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Discover the charm of Tuscany on an 8-hour guided tour through Cortona’s historic streets and renowned wineries. Perfect for wine lovers and history buffs alike!
Discover the charm of Tuscany on an 8-hour guided tour through Cortona’s historic streets and renowned wineries. Perfect for wine lovers and history buffs alike!
Book with De Gustibus Tours
Verified experiences and guided adventures in the surrounding area.
Operated by De Gustibus Tours · Firenze, Toscana
Set within the heart of Italy’s revered Tuscany region, Cortona stands as a beacon of medieval charm and sweeping vistas. This 8-hour journey with De Gustibus Tours invites you to immerse yourself in the timeless beauty and flavors of Val di Chiana. Known for its rolling hills, olive groves, andvigerous vineyards, this area has hosted civilizations from the Etruscans to modern vintners, making it a destination rich in history and taste.
Your adventure begins with a drive through scenic countryside, stopping at some of the region's best Syrah wineries. These vineyards, perched on terraced slopes, produce wines celebrated worldwide, thanks to their unique microclimates and rich soils. As you walk between the vines, learn about the winemaking process and the history behind each estate—many dating back centuries.
Midday, enjoy a leisurely Tuscan lunch, featuring local specialties like bruschetta, roasted meats, and seasonal vegetables, all paired with regional wines. Post-lunch, explore the narrow cobblestone streets of Cortona itself, whose medieval walls and Etruscan artifacts tell stories of centuries past. Don’t miss the panoramic views from Piazza della Repubblica, where the landscape seems to stretch endlessly.
This trip offers a vivid slice of Tuscany’s cultural and natural riches. It’s perfect for lovers of wine, history, and authentic Italian cuisine. De Gustibus Tours stands out for its attentive guides and passion for showcasing Tuscany’s hidden treasures. Whether you're a seasoned oenophile or a curious traveler, this excursion reveals the fascinating blend of history, landscape, and viniculture that makes Cortona so compelling.
Join De Gustibus Tours to experience Tuscany beyond the postcards, and take home a richer appreciation of Italy’s storied land and its legendary wines.
easy.
8 hours.
Moderate fitness recommended for walking and vineyard visits
Yes, a traditional Tuscan lunch with regional wines is part of the experience.
No, guides will provide all the information needed, making it suitable for beginners or connoisseurs.
Typically, 2 to 3 wineries are included, depending on the day’s schedule.
Yes, transportation is included for convenience during the tour.
Custom arrangements are available upon request; contact De Gustibus Tours for options.
Please inform the tour provider in advance so they can accommodate your needs.
Cortona gained fame from the book and film 'Under the Tuscan Sun' but has a history dating back to the Etruscans, with craft and wine traditions spanning millennia.
The surrounding vineyards practice sustainable viticulture, preserving the land's natural beauty and biodiversity.
De Gustibus Tours is a Florence (Firenze, Toscana) based tour operator offering a range of private and curated experiences across Tuscany. The company presents a variety of itineraries that combine wine tasting, regional cuisine, historic towns and unique transport options such as vintage sidecar rides. Many published itineraries include private options and range from short city food rides to full-day wine and culinary tours. Published trip descriptions show itineraries to key Tuscan destinations including Chianti, San Gimignano, Montalcino, Montepulciano, Cortona and Val di Chiana. Signature experiences listed include sidecar aperitivo rides at sunset, street-food sidecar tours in Florence, Brunello and Vernaccia wine tastings, saffron- and pecorino-focused lunches, cooking classes in a Chianti farmhouse, and truffle hunting excursions. Several tours note visits to family-run wineries, organic farms for Tuscan lunches, and opportunities to sample local products such as Vino Nobile di Montepulciano, Vernaccia di San Gimignano, Brunello di Montalcino, Syrah from Cortona, pecorino cheese and saffron. Trip durations in published summaries vary from approximately two hours (street food rides) to five-hour sidecar excursions and seven- to eight-hour full-day tours. Departures are described as originating from Florence and cover regions such as Chianti Classico, Val d'Orcia and the hill towns surrounding the city. All information above reflects De Gustibus Tours’ published itineraries and trip summaries.
Book with De Gustibus Tours