Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa
Get ready for the ultimate Tuscan day trip — a journey through the region’s most iconic towns, unforgettable landscapes, and world-famous flavors. Depart from Florence aboard a luxury minivan with your expert tour leader. Begin in Siena, where a guided walking tour reveals medieval alleys, Piazza del Campo, and the traditions of the Contrade. Enjoy a surprise local tasting before heading to San Gimignano, the hilltop town of towers, with free time to explore artisan shops and stunning views. Then relax with a typical Tuscan lunch before reaching Pisa. Admire the Leaning Tower, cathedral, and baptistery in the breathtaking Miracle Square. This Grand Tour is the perfect blend of art, history, wine, and countryside charm — ideal for travelers who want it all in one unforgettable day. Short on time? Choose our afternoon option, with Siena, San Gimignano, and a sunset wine tasting and Tuscan dinner in the Chianti hills — perfect for those who prefer a slower pace and golden-hour magic.
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4 versions of this tour. Pick a date to see prices, start times and what's still open.
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Around Chianti
Places worth planning around while you're in the area.