Tailor-made Tuscany
Wine Tours

Tuscany is an idyllic haven for epicureans, boasting a rich winemaking legacy, diverse wine styles, and deep ties to its cultural and culinary heritage.

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LUXURY TAILOR-MADE TRIPS TO TUSCANY

Tuscany

Tuscany, located in central Italy, embodies the romantic image of the country. With its breathtaking rolling hills dotted with olive groves, vineyards, Cypress trees, and century-old villas, there is a special charm that enhances its calling. Rich in history, there are endless medieval hilltop villages to discover, as well as the larger cities of Florence, Siena, Pisa, and Lucca.

A famous cultural destination, the area is home to some of the world's most recognizable Renaissance art and architecture such as Michelangelo's David, the Leaning Tower of Pisa, and the Duomo.

Beyond the stunning landscapes and historic landmarks, Tuscany is also known for its incredible cuisine and renowned wines. From hearty pasta to succulent meats and fresh seafood, every dish is made with the freshest local ingredients and bursting with flavor. No trip to Tuscany would be complete without indulging in a glass of Chianti or Brunello di Montalcino.

What truly makes Tuscany exceptional is its genuine hospitality. The locals, renowned for their warm welcome, will make you feel at ease as you explore this captivating region. So, whether you opt for unwinding in a luxurious countryside villa or immersing yourself in vibrant city life, Tuscany ensures a top-notch travel experience start to finish.

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Tuscany

One cannot mention Tuscany without highlighting its famous wines. From Brunello through Chianti, to the vines of Sassicaia and Ornellaia, the Super Tuscans, Tuscany’s more than 10,000 years of history is unrivaled.

Sangiovese is the most prominent grape variety in this region, producing renowned reds such as Chianti, Brunello di Montalcino, and Vino Nobile di Montepulciano. These wines are known for their bold flavors and high quality, making them a favorite around the world.

Explore Tuscany on a private, tailor-made trip adding as much or as little wine-related touring as you desire. Take a Chianti winery tour as a day trip en route to other regions or immerse yourself in everything Tuscany on a multi-day guided tour. Either way, we’re here to help ensure your private multiday trip to Tuscany pairs the best experiences with ample free time to relax and savor the bounty of this incredible region.

Highlights

Experience Brunello di Montalcino: Savor award-winning wines, revered the world over for their bold, rich flavors and exquisite craftsmanship. Visit small family-run vineyards and pause to enjoy lunch with wine pairings right at the property. Or explore some of the most Iconic Wineries in the region.

Charming medieval towns: The region boasts some of the most beautiful and well-preserved towns, each with its own unique charm and history. Have time to explore at your own pace.

Florence's art & architecture: Discover Florence's rich artistic heritage with options that include visiting the Uffizi Gallery, home to an impressive collection of Renaissance art, wandering through the Piazza del Duomo to admire the Cattedrale di Santa Maria del Fiore, or marveling at Michelangelo's famous sculpture, David. Explore these iconic sites at your own pace and immerse yourself in the beauty of Florence. 

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Farmhouse Cooking Class

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Learn the secrets to true Italian cooking with passionate locals in the heart of Chianti. Don your apron and take part in a hands-on cooking class to introduce you to authentic and traditional home-style Italian Cooking.

The cooking classes take place in a charming farmhouse in the countryside, surrounded by olive groves and vineyards. The property produces its own Extra Virgin Olive Oil, organic fruit and vegetables. Afterwards, sit down to lunch accompanied by the Chianti Classico which best complements Tuscan cuisine.

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Private Visit at Castello di Ama

Features

Constructed in 2021, the "Arca" building houses the winery's heritage collection of historic vintages, consisting of about 80,000 Bordeaux-bottles and over 10,000 large formats. The ground floor serves as the reception room for visitors, who can enjoy a selection of wines by the glass while taking in the view of the vineyards from the courtyards and open spaces. 

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Tour Castello di Brolio

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The Gran Cru Tour at Castello di Brolio takes visitors through the castle's history and the unique Ricasoli estate vineyards, followed by a tasting of top wines in a private room and a Tuscan cuisine lunch at the Osteria di Brolio restaurant in a wooded park.

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Visit Belmond Castello di Casole

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Experience aristocratic rural life paired with contemporary style, surrounded by rolling hills and sprawling vineyards. Castello di Casole is one of those magical places where time stands still. 

Spread across 4,200 acres, this 10th-century estate is the perfect place to experience the wonders of rural Italy. While away the hours visiting local farms, spotting wildlife, or hunting for rare truffles. Then retreat to a world of comfort, elegance, and world-class dining. A warm welcome is guaranteed.

Custom Travel Itineraries

At Into The Vineyard, we pride ourselves on our ability to offer you complete freedom to build your perfect trip. Start with one of our many sample itineraries and customize as you desire, or start with a blank page, and with the help of our expert Trip Planners, we can create your dream wine-inspired travel experience. 

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