bottles; but the second was ad hoc standing in a wine shop which wasn’t a great experience. So it’s a good trip, as long as your expectations are aligned.
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Posted On : 2023-09-22 11:49:43 full ratings


Posted By : Alex_J
So glad I booked this tour, Ned was outstanding. He made sure we were okay and helped me in some places with translations. Also, he made the best of our time in each city. During the ride to and from places he gave us a small history lesson on the cities we visited.
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Posted On : 2023-08-25 08:21:09 full ratings


Posted By : WENDEE_G
Great guide Lorenza! He was professional, knowledgeable and passionate about all the areas we visited. We couldn’t have asked for a better experience. We also met great people. Gorgeous views!
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Posted On : 2023-07-28 12:33:33 full ratings