Explore Tuscany’s hidden gems on a 3-day private tour. Taste local wines, visit ancient towns, and enjoy stunning countryside views.
Explore Tuscany’s hidden gems on a 3-day private tour. Taste local wines, visit ancient towns, and enjoy stunning countryside views.
Val D’Orcia: Nature, Food & Wine, History Full Day Private Tour
Val d’Orcia - Your guide will meet you in your hotel at 9:00 am and you will start amazing journey to Val D’Orcia - UNESCO heritage site since 2004. You will enjoy the magnificent landscape, among the Tuscan hills. It is the expression of wonderful natural features and also the…
Val D’Orcia: Nature, Food & Wine, History Full Day Private Tour
Val d’Orcia - Your guide will meet you in your hotel at 9:00 am and you will start amazing journey to Val D’Orcia - UNESCO heritage site since 2004. You will enjoy the magnificent landscape, among the Tuscan hills. It is the expression of wonderful natural features and also the result and testimony of the people who lived there. You can stop to make stunning photos.
Montepulciano - You will visit Montepulciano - famous town stands on a hill 600 meters above sea level: from this height it is easy to get lost with your gaze among the green Tuscan hills, olive groves, vineyards and cypresses that pleasantly mark the whole landscape. Walking with your guide through the streets and main attractions of Montepulciano, you will also take a look at the picturesque corners that beckon you to turn off the main road and promise unforgettable views of the valley. Montepulciano has long been famous for its wine. It is mentioned in the documents of merchants as early as the 14th century. You will stop in a winery to taste local wine and typical food.
Montalcino - The next stop is a charming medieval village, almost fairytale, surrounded by a mighty wall and dominated by an ancient castle of authentic architectural perfection. Montalcino is a beautiful historic town immersed in the beautiful landscape of the Val’orcia Natural Park and renowned throughout the world for the extraordinary production of the precious Brunello di Montalcino.
The village has remained almost intact since the third century. Once you reach the top on which Montalcino stands, a real spectacle opens before your eyes: a continuous succession of winding hills dotted here and there with yellow and red flowers, ancient oaks, picturesque olive trees, scenic country roads that snake through harmonious vineyards and isolated cypresses here and there.
Pienza - You will continue your guided journey to Pienza. Obtained the recognition of a Unesco site in 1996, it still communicates to the world the urban canons of the Renaissance for the rational organization of spaces and perspectives of sixteenth-century squares and palaces. After this private guided tour you will go back to your hotel enjoyng incredible views of Val D’Orcia.
Chianti Road, San Gimignano and Wine Tasting Half Day Private Tour
Chianti Road - Your private guide will pick you up at 9 am at your hotel’s reception and you will start your journey to Chianti region. The visiting card of this place is considered to be green hills, spread out under the endless blue sky, lush cypress trees piercing the clouds, unique architectural monuments and masterpieces of art and of course local food and wine.
San Gimignano - Visit San Gimignano - UNESCO Heritage list since 1990, preserves with love the atmosphere of a fourteenth-century village and the appearance of one of the best examples of urban organization of the municipal age. You will visit Chianti vineyard, taste great Italian wines with local traditional food.
Pisa, Lucca & Cheese Farm with wine tasting Full Day Private Tour
Pisa - Your private guide will pick you up at yur hotel and will bring you to Pisa .- a famous city rich in traditions, art and culture. Discover Piazza dei Miracoli, with its Leaning Tower, Baptistery and Cathedral.
Lucca - Your next stop will be in Lucca - one of the most beautiful and beloved cities of art in Tuscany, it’s a must visit in a classic itinerary to discover the region. After you will take a private guided tasting trip that includes a visit to a dairy that produces organic cheese. What is the origin of the name “pecorino”? Whence is it manufactured and how? Does Tuscany also manufacture ricotta? During your vacation in Italy, you will visit a stunning organic farm located on a hilltop. This farm will answer all of your questions about the region’s cheese-making heritage. Taste different chesses types with local typical food & wines.

- Private transportation
- Lunch
- In-vehicle air conditioning
- Private Guide
- Private transportation
- Lunch
- In-vehicle air conditioning
- Private Guide
Escape the hustle and bustle of the city and immerse yourself in the timeless charm of Tuscany on an exclusive, 3-day adventure through picturesque landscapes, historic towns, and unforgettable culinary experiences. Departing from Florence, a personal driver-guide will lead you through the heart of Tuscany. Explore San Gimignano, Siena, Montepulciano,…
Escape the hustle and bustle of the city and immerse yourself in the timeless charm of Tuscany on an exclusive, 3-day adventure through picturesque landscapes, historic towns, and unforgettable culinary experiences. Departing from Florence, a personal driver-guide will lead you through the heart of Tuscany. Explore San Gimignano, Siena, Montepulciano, and the renowned Chianti wine region. Delight in private tastings at family-owned wineries, admire Renaissance masterpieces, and unwind each evening in carefully selected boutique countryside hotels.
This tour is designed for travelers seeking to slow down, connect with the authentic Italian experience, and enjoy VIP service from beginning to end. Highlights include:
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Private driver-guide for the entire tour
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2 nights in boutique countryside accommodations
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Visits to San Gimignano, Siena, Montepulciano & more
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Wine tastings in Chianti and Montalcino (Brunello!)
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Opportunities to explore, shop, and dine in historic piazzas
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Option to add truffle hunting or a cooking class
If you cancel at least 6 full day(s) before the scheduled departure time, you will receive a full refund.
If you cancel between 2 and 6 day(s) before the scheduled departure time, you will receive a 50% refund.
If you cancel within 2 day(s) of the scheduled departure, you will receive a 0% refund.
If you cancel at least 6 full day(s) before the scheduled departure time, you will receive a full refund.
If you cancel between 2 and 6 day(s) before the scheduled departure time, you will receive a 50% refund.
If you cancel within 2 day(s) of the scheduled departure, you will receive a 0% refund.