Day trips in Tuscany
Looking for the best day trips from Florence? With me as your licensed tour guide, you’ll explore the authentic heart of Tuscany—rolling vineyards, medieval towns, artisan workshops, and delicious local traditions. Each journey is personal, flexible, and designed to make you feel like a local, not a tourist.
Ready to discover Tuscany with an expert? Let’s go beyond Florence together.
Siena & San Gimignano Day Trip from Florence
Discover the best of Toscana in one unforgettable day. With me as your licensed guide, you’ll explore Siena’s medieval streets, the stunning Duomo, and the famous Piazza del Campo—home of the legendary Palio horse race.
After a traditional lunch with optional wine tasting, we’ll continue to San Gimignano, the “Manhattan of the Middle Ages,” where soaring towers, breathtaking views, and world-famous gelato await.
This customizable 8-hour tour blends history, culture, and authentic flavors—perfect for families, couples, or solo travelers who want to experience Tuscany beyond Florence.
✅ What’s Included
– Guided tour of Siena (Duomo, Piazza del Campo, historic center)
– Guided tour or free time in San Gimignano
– Traditional Tuscan lunch with optional wine tasting (vegetarian, celiac, and allergy/intolerance options available)
❌ Not Included
– Transportation (can be arranged separately and quoted on request)
– Personal expenses (souvenirs, extra food & drinks)
ℹ️ Practical Info
Duration: [e.g. 8 hours]
Difficulty: Suitable for all ages and fitness levels
Dress Code: Comfortable shoes recommended; no special dress code unless entering churches.
“If you are searching for the ultimate tour guide, look no further!”
Montepulciano & Pienza Day Trip from Florence
Discover the enchanting jewels of the Val d’Orcia, a UNESCO World Heritage landscape of rolling hills, cypress-lined roads, and timeless villages. This region has inspired countless writers, travelers, and even Ridley Scott, who filmed scenes of Gladiator here.
Your journey begins with Montepulciano, a medieval hilltop town famous for its Renaissance palaces, cobbled streets, and the world-renowned Vino Nobile di Montepulciano. After a guided stroll, we’ll visit one of the town’s historic underground cellars for a wine tasting.
Next, we’ll head to Pienza—famous for pecorino cheese and perfect Renaissance squares—where you’ll enjoy a traditional Tuscan lunch and free time to wander its charming streets.
This day trip blends history, food, wine, and unforgettable landscapes—all with the insights of a licensed guide.
✅ What’s Included
Licensed guided tour of Montepulciano & Pienza
Wine tasting in a historic Montepulciano cellar
Traditional Tuscan lunch (vegetarian, celiac, and allergy/intolerance options available)
❌ Not Included
Transportation (can be arranged separately and quoted on request)
Personal expenses (souvenirs, extra food & drinks)
ℹ️ Practical Info
Duration: 8–9 hours
Difficulty: Suitable for all ages and fitness levels
Dress Code: Comfortable shoes recommended; no special dress code unless entering churches
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“Lucy was fantastic! She’s a great storyteller, blending history and humor. She has an immense amount of knowledge on the history, art, and architecture of Tuscany. And she’s a lot of fun to be around.”
Pisa, Wine & Pasta: Day Trip from Florence
Experience the best of Tuscany in a single day—art, food, wine, and authentic traditions. This private day trip combines the iconic beauty of Pisa with the hidden charm of the Tuscan countryside.
Your journey begins in Pisa, where you’ll visit the world-famous Piazza dei Miracoli, home to the Leaning Tower, Cathedral, and Baptistery. Choose between a guided tour of the monuments or free time to explore the city at your own pace.
Next, indulge in a traditional Tuscan lunch paired with local wines at a countryside farm, enjoying the flavors that make this region world-renowned.
The day continues in Lari, a picturesque medieval town. Here you’ll discover a historic pasta factory, sample artisanal sweets and liqueurs, and take a scenic walk to the fortress before returning comfortably to Florence.
✅ What’s Included
– Guided visit of Pisa (Piazza dei Miracoli & Leaning Tower area)
– Traditional Tuscan lunch with wine (vegetarian, celiac, and allergy/intolerance options available)
– Visit to historic family run pasta factory.
– Free time in Lari medieval town
❌ Not Included
– Transportation (can be arranged separately and quoted on request)
– Personal expenses (souvenirs, extra food & drinks)
ℹ️ Practical Info
– Duration: 8–9 hours
– Difficulty: Suitable for all ages and fitness levels
– Dress Code: Comfortable shoes recommended; modest dress for churches
