Local Living Italy—Tuscany San Gimignano

Arrive at your leisure in the historic city of Rome, where the adventure begins. Meet your CEO and fellow travelers for a warm welcome and introduction to the journey ahead. Consider arriving a day or two early to explore the city's rich history and vibrant culture. If the Vatican City is on your list, remember to book tickets in advance to ensure entry. Enjoy the evening at your own pace, soaking in the atmosphere of this iconic city.

Start your day with an orientation walk in Rome, then embark on a picturesque journey by train and bus to the enchanting town of San Gimignano. Upon arrival, enjoy a guided stroll with your CEO to get acquainted with this medieval gem. In the evening, savor a delightful home-cooked dinner prepared by your local host, Ugo, who will share fascinating insights about the area. Settle into your charming accommodation just outside the town, where you'll be staying for the week.

Immerse yourself in the flavors of Tuscany with a half-day cooking class, where you'll learn to prepare traditional dishes. In the afternoon, take a leisurely walk atop the medieval city walls of San Gimignano, offering breathtaking views of the surrounding countryside. Capture the essence of this historic town from a unique vantage point, and enjoy the rest of the day at your leisure.

Embark on a day trip to the artistic capital of Florence. With ample free time, explore the city's renowned museums and vibrant plazas at your own pace. Whether you choose to marvel at masterpieces or simply soak in the atmosphere, Florence offers something for everyone. Return to San Gimignano in the evening, where you can opt for a group dinner or a cozy meal at your accommodation.

Take a leisurely morning walk through the picturesque Tuscan countryside along the historic Via Francigena path to Montauto. Enjoy stunning views of San Gimignano from afar. Spend the afternoon exploring the local market, and in the evening, indulge in a tasting of exquisite local wines. This day offers a perfect blend of nature, culture, and culinary delights.

Venture to the captivating city of Siena for a day of exploration. Join your CEO for an orientation walk to discover the city's rich history and stunning architecture. Spend the rest of the day at your leisure, wandering through Siena's charming streets and soaking in its unique atmosphere. Return to your accommodation for a final evening of relaxation and reflection on your Tuscan adventure.

Bid farewell to the serene Tuscan countryside as you travel by bus and train back to Rome. Arrive in the early afternoon, allowing time for any last-minute explorations or shopping. Ensure your departure flights are scheduled for no earlier than 6 pm to accommodate the journey. If you wish to extend your stay in Rome, consider booking additional nights to further explore this magnificent city.