Monticchiello, Tuscany

Monticchiello, Tuscany, Italy

Explore the Cities and Towns of Tuscany

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Over 20 years of crafting exceptional journeys across Monticchiello

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Our team lives and works here, offering insight beyond the landmarks.

Tailored for You

Every itinerary is thoughtfully crafted around your pace, from private dawn tours to intimate vineyard tastings.

Overview

Monticchiello is a small village with medieval origines located in Italy's Orcia Valley in south-eastern Tuscany.  While it is a less frequently visited towns than the more popular Pienza, Montepulciano and Montalcino, it's precisely for this reason why a visit here is so special.  

The town offers striking views over the valley below towards Pienza and Bagno Vignoni and is home to several wonderful restaurants which serve up local Tuscan specialities like the wild bore "cinghiale" tomato sauce, pecorino cheese, a variety of hams and sausages, not to mention the wonderful jams, honeys and preserves which are made by the locals that accompany the local meets, cheese and artisan breads.

During the spring, summer and fall months, the town is home to an out-door art-gallery amidst the olive groves that surround the castle at the top of the town.

Being pedestrian only, this town makes a wonderful stop for visitors to Tuscany with children who don't have to worry about cars, traffic or noise inside the town.

In fact, staying near Montichiello is an ideal choice for families and the Antico Pozzo is a wonderful villa selection, walking distance from the town owned by one of the local wheat-producers, Manuela who has tastefully restored this incredible property.

The town, the gorgeous villa and surrounding towns are truly a step back in time that make an ideal holiday choice in Tuscany.

 

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Monticchiello

Stories That Stay With You

Here's what our guests share about their unforgettable journeys

“I traveled with JoAnn West through your services, guided by Giuseppe, in July of this year. What a wonderful experience; your service is really top notch! If I return to Italy for a tour, I will absolutely use your services again and recommend you to my friends!”
[Read More] Lucretia Brower
“I am a travel agent with All About Honeymoons and I would highly recommend Italy Vacation Specialists. Jessica was wonderful in helping us plan in a last minute anniversary vacation during high season without any issues. She even checked on our clients while on vacation to make sure things were going well. I plan on using them again soon for all my future bookings!”
[Read More] Tammy Joyce, All About Honeymoons
“We're home now from the most amazing trip to Italy! I can't thank you enough for your efforts and coordination of what was without question the finest vacations I've been on to date.”
[Read More] Carol Carson
“I went to high school with the owner of the company who organized my honeymoon for myself and my now wife from Tokyo. We spent three short weeks seeing Piedmont and experiencing wine paradise there, then heading to Nice in France with our private driver and flying to Rome where honestly 4 days is NOT enough. They keep saying to spend more time and we could not agree more! You need to spend more ti”
[Read More] Robin and Kumi Bruun, Tokyo Japan
“Jesse, There are no words to describe the fabulous time we had in Italy. Everything went as you promised. Absolutely no problems! The venues were fabulous. The guides were punctual and helpful. It couldn't have worked out better. You and your staff deserve high praise for the quality and efficiency of your work. BTW, Guiseppe was an absolute delight. We enjoyed his informative and effervescent per”
[Read More] Jo Ann West
“Jesse & Giuseppe, Sandy and I have been looking through my slides of our trip to Southern Italy. We had such a good time with you and Giuseppe that we wanted to let you know again. You were the best guides ever.”
[Read More] Bob & Sandy
“Dear Guiseppe and Jesse, We just returned from our most wonderful vacation to Italy and wanted to first thank you for putting together such a wonderful trip, and second to provide some feedback for the future. Hotels 1. Hotel Sovestro in San Gimignano was wonderful. The staff were very friendly and helpful and made the first portion of our journey very stress free. They made us feel like we were p”
[Read More] Ron and Deb Crosby
“In September of 2018 I brought a group of 12 from Venice to Sicily and organized all of my services with the Italy Vacation Specialists. Being a travel agent and in the business, I know how complicated organizing travel arrangements can be in Italy and the IVS team took a huge burden off of me! I would like to start of by saying "THANK YOU" both for the amazing job you did on our trip. There was n”
[Read More] Ann Brownell, KHM Travel Group
“As a travel agent, but also a traveler to Italy, thee is no other company I would recommend than the Italy Vacation Specialists. Not only do they really care about what they are doing, they also really know Italy and try to educate many people about ways they can best see the country and not fall into tourist traps. I have been on 4 trips with the IVS team, firstly when they did my first 2 trips f”
[Read More] Laura Chomiak, Travel Agent
“This company really knows their stuff and recommended our family to stay longer in each location. We didn't listen to them, but wished we had in every single place we went. They recommended Sestri Levante over the Cinque Terre which was our favourite destination on our entire trip. We visited Rome where we stayed in the outstanding Hotel Locorno where they know the owner there, like in every place”
[Read More] Sean & Veet Chapman, CGA

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