Best Day Trips From Florence

By Jessica Russo

Yes, there is so much to do in Florence, so day trips might be the last thing on your mind. We get it, but we urge you to think about it this way: you're in Tuscany! When else will you experience ancient stone villages, terracotta roof villas, and Tuscan vineyards? Take a break from the city and immerse yourself in the spectacular spirit of Tuscany. Trust us, it's even prettier than in the movies.

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By train, bus or car

This beautiful cobblestone city is flooded with history and charm. Encircled by well-preserved Renaissance walls, Lucca is chock full of amazing architecture, vibrant piazzas, soaring cathedrals, and adorable shops and restaurants. Be sure to visit the medieval Guinigi Tower, Lucca Cathedral, and the buzzing Piazza dell'Anfiteatro - a popular, cafe-filled square in the center of an old, elliptical gladiator ring!

San Gimignano

By car or bus

Step into San Gimignano and travel back in time! The stone streets of this 13th-century Italian hilltop town will make you feel like you're walking through a fairytale. Known for its impressive skyline of medieval towers, San Gimignano is lined with gorgeous churches, quaint shops, lively piazzas, and cute gelaterias. Nestled in the middle of the Tuscan countryside, this must-visit town boasts village vibes and postcard-worthy views.


By train, bus or car

Siena is, hands down, a cultural capital of Tuscany. Famous for its fan-shaped central square and its annual Palio Horse Race, this medieval brick city is a drenched in history and local pride. Stroll through storybook streets filled with amazing churches, shops, restaurants, and towers.

Chianti Wine Region

By car or tour

It's time to get your wine on! You may have ordered a glass of Chianti with your pasta at an American Italian restaurant, but how cool would it be to actually drink wine in the Chianti region!? Head to this breathtaking green landscape of rolling hills, extensive vineyards, and stunning villas. Drive through the hilly roads by car or splurge on a wine tour and leave the driving up to your guide.


By train or car

Get your cameras out! It's finally time to take an iconic photo in front of the Leaning Tower of Pisa! Stroll through the open green Piazza dei Miracoli, home to the ornate 14th-century tower and its neighboring Pisa Cathderal and Camposanto Monumentale.


By train or car

Ah, Arezzo - a picture-perfect city in eastern Tuscany. Visit the hilltop Arezzo Cathedral, which boasts painted vaulted ceilings and impressive fresco paintings. Slurp up some gelato in the inviting Piazza Grande, then stand awe-struck in front of the 10th-century Santa Maria della Pieve.

Bonus: Cinque Terre

By train, car or tour

Okay, a 2 1/2-hour drive or train ride may seem like a lot for one day, but we promise that it'll be worth it. Head northwest, past Pisa and Lucca, to the teal shore of the Italian Riviera. While no cars are allowed inside the villages of Cinque Terre (Manarola, Riomaggiore, Vernazza, Corniglia, and Monterosso al Mare), you may drive up to the edge and park. Visit these ancient candy-colored fishing villages that boast old-world charm and stunning sea views.

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