Florence, widely regarded as the birthplace of the Renaissance, is not only a treasure trove of art and history but also the perfect starting point for exploring the surrounding regions of Tuscany. Within a short train ride or scenic drive, you can escape to medieval towns, rolling vineyards, and coastal vistas.
Whether you’re savoring world-class wines, cycling along ancient city walls, or discovering hidden scenic villages, these destinations offer a slice of authentic Italian charm and a chance to experience Tuscany’s enchanting landscapes. Here are our top picks for unforgettable day trips from Florence, each promising unique adventures and timeless memories.
Arezzo
A charming town just over an hour southeast of Florence, Arezzo offers a perfect blend of history, culture, and scenic vistas that make it an unforgettable day trip destination.
Known for its artistic heritage and medieval charm, Arezzo is home to some of Tuscany’s most treasured sites. Wander through its historic center, where cobblestone streets lead to stunning landmarks like the Basilica of San Francesco, famous for its frescoes by Piero della Francesca, or the Piazza Grande, a breathtaking square surrounded by Renaissance architecture.
For lunch, indulge in traditional Tuscan cuisine at one of Arezzo’s many trattorias, such as La Lancia d’Oro, located right on Piazza Grande, where you can enjoy dishes like handmade pappardelle or bistecca alla Fiorentina while soaking in the vibrant atmosphere.
Arezzo is also a haven for antique lovers and artisans. If you visit on the first Sunday of the month, you’ll find the renowned Arezzo Antiques Fair, a bustling market where you can hunt for unique treasures.
Bologna
Just a short train ride from Florence, Bologna is a treasure trove of gastronomic delights, medieval architecture, and vibrant city life.
Known as the “food capital of Italy,” Bologna is a beautiful and historic destination for food lovers. Start your day by wandering through the Quadrilatero, the city’s historic market district, where narrow streets are lined with colorful stalls, artisanal shops, and trattorias. For lunch, indulge in classic Bolognese dishes like fresh tagliatelle al ragù or tortellini in brodo at a local favorite like Cantina Bentivoglio in the University District, close to Bologna Centrale.
During your visit to Bologna, climb the Asinelli Tower for panoramic views of the city’s terracotta rooftops, stroll through the iconic porticoes that stretch for miles, or visit the Basilica di San Petronio, a magnificent church with a fascinating history.
Bologna is easily accessible by high-speed train, with the journey taking about 35 minutes. Once you arrive, the city is compact and walkable, making it easy to explore on foot. For a unique perspective, consider renting a bike and cycling along the city’s ancient walls or through its sprawling green spaces, such as the Giardini Margherita.
Cinque Terre
By Jane Geffin
Fiesole
By Tim Shaw of Travels off the Cuff
What better way to explore Tuscany than by bike? Spend the day winding through picturesque roads in the countryside north of Florence and end up in gorgeous Fiesole.
The roads in Tuscany are quaint and beautiful, with an old-world charm, and every now and then you’re rewarded with a stunning view of the Tuscan countryside. The area is in the most affluent suburb of Florence and is full of stunning historical villas with formal gardens.
For lunch, head to Fiesole, a charming town of just 15,000 people that’s full of history. There’s a lot to do, from sipping a coffee in the main square to seeing some of its historic sites – its 11th century cathedral, Roman amphitheatre, and 15th century convent are a few highlights. Terrazza 45 is the perfect place to have lunch or dinner, and offers traditional Tuscan food served with a stunning view over Florence.
If cycling isn’t your thing, then Fiesole has enough on its own for the perfect day trip. There’s a direct bus from Florence which takes 20 minutes, or consider a taxi.
The roads around Fiesole are quiet with very little traffic, but it can be hilly. If your hotel doesn’t have bikes to borrow or rent (consider staying at the beautiful Hotel Astro Mediceo) then there’s plenty of other places to hire them. You could also consider an e-bike to help with the hills!
Lucca
Pro Tip
Montalcino
By Louisa Loring of EatingAroundItaly.com
Nestled in southern Tuscany’s rolling hills of the Val d’Orcia, Montalcino is a tiny hilltop village famed for its Brunello di Montalcino wine, captivating landscapes, and rich history. About two hours south of Florence, this picturesque town is a must-visit for wine lovers and those seeking an authentic Italian experience, perfect as a day trip from Florence.
For early birds who like to get onto the road early, venture into the countryside to visit independent wineries before heading into town, either on a guided tour or on your own, for a more intimate and tailored wine-tasting experience. Keep in mind that the car ride is stunning so leave plenty of time to arrive, allowing you to stop off and take pictures along the way.
Once in Montalcino, seek out the Civic Museum (Museo Civico) for religious paintings and sculptures, stroll through Montalcino’s charming side streets and peek into the Duomo of Montalcino or any of the other churches like Sant’Egidio, San Francesco, and Sant’Agostino. Piazza del Popolo, marked by its large clock tower, is the town’s heart, perfect for evening gatherings and enjoying aperitivo at the Fiaschetteria.
Don’t miss the Montalcino Fortezza on the south side of town. Inside, it’s flat and safe for kids, with an enoteca where you can enjoy local wines. Climb the walls for sweeping views of the vineyards, but note they are only open on calm days. Just close by is the Drogheria e Locanda Franci hotel, one of the most beautiful choices in Montalcino.
Take advantage of the various wine bars by taking the time to sit down for a wine tasting paired with a light lunch of cured meats, regional first courses and cheese plates if you haven’t already visited a winery outside the city center. These wine bars offer cozy settings to sample the region’s renowned Brunello di Montalcino. For a full sit-down meal, don’t miss Re di Macchia.
Just outside the town center, the Museo del Vetro at Castello di Poggio alle Mura (Castello Banfi) showcases centuries of glassmaking history. The museum houses an impressive collection of artifacts, including unique Egyptian and Roman glassware.
Montepulciano
By Eleanor of Elevate Your Escapes
Many visitors go to Montepulciano just for the wine. It’s best known for producing Vino Nobile di Montepulciano. Wine is a must for any visitor. For a memorable experience, adults can enjoy a wine tour at one of the town’s many historic cellars, such as Cantina del Redi.
The town itself features cobblestone streets with nice views of the surrounding vineyards from elevated lookout points.
Dining in Montepulciano offers a fresh taste (and maybe drink!) of Tuscany. La Grotta, near the iconic San Biagio Church, is a popular choice. This eatery serves delicious seasonal, locally sourced dishes that highlight Tuscany. For a more family-friendly option, Osteria Acquacheta is the spot for rustic italian meals served at long, communal tables.
Montepulciano also has some luxurious eco-friendly accommodations. The boutique hotel Villa Poggiano, located just outside the town center, offers elegance and sustainability in a beautiful 18th-century villa. It’s surrounded by gorgeous organic olive groves and vineyards.
Getting from Florence to Montepulciano is easy. Via car is easiest and takes less than 2 hours. Train is also easy, and takes about two hours going from Florence Santa Maria Novella station to Chiusi-Chianciano Terme, then catching a bus. There are also private tours from both Florence and Rome that go to Montepulciano and other nearby areas.
Pisa
By Goya Galeotta
Just a quick train ride from Florence, Pisa makes for a wonderful day trip filled with history, iconic sights, and that warm Tuscan charm. Of course, the iconic Leaning Tower steals the spotlight, but there’s so much more to discover. You can start your day at the Piazza dei Miracoli, where the Tower, Duomo, and Baptistery stand tall in all their marble glory. If you want to climb the Tower, definitely book your tickets ahead to avoid disappointment!
From there, you can continue your day with a leisurely stroll along the Arno River, where you’ll discover picturesque views and the vibrant Piazza delle Vettovaglie, perfect for a coffee break or some people-watching.
When hunger strikes, you can head to Ristoro Pecorino, where you can relax with a cold beer in hand while enjoying some of the best people-watching in town. For a heartier meal, Ristorante Alle Bandierine is a family-run spot with homemade pasta, Tuscan wines, and a cosy atmosphere with exposed brick and checkered tablecloths. If you’re craving something casual (yet hip!), Orzo Bruno offers panini and piadine, plus house-brewed craft beers that pair perfectly with a light lunch. And if you have time for a leisurely dinner before heading back, you can check out Osteria dei Cavalieri — a 13th-century gem, lined with wine bottles, and ideal for savouring traditional local dishes in a cosy, old-world ambience.
Top Tip
Opt for the train and arrive before 10 a.m. to experience the Piazza dei Miracoli at its best; before the tourist buses flood in. You’ll have this stunning space mostly to yourself and, of course, the locals!
San Gimignano
By Veronika Primm of Jigsaw Puzzle Queen
San Gimignano is such an easy day trip from Florence and one that delivers on both charm and history. The lovely town is located in the Siena region about 57 km (35 miles) from Florence and can be easily reached by car in an hour.
San Gimignano is located on a hill, offering magnificent views of Tuscan countryside with vineyards spanning all around.
The UNESCO-listed town is known for its medieval towers and carries the nickname “Medieval Manhattan”. It’s a bit of an exaggeration, of course, but the towers do look unique! In the Middle Ages, there were 72 towers; nowadays only 15 have survived.
You should definitely climb the tallest tower – Torre Grossa, which sits alongside a communal palace, another architectural gem, both in- and outside. Church of Santa Maria Assunta is located right next and hides incredible frescoes.
One of the best things to do in San Gimignano is to simply get lost in its narrow winding alleys and admire its Tuscan charm.
Le Vecchie Mura (the Old Walls) is an excellent restaurant serving authentic Tuscan food. It’s popular, so make a reservation ahead.
San Gimignano boasts a famous ice cream shop right at Piazza della Cisterna – you must have your cone at Gelateria Dondoli!
If you choose to spend the night, Hotel La Collegiata is an amazing luxury choice, housed in a former convent and surrounded by a lush garden.
Saturnia Hot Springs
Saturnia Hot Springs, or Cascate del Mulino, is a picture-perfect natural hot spring you can’t miss on your Florence trip. With warm, milky blue, mineral-rich waters in terraced travertines surrounded by views of the charming Tuscan countryside, a visit to this hot spring makes for a relaxing soak in nature.
The hot spring is located 195 km from Florence, about a 2-hour, 50-minute drive by car. The best way to visit Saturnia Hot Springs as a day trip is to rent a car in Florence and start your drive in the morning. While parking at the spring is paid, the spring is free to visit and open 24/7.
The facilities around the spring are minimal—you won’t find proper changing rooms or showers. However, there are cafes nearby where you can take a quick shower for a small fee. Carry your towel for the shower and water shoes for walking comfortably on the spring’s rough surface.
After your relaxing dip, enjoy a leisurely lunch at Trattoria Ristorante Enoteca La Cascia in Montemarno. You can head back directly to Florence while enjoying the views of Vald’Orchia along the way, and even check out charming small medieval towns in Tuscany like San Gimignano or Montepulciano.
For an early morning visit with minimal crowds, consider staying at the luxurious Terme di Saturnia Natural Spa & Golf Resort nearby, which also has hot springs!
Sentierelsa Trail
By Lisa Hogewoning of Nova on the Road
Sentierelsa Trail is located near the village of Colle di Val d’Elsa, about 45 minutes outside of Florence. This secluded path follows a stunning, bright blue river lined with waterfalls, making it one of Tuscany’s best summer swimming spots. The water is refreshingly cool and ideal for a swim, also making it a great family activity!
The trail itself is a 5-kilometer round-trip hike, with a highlight about 45 minutes in: the spectacular Diborrato Waterfall, which is no less than 15 meters high! It is the perfect spot to swim and cool off, during your hike. The waterfall lies near the end of the trail, so after enjoying the water, you can easily head back the same way.
The path includes charming bridges and picturesque river crossings. Practical things to bring along are water, sunscreen, mosquito repellent, a swimsuit, and towels. Note that there are no toilets or changing areas available. Plan for about two hours of walking and an additional hour for swimming.
Elsa Trail is about 30 minutes from Siena and can be reached by car or via local bus routes 130 or 131 from Siena’s center. You can also reach the trail from Florence with bus 131 from the main bus station. For parking, look to Parcheggio “La Buca,” which is just a 5-minute walk to the trailhead.
Top Tip
After your hike, consider stopping in the cute town of Monteriggioni for a delicious meal.
Siena
Located just over an hour from Florence, Siena offers a perfect blend of medieval architecture, rich history, and captivating scenery.
The journey to Siena is a treat in itself, with rolling hills and postcard-perfect views of the Tuscan countryside along the way. Once you arrive, step back in time as you stroll through Siena’s cobblestone streets and marvel at its well-preserved medieval ambiance.
For lunch, head to Piazza del Campo, one of the most beautiful squares in Italy and the heart of Siena. Choose a café with outdoor seating and savor a plate of pici cacio e pepe or a classic Tuscan stew while soaking in the vibrant atmosphere of the square.
Siena is home to some of Tuscany’s most iconic landmarks, including the breathtaking Siena Cathedral with its intricate marble facade and ornate interior. Don’t miss climbing the Torre del Mangia for panoramic views of the city and surrounding countryside. History buffs will love exploring the museums that showcase Siena’s storied past and the famous Palio horse race.
If you prefer a more leisurely pace, take time to wander the quieter streets, admire Siena’s Gothic architecture, and visit its artisan shops. The city is compact and easy to navigate on foot, making it perfect for a day trip.