FL4 - Siena and San Gimignano

Embark on a captivating journey with our Florence private tours to discover the medieval treasures of Tuscany. Experience the charm of Siena, wander through the enchanting streets of San Gimignano, capture views of the hilltop fortress in Monteriggioni, and soak in the stunning Tuscan countryside. Your professional English-speaking driver will guide you through this picturesque landscape.

Siena

Begin your day with a scenic one-hour drive through the idyllic Tuscan countryside, arriving in the magnificent city of Siena, the birthplace of the revered Italian Saint Catherine. Wander through the city, characterized by its distinctive brown Siena-coloured bricks. Stroll along narrow streets and charming squares, admire the medieval towers that contribute to its striking skyline, and visit the beautiful cathedral along with the iconic Torre del Mangia. Siena offers an atmosphere that feels like a step back in time. Siena is built on three hills and boasts one of the most significant Gothic cathedrals south of the Alps. The renowned shell-shaped Piazza del Campo is a focal point of the city, often featured in films and photographs.

In this vibrant square, the famous Palio horse race takes place twice a year, involving the entire local community. It’s one of the most important events in Siena's culture, where rival neighbourhoods compete fiercely to win the prestigious silk banner known as the ‘Palio.’

As you travel between Siena and San Gimignano, enjoy breathtaking views of the Tuscan landscape, with rolling hills, vineyards, olive groves, and historic stone buildings. Make a stop at Monteriggioni, a well-preserved 13th-century hilltop fortress. Take a leisurely stroll through this tiny medieval village, encircled by olive groves and vineyards, immersing yourself in its historical charm.

San Gimignano

Continue your adventure to San Gimignano, renowned for its remarkable skyline featuring 13 towers. This medieval town rises 334 meters above the Elsa Valley along the ancient Via Francigena, a vital route for traders and pilgrims heading to Rome.

Recognized by UNESCO for its cultural and natural heritage, San Gimignano showcases its iconic towers alongside the Duomo (Collegiate Church) adorned with stunning frescoes, Palazzo del Popolo, and Palazzo Nuovo del Podestà, now the town hall. Visit the Church of Saint Augustine, explore the Museum of Holy Relics, and discover the eerie displays at the Museum of Torture, which features historical instruments of torture.
Stroll along the main street, popping into charming artisan shops that offer beautiful ceramics, leather goods, and linens. For food and wine enthusiasts, indulge in local delicacies and sample San Gimignano’s renowned Vernaccia wine at various wine bars throughout the town.

Your private tour from Florence to Siena and San Gimignano concludes with a relaxing drive back to your accommodation, leaving you with unforgettable memories of Tuscany’s medieval wonders. This experience is one of the best tours from Florence and is ideal for anyone looking to discover the beauty of Florence and its surroundings.