Lunch and Wine Tasting in Tuscany and Visit to San Gimignano: A Perfect Day in the Heart of Chianti

Escape the bustle of Florence and embark on a breathtaking journey through the rolling hills, historic villages, and world-renowned vineyards of Tuscany. This unforgettable tour blends the best of Chianti’s legendary wine culture with the medieval charm of San Gimignano, offering a perfect mix of indulgence, history, and spectacular scenery.

A Scenic Drive Through the Chianti Countryside

Your adventure begins with a picturesque drive through the world-famous Chianti region, a breathtaking landscape of vine-covered hills, cypress-lined roads, and sun-drenched valleys stretching between Florence and Siena. As you wind through the Tuscan countryside, your guide will share stories of the region’s rich history, traditional winemaking heritage, and the charming villages that dot the hillsides.

• Soak in panoramic views of Chianti’s rolling vineyards and olive groves, a scene that has remained unchanged for centuries.
• Pass by historic estates and quaint villages, where life moves at an unhurried, Tuscan pace.
• Experience the serene beauty of the Elsa River Valley and Chianti Mountains, natural borders that have shaped the region’s distinct character.

A Taste of Tradition at the Historic Machiavelli Winery

Your first stop is the renowned Machiavelli winery, where the legacy of Tuscany’s iconic wines comes to life. Here, you’ll tour the vineyards and historic cellars, learning about the centuries-old winemaking process that has made Chianti famous around the world.

• Savor a guided tasting of several exceptional wines, each reflecting the unique terroir of the region.
• Enjoy an exclusive visit to the villa once owned by Niccolò Machiavelli, the famed Renaissance writer and political theorist.
• Indulge in a sumptuous Tuscan lunch, featuring locally sourced ingredients and perfectly paired wines, all set in the warmth of a historic family estate.

Step Into a Medieval Dream in San Gimignano

After lunch, continue your journey to San Gimignano, one of Italy’s most captivating medieval towns. Known as the ""City of Beautiful Towers,"" this UNESCO-listed gem once boasted 72 soaring towers—14 still remain, creating an unforgettable skyline rising above the Elsa Valley.

• Begin your walking tour at Piazza della Cisterna, a lively square surrounded by medieval buildings.
• Marvel at the stunning Romanesque cathedral, adorned with breathtaking frescoes.
• Stroll along the Via Francigena, the ancient pilgrimage road that once connected Canterbury to Rome.

Artisanal Treasures & Local Specialties

Beyond its architectural wonders, San Gimignano is also home to charming artisan shops and unique local products. You’ll have time to browse boutiques and discover traditional Tuscan craftsmanship, from beautifully handcrafted Santa Fina pottery to handmade textiles.

• Taste and purchase saffron, a prized local ingredient cultivated in the region for centuries.
• Discover artisanal goods, including hand-painted ceramics, leather goods, and more.
• Enjoy free time to soak in the breathtaking views of the surrounding Tuscan hills.

A Perfect Tuscan Escape

After a day filled with stunning landscapes, world-class wine, and medieval charm, your journey through Tuscany comes to a close. As you relax on the drive back, take in the last glimpses of rolling vineyards, sunlit towers, and the golden light that makes this region so magical. This experience is a true celebration of Tuscany’s timeless beauty, rich culture, and exquisite flavors—one that will stay with you long after you leave.