Florence is a treasure trove of art, history, and culture, but sometimes you need a break from the Duomo selfies and Renaissance overload. Luckily, the Italian rail system makes it surprisingly easy to hop on a train and explore enchanting towns, rolling hills, and hidden gems that are just a short ride away. Whether you’re into medieval streets, wine tasting, or jaw-dropping landscapes, these 12 day trips from Florence by train will leave you with memories you’ll cherish—and maybe a few extra gelato pounds. From my own personal experience, traveling by train in Tuscany is not just convenient—it’s an adventure in itself.

Here’s a curated list of the best day trips you can take, with must-see attractions and tips to make the most of your journey.


1. Pisa – More Than Just the Leaning Tower

Pisa is often dismissed as “that city with the leaning tower,” but there’s so much more to see once you’re there. The train ride from Florence takes just about an hour, making it an easy and rewarding day trip. Start with the iconic Piazza dei Miracoli, where the Leaning Tower, the cathedral, and the baptistery form a stunning architectural trio. Try to snap a photo that doesn’t scream “tourist cliché,” though it’s almost impossible.

After the tower, wander through Pisa’s historic streets, visit local shops, and enjoy a coffee at a tiny café where you can watch life unfold around you. If you’re into history, the Museo dell’Opera del Duomo is worth a peek, housing fascinating medieval artifacts.

Pro tip: Climbing the Leaning Tower requires a ticket, so book in advance if you want to avoid long lines.


2. Siena – A Step Back in Time

Siena is like stepping into a medieval painting. Its cobbled streets, terracotta rooftops, and majestic Piazza del Campo—where the famous Palio horse race takes place—make it one of the most charming cities in Tuscany. From Florence, trains take roughly 1.5 hours.

Explore the Siena Cathedral, an exquisite blend of Romanesque and Gothic architecture. Don’t miss the Torre del Mangia, where a climb to the top rewards you with panoramic views of the city and surrounding countryside.

Fun fact: The town’s streets are named after medieval contrade (districts), and each has its own emblem and local pride—perfect if you want to feel like a medieval insider for the day.


3. Lucca – Bike-Friendly Charm

Lucca is a compact, serene town surrounded by well-preserved Renaissance walls, perfect for a leisurely bike ride. The train from Florence takes about 1 hour and 20 minutes. Once there, rent a bike and cycle atop the city walls—yes, you can actually ride around the entire perimeter!

Inside the walls, you’ll find piazzas lined with cafés, quaint shops, and hidden churches. The Torre Guinigi, with trees growing on top, is a quirky sight you’ll remember long after your trip. Lucca’s calm pace makes it ideal if you want a break from Florence’s hustle.


4. Cinque Terre – Coastal Magic

If you crave dramatic coastal views, Cinque Terre is a dream destination. The five colorful villages perched on cliffs overlooking the Ligurian Sea are stunning, and the train ride—though a bit longer, around 2.5 hours—offers spectacular views along the way.

Hike the famous trails connecting the villages, taste fresh seafood by the water, and dip your toes in the turquoise sea. Monterosso al Mare and Vernazza are particularly charming for photography and seafood dinners.

Note: Weekends can get crowded, so an early morning train is the best way to beat the tourist rush.


5. Arezzo – Hidden Gems in Tuscany

Arezzo is often overlooked by travelers, which makes it a perfect day trip if you want to avoid the crowds. The city is rich in art, with works by Piero della Francesca and a stunning cathedral featuring intricate frescoes. The train ride from Florence takes about 1 hour and 15 minutes.

Wander through the Piazza Grande, explore antique shops, and enjoy local specialties at a trattoria. If you visit on the first Sunday of the month, the antique fair is a must-see.


6. Bologna – Foodie Heaven

If your stomach drives your travel plans, Bologna is calling. Known as Italy’s gastronomic capital, Bologna is famous for fresh pasta like tagliatelle al ragù (aka Bolognese) and mortadella. The train from Florence takes just under an hour.

Stroll through the city’s arcaded streets, admire the Two Towers, and savor authentic Italian cuisine without a hint of tourist traps. From my own personal experience, getting lost in Bologna’s food markets is one of the happiest ways to spend a day.


7. Montecatini Terme – Spa Time

Montecatini Terme is a quaint spa town perfect for a relaxing day trip. Trains from Florence take about 50 minutes, making it easy to enjoy a full day of wellness. You can stroll through the beautiful parklands, sip mineral-rich waters, or indulge in a massage at a historic spa.

For a little adventure, hop on the funicular to Montecatini Alto, the old town on a hilltop, offering panoramic views and charming streets with artisan shops.


8. San Gimignano – Medieval Tower Town

San Gimignano is instantly recognizable for its medieval towers rising above the Tuscan hills. The train route is indirect—usually via Poggibonsi—but it’s worth the journey. Once there, wander the narrow streets lined with gelaterias, boutique shops, and historic buildings.

Climb the Torre Grossa for breathtaking views, and don’t forget to taste the town’s famous saffron and Vernaccia wine. The combination of medieval charm and hilltop scenery makes this town unforgettable.


9. Perugia – Umbrian Delight

Crossing over into Umbria, Perugia is a lively university city with a rich cultural heritage. The train ride takes roughly 2.5 hours, and the city rewards you with Etruscan walls, charming streets, and panoramic views.

Visit the Galleria Nazionale dell’Umbria, stroll through Piazza IV Novembre, and try the local chocolate—Perugia is home to the famous Perugina chocolate company. The city’s vibrant energy and artistic history make it a unique escape from Florence.


10. Assisi – Spiritual and Scenic

Assisi, the birthplace of St. Francis, is a pilgrimage site with breathtaking views of the Umbrian valley. Reaching it by train takes around 2.5 hours. The Basilica of San Francesco is the highlight, with stunning frescoes depicting the saint’s life.

Beyond the basilica, wander the narrow medieval streets, enjoy panoramic vistas, and soak in the serene atmosphere. Even if you’re not religious, the sense of peace in Assisi is tangible and unforgettable.


11. Ferrara – Renaissance Elegance

Ferrara is a gem that’s often overlooked, but the city’s Renaissance architecture and well-preserved city walls make it a delight for explorers. The train from Florence takes about 1.5 hours.

Ride a bike along the city walls, visit the imposing Este Castle, and stroll through streets that feel like stepping back into the 15th century. Ferrara’s quiet elegance and historical richness make it a perfect low-key day trip.


12. Chianti – Wine Country Bliss

Last but not least, a train trip through Chianti offers rolling vineyards, quaint villages, and, of course, wine tasting. While trains don’t go directly through every vineyard, taking a train to towns like Greve in Chianti or Radda lets you explore the region and then hop on local buses or taxis to wineries.

Sip world-class Chianti wines, enjoy local cheeses, and bask in the scenic beauty of Tuscany’s countryside. From my overall experience, there’s something magical about spending a day in Chianti—it’s slow, flavorful, and thoroughly rejuvenating.


Tips for Making the Most of Your Day Trips

  1. Check train schedules in advance: Italian trains can run like clockwork, but regional connections sometimes have limited frequency.
  2. Book tickets online: For popular destinations like Cinque Terre or Siena, advance tickets can save time.
  3. Travel light: A small backpack is perfect for day trips—less hassle, more flexibility.
  4. Plan meals wisely: Local trattorias often close between lunch and dinner hours, so timing matters.
  5. Leave room for spontaneity: Some of the best experiences come from wandering down a street you hadn’t planned on exploring.

Florence is a beautiful base, but Tuscany and beyond are full of treasures that are just a train ride away. From medieval towns to coastal villages, spa retreats, and wine regions, these 12 day trips offer a rich blend of culture, scenery, and culinary delights. Whether you’re a first-time visitor or returning for another adventure, hopping on a train from Florence opens a world of possibilities.

By planning carefully, keeping an open mind, and embracing the charm of Italy’s smaller towns, you’ll find yourself with stories, photos, and experiences that go far beyond the city of Florence itself.