Private day trip from Florence to Pisa, Siena, San Gimignano

Three hundred years ago, a tradition emerged among the European aristocracy and nobility – the Grand Tour. Young men, driven by a thirst for culture and an insatiable curiosity about the roots of Western civilization, embarked on a pilgrimage to Italy. Today, we invite you to embark on a journey that echoes the spirit of the Grand Tour, exploring the best of Tuscany with unparalleled exclusivity.

This full-day excursion is designed to immerse you in the multifaceted essence of Tuscany, a land of diverse landscapes, ancient towns, timeless art, and rich food and wine traditions. As you step into the pages of history, you'll traverse the Middle Ages and the Renaissance, delving into the enchanting towns of Siena and San Gimignano, marveling at the world-famous Leaning Tower of Pisa, savoring the region's culinary delights during a sumptuous lunch, and indulging in the flavors of Chianti wines at a prestigious boutique winery.

From Florence to Siena: rival contrades and Palio revelations

In ancient times, Florence faced a formidable rival for power, wealth, and artistic splendor within Tuscany – the city of Siena. Your journey commences in Florence, where you will be greeted by an English-speaking driver and tour leader who will accompany you on your voyage to Siena. Once you arrive, you'll embark on a guided walking tour of the historic city, allowing you to immerse yourself in the charm of Siena. This tour will take you through iconic landmarks such as Piazza del Campo, the central square renowned for hosting the thrilling Palio horse race each year. Your exploration will extend to the quieter, labyrinthine backstreets, where you'll uncover the secrets of the Contrade – the 17 medieval city districts that fiercely compete in the Palio.

Discover San Gimignano medieval marvels and Chianti’s culinary delights

The journey carries on to San Gimignano, a town celebrated for its "medieval skyscrapers." Its high walls, narrow streets, and enchanting architecture are emblematic of the quintessential Tuscan hill town. San Gimignano stands out with its preservation of about a dozen tower houses, creating a skyline that is truly unforgettable.

Here, you will have the opportunity to enjoy some free time, allowing you to explore the town at your own pace, soaking in the historical ambiance and appreciating the town's unique character. As the day unfolds, your path will lead you to a prestigious Chianti boutique winery, offering a delightful respite. This picturesque setting will be the stage for a delicious Tuscan lunch that will tantalize your taste buds. You'll also have the chance to taste some exceptional Chianti wines, learning about the art of wine production and exploring the winery's cellars.

Discover Pisa’s architectural wonders and return to Florence

Relax and unwind while gazing out of the window during your journey to Pisa, where the magnificent Piazza dei Miracoli (Miracle Square) awaits. The square is graced by the breathtaking cathedral and baptistry, with all eyes drawn to the world-famous Leaning Tower. Its unique and dramatic elegance is a testament to architectural marvels of the past.

Please note that tickets to climb the Leaning Tower are not included due to typically long lines, but you will have the opportunity to purchase them directly in Pisa if you wish, provided that the lines are short.

As your adventure draws to a close, the final drive will transport you back to Florence, leaving you with memories to treasure.