San Gimignano and the Chianti Region

Step into a storybook landscape of medieval towers, rolling vineyards, and world-class wine on this enchanting Tuscan adventure. From the historic hilltop town of San Gimignano to the renowned Chianti wine region, this tour offers the perfect blend of history, culture, and indulgence. With plenty of time to explore, shop, and savor authentic flavors, you’ll experience the heart and soul of Tuscany like never before.

Explore the Medieval Marvel of San Gimignano

Your first stop is San Gimignano, famously known as the ""City of Beautiful Towers."" Once home to 72 grand towers, only 14 remain today, creating a breathtaking medieval skyline that rises above the Elsa Valley. As you wander through this beautifully preserved town, you’ll discover:

• Piazza della Cisterna and Piazza del Duomo, two of Tuscany’s most picturesque squares
• The Collegiata (Romanesque Cathedral), adorned with stunning frescoes that bring medieval life to vivid color
• The historic Via Francigena, the ancient pilgrimage road that once connected Canterbury to Rome
• Local artisan shops, where you can browse handcrafted ceramics, including the famous Santa Fina pottery
• Tuscany’s golden spice, saffron, a treasured regional specialty perfect for bringing a taste of Italy home

With its cobbled streets, medieval charm, and spectacular views, San Gimignano is a must-see gem of Tuscany.

Indulge in Wine and Tradition in Chianti

Leaving San Gimignano behind, you’ll journey into the heart of the Chianti wine region, a breathtaking landscape nestled between Florence and Siena. This region is known for its:

• Rolling vineyards and scenic cypress-lined roads, straight from a Tuscan postcard
• Charming hilltop villages, where life moves at an unhurried, blissful pace
• World-famous Chianti wines, produced in a landscape that has cultivated grapes for centuries

Your experience continues at the celebrated Machiavelli winery, where you’ll enjoy:

• A guided tour of the vineyard, learning about the winemaking traditions that define Chianti
• A tasting of several exquisite wines, including the signature Chianti Classico
• A sumptuous Tuscan lunch, served in the historic Machiavelli family villa, where rustic flavors meet refined culinary artistry

A Perfect Tuscan Escape

As you journey back to your cruise ship in Livorno, you’ll carry with you unforgettable memories of medieval splendor, breathtaking landscapes, and the flavors of Tuscany’s finest wines—and perhaps a few bottles to share with friends and family back home!"