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Pienza, Montepulciano, and Moltancino Day Trip
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Pienza, Montepulciano, and Moltancino Day Trip

5.0(6 reviews)
12 hour(s)
English
Skip the line
Florence, Italy

Explore medieval town Montalcino streets historic beauty captured

Iconic cypress-lined road scenic photo opportunities unforgettable memories

Local farm tasting artisan cheese craft beer delights

Guided Montepulciano wine tasting historic cellar experience

Price start from

1200

1104.00

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Experience the essence of Tuscany on a full-day journey through the breathtaking Val d’Orcia region, where rolling hills, charming villages, and iconic landscapes create a truly unforgettable experience. Begin by exploring the medieval town of Montalcino, known for its historic streets and beautiful architecture, then capture the perfect photo along the famous cypress-lined road. Visit a local farm near Pienza to taste artisan cheeses, craft beers, and homemade delicacies while learning about traditional Tuscan culinary practices.

Continue the day in the Renaissance town of Pienza, wandering through its picturesque streets and enjoying the relaxed atmosphere. Conclude your tour with a guided wine tasting in historic cellars in Montepulciano, sampling world-renowned wines and discovering the stories behind each vintage. This journey offers a perfect blend of culture, flavors, and stunning landscapes, providing a deep connection to Tuscany’s heritage and natural beauty before returning to Florence in the evening, leaving lasting memories of an immersive and authentic Tuscan adventure.

Minivan transport

Local driver-guide

Photo stop at Gladiator Road

Free time in Pienza

Cheese & Beer Farm Experience

Cheese tasting with jams and honey

Craft beer tasting

Free time in Montepulciano

Guided wine tasting in underground cellar

Free time in Montalcino

Gratuities

Sun protection recommended: hat, sunglasses and sunscreen

Comfortable clothes

Travelers with Limited mobility impairments
Couples
Groups of friends
Seniors and mature travelers
Physically fit travelers

The tour involves walking on uneven surfaces

Wear comfortable clothes and shoes

Keep personal essentials

Children must be accompanied by an adult

Have a camera ready to capture every special moment

Confirmation will be received at time of booking

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Activity Provider: Authentic Italy Adventures

Customer Reviews

6 reviews
5.0
based on 6 reviews
T

Thamires

October 12, 2025
GetYourGuide

Passeio de alta qualidade. Com curadoria de locais, experiências e guia muito bem preparado.

T

Tom

October 11, 2025
Google

Serena was super! We had so much fun touring all the small town and she was able to find some hidden gems for us. Could not have been better. I wish I could give her 10 stars

A

Alex

September 12, 2025
Google

Could not have had a better experience. Serena makes you feel like a local walking through the beautiful towns of Tuscany, stopping at local cheese shops, butchers and wineries where she is greeted as a long time friend. Nothing felt rushed, or scheduled, and every experience felt personal. Definitely the highlight of our stay in Tuscany!

K

Karol

September 12, 2025
Google

We had a blast of a day! We’d already been here a week and still Serena provided us with so much fun and new information that made the experience that much richer. She is a blast and such a warm and passionate person, I would 10/10 recommend to anyone looking for a guide in Tuscany

C

Chaitanya

May 22, 2023
Google

Serena is the best tour guide in Tuscany! We did a one day wine tour with her and it was better than we could imagine. As a local, she is so knowledgeable about the towns. and helped some amateur wine enthusiasts understand the complexity of wine making and gave us a whole new appreciation! Could not recommend a tour with Serena more.

W

Wendy

April 02, 2022
Google

Just finished our Three day Tuscany tour with Serena. She was everything you would hope that your guide would be! She was friendly, on time every day, and full of information and energy, interesting little tidbits about every area, and very knowledgeable about the region. I can’t imagine coming to Tuscany and not using Serena! We would highly recommend her and we will definitely be seeing Serena again the next time we are in beautiful Tuscany