Florence Day Trip to Siena, San Gimignano & Chianti Winery Lunch

Kick off your Tuscan adventure with a warm welcome from your tour leader in Florence. Your journey begins with a scenic, 1.5-hour drive through Tuscany’s hills and vineyards in our comfortable, air-conditioned transport, setting the tone for an unforgettable day. First stop: the stunning city of Siena!"

Visit Historic Siena Begin your Tuscany day trip with a visit to the renowned city of Siena, where a captivating experience awaits you. Siena is famous for hosting the legendary Palio horse race, an ancient tradition that takes place twice a year in the heart of the city, the Piazza del Campo. Accompanied by a knowledgeable trip leader, you'll have the opportunity to witness this historic square and marvel at the world's oldest bank. Once you've familiarized yourself with the charms of Siena, you'll have leisure time to venture out and explore. We highly recommend obtaining a ticket to independently explore the magnificent Siena Cathedral.

Step into the breathtaking Piazza del Campo, a place where history, culture, and pure magic collide. This stunning, shell-shaped square isn’t just the heart of Siena—it’s its soul. Imagine the thunder of hooves echoing as the Palio horse race unfolds, with cheering crowds packed into every corner. Picture medieval nobility strolling the square centuries ago, the same way locals and visitors do today. Lined with charming cafés and medieval palazzi, the Piazza del Campo invites you to relax, people-watch, or simply bask in its timeless beauty. Whether you’re sipping a coffee or soaking up the Tuscan sun, this is Siena at its most enchanting.

This masterpiece of Gothic architecture is impossible to miss, with its striking black-and-white striped marble façade—an homage to Siena’s emblematic colors. Look closer, and you’ll spot intricate sculptures, ornate carvings, and mosaics that make this cathedral a true work of art. Fun fact: its construction began in the 13th century, and it was initially intended to rival St. Peter’s Basilica in Rome! Once at the Duomo, the choice is yours—continue exploring the vibrant city center, filled with quaint shops and inviting cafés, or step inside the Duomo (ticket not included) to marvel at its awe-inspiring interior. After your free time in Siena, we’ll hop back onto our comfy coach and set off for a 40-minute delightful journey into the heart of the Chianti region. Get ready to experience Tuscany’s renowned vineyards as we head to a charming local winery, where a taste of the region’s finest wines awaits!

Next up? Join us for an unforgettable visit to a local Tuscan winery! Discover the magic behind winemaking, from vine to bottle, as a local expert guides you through the process. Explore the majestic cellars, where the air is filled with the scent of aging wines, and learn about the unique characteristics that make each wine a masterpiece. Then, wander the expansive vineyards, feeling the rich soil of Tuscany beneath your feet. Time to treat your tastebuds! Enjoy a 3-course Tuscan lunch, featuring local delicacies and paired with some of the region’s finest wines. Start with a tasting of cheeses and cured meats, followed by bruschetta and a fresh salad. For the main course, dive into rich Lasagna al Tartufo and hearty Ribollita, and finish with cantucci and vin santo. As you savor every bite and sip Super Tuscan Riserva, Vernaccia di San Gimignano DOCG and 3 more wines, take in the breathtaking panoramic views of the vineyard. A true Tuscan experience you won’t forget!

After a scenic 25-minute drive, enter the fairytale town of San Gimignano, known as the "Medieval Manhattan" for its striking towers. With approximately 1 hour and 15 minutes of free time, explore the cobbled streets, ancient stone walls, and panoramic views that make this UNESCO World Heritage site so enchanting. Roam, discover, and let San Gimignano be the perfect end to your Tuscan journey.

Sit back and unwind as you journey back to Florence, reflecting on the unforgettable memories of your Tuscan adventure. After exploring the medieval charm of San Gimignano, enjoy a peaceful 1-hour ride through the beautiful landscape, the perfect ending to a day filled with stunning sights, rich history, and Italy’s finest wines.