Morning Bliss: A Tuscan Picnic Adventure

As the sun rises over the Tuscan hills, casting a golden hue across the landscape, the promise of a perfect day in San Gimignano unfolds. The morning air is crisp, with temperatures starting at a comfortable 60°F, ideal for embarking on a journey through the heart of Tuscany. Begin your day with the Tuscan Picnic experience, a delightful escape from the bustling streets of Florence.

This adventure kicks off at 9:15 AM, whisking you away to the enchanting Chianti region. As you traverse the iconic Chianti Road, the scenery transforms into a picturesque tapestry of rolling hills, expansive vineyards, and quaint medieval towns. Your knowledgeable guide will unravel the mysteries of San Gimignano, often referred to as the “Manhattan of the Middle Ages,” with its ancient towers piercing the sky.

Upon arrival, the historic center of San Gimignano welcomes you with its narrow cobblestone streets and medieval ambiance. Ascend the Torre Grossa, the city’s tallest tower, for a breathtaking 360-degree view of the surrounding hills. The climb is rewarded with vistas that capture the essence of Tuscany’s beauty. Conclude your morning with a serene picnic amidst the vineyards, savoring traditional Tuscan delicacies and the renowned Vernaccia di San Gimignano wine. A recent review from May 18, 2025, captures the magic of this experience:

San Gimignano and Tuscan picnic - We took 2 tours with Ciao Florence and both exceeded our expectations. We were a group of 7 and Valentin our driver and guide was exceptionally gracious and helpful. We loved the town of San Gimignano and its medieval towers. Our picnic in the surrounding vineyards was lovely.

Afternoon Delights: Exploring San Gimignano

As the day progresses, the temperature rises to a pleasant 83°F, perfect for leisurely exploration. San Gimignano, with its medieval charm and vibrant atmosphere, offers a myriad of experiences to indulge in. Wander through the narrow alleys, discovering charming stores and savoring award-winning gelato at Piazza Della Cisterna.

The town’s skyline, dominated by its iconic towers, invites you to delve deeper into its history. The Torre Grossa, standing tall among its peers, offers another opportunity to marvel at the panoramic views. As you stroll through the historic center, the blend of history, culture, and natural beauty creates an immersive experience that lingers in your memory.

Take a moment to relax at one of the quaint cafés, where the aroma of freshly brewed coffee mingles with the scent of blooming flowers. The gentle breeze carries whispers of the past, inviting you to lose yourself in the timeless allure of San Gimignano.

Evening Elegance: Sunset Views and Tuscan Dinner

As the sun begins its descent, painting the sky with hues of orange and pink, the Sunset Tour beckons. Starting at 4:30 PM, this enchanting journey promises an unforgettable evening in the heart of Tuscany. Your private driver will transport you from Florence to the mesmerizing landscape of San Gimignano, where the magic of the sunset awaits.

Begin your evening with free time in the hilltop town, exploring its medieval towers and indulging in the local Vernaccia di San Gimignano wine. As the sun sets, make your way to the Rocca of Montestaffoli, where the panoramic views of Tuscany’s rolling hills and vineyards unfold in all their glory.

The evening culminates with a three-course Tuscan dinner at a charming wine estate in the Chianti hills. Savor the flavors of Chianti with an exclusive wine tasting, surrounded by the serene beauty of the vineyards. As the day comes to a close, your private driver will ensure a comfortable return to Florence, leaving you with cherished memories of a day well spent in San Gimignano.