moderate
6 hours
Average physical fitness required; some walking and climbing involved
Join a small group tour from Florence to experience Tuscany’s rich history, savor award-winning Chianti wines, and explore the medieval streets of San Gimignano. Discover why this region is a must-visit for wine lovers and history buffs alike.
In the rolling hills of Tuscany, the town of Florence serves as a starting point for a journey into the region’s rich history, vibrant culture, and world-renowned gastronomy. Under The Tuscan Sun Tours offers a 6-hour shared small group experience that immerses you in the very heart of Tuscany’s iconic landscape. As your group of up to eight travelers departs Florence, the scenery shifts from bustling city streets to scenic vineyards, olive groves, and ancient stone towns. The first highlight is San Gimignano, a UNESCO World Heritage site famous for its medieval skyline studded with soaring towers. Climbing the Great Tower offers sweeping views over the surrounding countryside, while wandering its cobblestone streets reveals centuries of history and local artisanship. Lunch is a highlight, with a regional feast paired with tastings at a premier Chianti winery. Here, you can sample award-winning wines crafted from grapes grown in the AD-18th-century vineyards, complemented by local cheeses and fresh pasta. Afterward, a visit to a nearby vineyard allows you to savor traditional winemaking techniques, making this trip a perfect blend of cultural immersion and culinary delight. This tour is designed to give a genuine taste of Tuscany's storied past and vibrant present, giving visitors a chance to relax, learn, and indulge amidst some of Italy’s most iconic scenery. Whether you're a seasoned wine connoisseur or a curious traveler, the intimate group setting and expert guides make this experience both educational and enjoyable. It’s an ideal day for those looking to see the historic sights, sample remarkable wines, and enjoy the timeless charm of Tuscany in a relaxed, friendly atmosphere.
Many sites and cobblestone streets require sturdy footwear for navigating uneven surfaces.
Popular tours fill quickly, especially during peak season, so reserve your spot early.
The views from San Gimignano’s towers and vineyard landscapes are perfect for photos.
Tuscany’s summer sun can be intense—drink plenty of water throughout the day.
San Gimignano’s medieval towers once signified power and wealth, with the town thriving during the Middle Ages as a stop on the pilgrim route to Rome.
The region actively promotes sustainable farming and preserves its historic architecture to maintain Tuscany’s unique charm.
Sturdy shoes are key for walking through medieval streets and vineyard paths.
Sunblock, hat, and sunglasses help stay comfortable during outdoor activities.
summer specific
Capture scenic vistas and memorable moments throughout the tour.
Stay hydrated while on the move, especially in warm weather.