4-Day Trip from Florence: Explore Siena, Chianti, Val D'Orcia & Enjoy a Vespa Tour

Guided Tour in Siena, San Gimignano and Chianti

Join a scenic journey through Tuscany on the first day of your tour, travelling in comfort by GT coach or air-conditioned minibus with the guidance of expert multilingual escorts. Your adventure begins in the captivating town of San Gimignano, where you’ll have free time to explore its medieval charm and iconic towers. Next, venture into the heart of the Chianti region, celebrated for its world-class wines, where you’ll experience a wine tasting at a local vineyard. Continue your exploration in the historic city of Siena, renowned for its rich cultural heritage. Finally, enjoy a visit to the quaint village of Monteriggioni before making your way back to Florence, reflecting on the unforgettable experiences and stunning landscapes of the day.

Walk Through the heart of Florence

On the second day of your Tuscany tour, immerse yourself in Florence’s artistic heritage with a full-day guided exploration of the city's most renowned cultural treasures. Start at the Accademia Gallery, where you'll encounter Michelangelo's magnificent "David," along with other remarkable works by the artist, such as the Pietà and the Prisoners. Your guide will share the history and significance of these sculptures, offering a deeper understanding of Michelangelo's genius. After a break for lunch (not included), enjoy a guided walking tour through Florence's historic city center, where you’ll marvel at architectural gems like the Cathedral of Florence, home to Brunelleschi's iconic Dome, and visit the famous Ponte Vecchio. The highlight of your day is a visit to the Uffizi Gallery, where you’ll explore masterpieces by Botticelli, Leonardo da Vinci, and Caravaggio. Your expert guide will provide insights into the art and artists that shaped the Renaissance, and you'll have time to linger and admire the collections at your own pace, reflecting on Florence’s unparalleled artistic legacy.

Florence to Val D'Orcia full day Tour

On the third day of your Tuscany tour, get ready for the Tuscany Wine & Hills experience, where the region’s scenic landscapes and renowned wines await. Your day kicks off in the medieval village of Monteriggioni, where you’ll have time to enjoy a peaceful breakfast (not included) within the walls of this ancient town. Then, journey into the heart of the Chianti wine region for a visit to a local winery, where you’ll sample three different wines and gain insight into the traditional art of olive oil production. Next, head to the stunning town of Pienza, known for its charming architecture and panoramic views, before continuing to Montepulciano, a Renaissance town famed for its Nobile di Montepulciano wine. At a second winery, you’ll savor this prestigious wine paired with classic Tuscan snacks. Finally, as you make your way back to Florence, you’ll reflect on the beauty of the Tuscan hills and the unforgettable wine experiences of the day.

Vespa Tour Through the Hills of Chianti

On the fourth day of your tour, prepare for an exciting half-day ride through the beautiful Tuscan countryside on a classic Vespa scooter. Experience the joy of cruising along tranquil, scenic roads, with views of the rolling hills of Chianti and quaint medieval towns. Whether you're behind the wheel or relaxing as a passenger, you'll have the opportunity to snap breathtaking photos of winding roads lined with cypress trees and the serene Tuscan landscape. The tour also includes a stop at a premium winery, where you’ll enjoy a wine tasting, savoring local wines amid stunning surroundings. A light lunch rounds off this unforgettable day, offering a true taste of Tuscany’s natural beauty and rich heritage.