Cities within 8 hours
10 Enchanting Destinations Near Florence: Explore Tuscany and Beyond
Discover charming cities and regions within easy reach of Florence, perfect for 2-4 day side trips by train or short flights.

Siena
Siena, a medieval gem in Tuscany, captivates visitors with its Gothic architecture, historic Piazza del Campo, and biannual Palio horse race. This well-preserved city offers a glimpse into Italy's past with its narrow streets, grand palaces, and iconic striped cathedral. Siena's rich culture, art, and gastronomy make it a must-visit destination. The city's compact size allows for easy exploration on foot, revealing hidden treasures around every corner. Siena's charm lies in its ability to transport visitors to another era while providing modern comforts and experiences.
How to get there from Florence. From Florence, take a direct train to Siena (1.5 hours) or a bus (1-1.5 hours). By car, it's a 1-hour drive via the Firenze-Siena highway. From the station, walk or take a bus to the city center.
How to travel to and from Siena. Siena has no airport, so international travel requires connections through Florence, Pisa, or Rome. Trains and buses connect Siena to major Italian cities, making it easy to continue your journey. Renting a car offers flexibility for exploring Tuscany.
Major activities. Visit the Siena Cathedral, climb Torre del Mangia for panoramic views, explore Piazza del Campo, tour Palazzo Pubblico, attend the Palio horse race (July and August), visit the Pinacoteca Nazionale art gallery, explore the Medici Fortress, and take a Tuscan cooking class.
Recommended restaurants. Try local specialties at Osteria Le Logge, enjoy traditional Tuscan cuisine at La Taverna di San Giuseppe, savor fine dining at La Taverna di Cecco, experience authentic flavors at Antica Osteria da Divo, and taste local wines at Enoteca Italiana.
Summary of reviews from

Visitors praise Siena's stunning architecture, particularly the Duomo and Piazza del Campo. Many highlight the city's authentic Italian atmosphere, excellent local cuisine, and friendly locals. The Palio race is often described as an unforgettable experience. Travelers appreciate the city's walkability and scenic views.
Some visitors find Siena crowded during peak season, especially around the Palio. A few mention difficulty navigating the hilly terrain and limited parking. Occasional complaints about touristy areas and higher prices in the city center. Some find the city less lively in the evening compared to larger Italian cities.
Bologna
Bologna, Italy's culinary capital, offers a perfect blend of history, culture, and gastronomy. Known for its medieval architecture, including the iconic Two Towers, Bologna boasts Europe's oldest university and 40km of stunning porticoes. The city's vibrant food scene, featuring authentic Bolognese cuisine, draws food lovers worldwide. With its rich cultural heritage, bustling markets, and lively atmosphere, Bologna provides an authentic Italian experience away from mass tourism. Its central location also makes it an ideal base for exploring other parts of Italy.
How to get there from Florence. From Florence, take a high-speed train to Bologna Centrale station. Trains run frequently, departing every 30 minutes to an hour. The journey takes about 35-40 minutes. Once in Bologna, the city center is easily accessible on foot or by bus from the central station.
How to travel to and from Bologna. Bologna's Guglielmo Marconi Airport offers direct flights to major European cities, with connections to the US. The airport is well-connected to the city center by shuttle bus or taxi. Bologna's central train station provides easy access to other Italian cities and European destinations, making it convenient for onward travel.
Major activities. Visit the Two Towers, explore the Piazza Maggiore, tour the University of Bologna, walk under the San Luca Portico, shop at Quadrilatero market, climb Torre degli Asinelli for panoramic views, visit FICO Eataly World, explore the Bologna National Gallery.
Recommended restaurants. Try traditional Bolognese cuisine at Osteria dell'Orsa, enjoy fine dining at I Portici, savor local specialties at Trattoria Anna Maria, experience modern twists on classics at All'Osteria Bottega, indulge in gelato at Cremeria Funivia, sample street food at Mercato delle Erbe.
Summary of reviews from

Visitors rave about Bologna's food scene, praising the authentic Italian cuisine and local specialties. Many appreciate the city's off-the-beaten-path charm, lack of crowds, and welcoming locals. The historic architecture, particularly the porticoes and medieval towers, receives high praise. Travelers also enjoy the city's walkability and vibrant atmosphere.
Some visitors find Bologna less picturesque than other Italian cities, noting occasional graffiti. A few complain about the limited nightlife options compared to larger cities. During summer, the heat can be intense, and some tourists mention a lack of air conditioning in older accommodations. Pickpocketing in crowded areas is occasionally reported.
Cinque Terre
Cinque Terre, a stunning coastal region in Italy, comprises five colorful villages perched on rugged cliffs overlooking the Ligurian Sea. Known for its dramatic landscapes, picturesque harbors, and terraced vineyards, this UNESCO World Heritage site offers a unique blend of natural beauty and Italian charm. Visitors can hike scenic trails connecting the villages, swim in crystal-clear waters, and savor local seafood and wine. The car-free environment and slow pace of life make Cinque Terre an ideal escape for those seeking authenticity and tranquility in a breathtaking setting.
How to get there from Florence. From Florence, take a regional train to La Spezia (about 2.5 hours), then switch to the local Cinque Terre train. Alternatively, drive to La Spezia (2 hours) and park, then use trains or boats to explore the villages. For a scenic route, take a boat from La Spezia or Portovenere.
How to travel to and from Cinque Terre. Traveling from Cinque Terre requires returning to larger cities like La Spezia, Pisa, or Genoa for international flights. The nearest major airport is Pisa, about 1.5 hours away by train or car. While not directly connected to international hubs, the well-developed rail system makes onward travel relatively convenient.
Major activities. Hiking the scenic trails between villages, swimming and sunbathing at beaches like Monterosso, boat tours along the coast, wine tasting at local vineyards, exploring the charming streets and harbors of each village, and enjoying spectacular sunsets over the Mediterranean.
Recommended restaurants. Try seafood at Nessun Dorma in Manarola, savor pesto dishes at Belforte in Vernazza, enjoy local wine and appetizers at A Pié de Mà in Riomaggiore, and don't miss the anchovies from Monterosso at Ristorante Miky.
Summary of reviews from

Visitors rave about Cinque Terre's stunning coastal views, charming villages, and excellent hiking trails. Many praise the local cuisine, especially seafood and pesto dishes. The relaxed atmosphere and car-free environment are frequently mentioned as highlights, along with the opportunity to experience authentic Italian coastal life.
Some travelers find Cinque Terre overcrowded, especially during peak season. Complaints about steep prices for accommodations and food are common. A few mention challenging hikes and limited accessibility for those with mobility issues. Some visitors feel rushed due to time constraints when trying to see all five villages in a day trip.
Lucca
Lucca, a charming Tuscan gem, captivates visitors with its well-preserved Renaissance walls, now a tree-lined promenade. This picturesque city boasts narrow cobblestone streets, elegant piazzas, and historic churches. Lucca's tranquil atmosphere offers a refreshing contrast to busier Tuscan destinations. Known as the 'City of 100 Churches,' it's rich in art and architecture. The birthplace of composer Puccini, Lucca hosts music festivals and cultural events. Its compact size makes it perfect for exploration on foot or by bike. With fewer tourists than Florence or Pisa, Lucca provides an authentic Italian experience, blending history, culture, and Tuscan cuisine.
How to get there from Florence. From Florence, take a regional train to Lucca (about 1.5 hours). Trains depart regularly from Santa Maria Novella station. Alternatively, drive via A11 highway (about 1 hour). From Pisa, it's a 30-minute train ride or drive. Lucca's train station is just outside the city walls, a short walk to the historic center.
How to travel to and from Lucca. Lucca's central location in Tuscany makes it easy to travel to other Italian destinations. The nearest major airport is Pisa (30 minutes away), offering flights to European cities. For intercontinental flights, Florence airport (1 hour) or Rome (3 hours by train) are better options. Lucca's train station provides good connections to major Italian cities.
Major activities. Walk or cycle the city walls, climb Torre Guinigi for panoramic views, visit Puccini's birthplace, explore the Duomo di San Martino, shop on Via Fillungo, relax in Piazza dell'Anfiteatro, attend summer music festivals, take cooking classes, and enjoy wine tasting tours in nearby vineyards.
Recommended restaurants. Try traditional Lucchese cuisine at Buca di Sant'Antonio or Da Giulio. For pizza, visit Da Felice. Enjoy gelato at Gelateria Veneta. For upscale dining, consider Ristorante Giglio. Don't miss local specialties like tortelli lucchese, buccellato, and Lucca's olive oil.
Summary of reviews from

Visitors praise Lucca's well-preserved walls, bike-friendly atmosphere, and authentic Tuscan charm. Many appreciate the less crowded streets compared to other Tuscan cities. The local cuisine, especially the traditional tortelli lucchese, receives high marks. Travelers enjoy the mix of historical sites and relaxed Italian lifestyle.
Some visitors find Lucca lacking in major attractions compared to Florence or Siena. A few complain about limited nightlife options. During peak season, parking outside the walls can be challenging and expensive. Some tourists mention that certain restaurants and shops close during midday, which can be inconvenient.
San Gimignano
San Gimignano, a stunning medieval hill town in Tuscany, is famous for its 14 well-preserved towers that create a unique skyline. This UNESCO World Heritage site offers visitors a glimpse into Italy's rich history, with its narrow cobblestone streets, charming piazzas, and impressive Gothic and Romanesque architecture. Known for its white wine, Vernaccia di San Gimignano, and world-class gelato, the town provides a perfect blend of culture, cuisine, and picturesque views of the surrounding Tuscan countryside. It's an ideal day trip destination for those seeking an authentic Italian experience away from the bustling cities.
How to get there from Florence. From Florence, take a regional train to Poggibonsi-San Gimignano station (1 hour). Then, catch a local bus to San Gimignano (20 minutes). Alternatively, join a guided tour or rent a car for a scenic 1-hour drive through Tuscan hills.
How to travel to and from San Gimignano. San Gimignano doesn't have an airport, so traveling back to the US requires going through larger cities. Florence (1 hour away) or Pisa (1.5 hours) are the nearest airports with international connections. For more options, consider flying from Rome or Milan.
Major activities. Climb Torre Grossa for panoramic views, visit Collegiata di Santa Maria Assunta to see frescoes, explore the Civic Museum, stroll through Piazza della Cisterna, taste Vernaccia wine at local enotecas, and savor award-winning gelato at Gelateria Dondoli.
Recommended restaurants. Try traditional Tuscan cuisine at Cum Quibus or Le Vecchie Mura. For casual dining, visit Il Trovatore or La Mangiatoia. Don't miss wine tasting at Vernaccia di San Gimignano Wine Experience and gelato at Gelateria Dondoli.
Summary of reviews from

Visitors rave about San Gimignano's well-preserved medieval architecture, stunning views from the towers, and excellent local wine and gelato. Many appreciate the town's peaceful atmosphere, especially in the early morning or evening when day-trippers have left. The museums and churches receive high praise for their art and historical significance.
Some tourists find San Gimignano crowded during peak hours and seasons. A few complain about the uphill walks and lack of accessibility for those with mobility issues. Occasionally, visitors mention that some shops and restaurants can be overpriced and touristy, lacking authenticity.
Perugia
Perugia, the capital of Umbria, is a charming hilltop city with Etruscan roots. Its historic center boasts medieval palaces, winding alleys, and stunning views of the Umbrian countryside. Known for its chocolate and jazz festival, Perugia offers a perfect blend of culture, history, and gastronomy. The city's rich artistic heritage, including works by Perugino and Raphael, attracts art enthusiasts. With its prestigious university, Perugia has a vibrant student atmosphere, particularly in the evenings when locals and visitors fill the bustling Corso Vannucci. Its central location makes it an ideal base for exploring Umbria's picturesque towns and lush landscapes.
How to get there from Florence. From Florence, take a direct train to Perugia (2-3 hours). Arrive at Perugia Fontivegge station, then take the MiniMetrò to the historic center. Alternatively, drive via the A1 highway (2 hours) or take a bus from Florence's SITA bus station (3 hours).
How to travel to and from Perugia. Perugia's small airport offers limited international flights. For more options, travel to Rome (2.5 hours by train) or Florence (2 hours by train) for flights to major US cities. The city's central location allows easy train or car travel to other Italian destinations.
Major activities. Explore the Galleria Nazionale dell'Umbria, visit the Perugina Chocolate Factory, stroll through the medieval center, enjoy panoramic views from Giardini Carducci, attend the Umbria Jazz festival in July, visit the Etruscan Well, and explore the underground city.
Recommended restaurants. Try Osteria a Priori for local cuisine, Bottega del Vino for wine and appetizers, Pizzeria Mediterranea for authentic pizza, La Taverna for traditional Umbrian dishes, and Pasticceria Sandri for pastries and chocolates.
Summary of reviews from

Visitors praise Perugia's stunning views, rich history, and relaxed atmosphere. The city's compact size makes it easy to explore on foot. Many enjoy the local cuisine, especially the chocolate. The annual Umbria Jazz festival is highly regarded. Travelers appreciate the authentic Italian experience away from mass tourism.
Some find Perugia's hilly terrain challenging to navigate, especially for those with mobility issues. A few visitors mention limited English signage and fewer tourist amenities compared to larger cities. Some complain about infrequent public transportation and difficulty parking in the city center.
Arezzo
Arezzo, a charming Tuscan city, offers a perfect blend of history, art, and authentic Italian culture. Known for its medieval architecture and Renaissance masterpieces, Arezzo captivates visitors with its hilltop location and stunning views. The city's famous Piazza Grande, featured in Roberto Benigni's 'Life is Beautiful,' serves as a picturesque backdrop for the monthly antique market. Arezzo's rich artistic heritage, including Piero della Francesca's frescoes and the Basilica of San Francesco, makes it an ideal destination for art enthusiasts and history buffs seeking a less crowded alternative to Florence.
How to get there from Florence. From Florence, take a regional train from Santa Maria Novella station to Arezzo. The journey takes about 1 hour and runs frequently. Alternatively, drive via the A1 autostrada, which takes approximately 1 hour 15 minutes. Once in Arezzo, the historic center is easily walkable from the train station.
How to travel to and from Arezzo. Arezzo's train station offers good connections to major Italian cities, making it easy to continue your journey. However, for international flights, you'll need to travel to Florence or Rome. The city's central location in Tuscany makes it a convenient base for exploring the region by car or train.
Major activities. Explore Piazza Grande and its surrounding medieval buildings, visit the Basilica of San Francesco to see Piero della Francesca's frescoes, tour the Medici Fortress, shop at the monthly antique market, and enjoy panoramic views from the cathedral.
Recommended restaurants. Savor traditional Tuscan cuisine at La Lancia d'Oro in Piazza Grande, enjoy fine dining at Ristorante Logge Vasari, try local specialties at Osteria dei Mercanti, or indulge in artisanal gelato at Gelateria Sunflower.
Summary of reviews from

Visitors praise Arezzo for its authentic Tuscan atmosphere, lack of tourist crowds, and well-preserved medieval architecture. The monthly antique market receives high marks for unique finds. Many highlight the city's excellent restaurants, serving traditional Tuscan cuisine, and the warm hospitality of locals.
Some travelers find Arezzo less lively compared to larger Tuscan cities, with fewer nightlife options. A few mention that the city can be quite hilly, making it challenging for those with mobility issues. Some also note that many shops and restaurants close during the afternoon siesta.
Pisa
Pisa, a historic city in Tuscany, is famous for its iconic Leaning Tower. Beyond this architectural marvel, Pisa offers a rich tapestry of medieval and Renaissance art, stunning Romanesque buildings, and a vibrant university atmosphere. The city's compact historic center is perfect for leisurely strolls, revealing hidden gems like the Piazza dei Cavalieri and the charming Borgo Stretto. Pisa's proximity to the Tuscan countryside and the Ligurian coast makes it an ideal base for exploring the region. With fewer crowds than Florence, Pisa provides a more relaxed Italian experience while still offering world-class attractions and cuisine.
How to get there from Florence. From Florence, take a regional train from Santa Maria Novella station to Pisa Centrale. The journey takes about an hour and trains run frequently. Once in Pisa, the historic center is a 20-minute walk from the station, or you can take a local bus.
How to travel to and from Pisa. Pisa has an international airport with connections to major European cities, making it easy to fly back to the US with one stopover. The city is well-connected by train to other Italian destinations, facilitating further travel within Italy or Europe.
Major activities. Visit the Leaning Tower and climb to the top, explore the Piazza dei Miracoli including the Duomo and Baptistery, stroll through the historic center, visit the Palazzo Blu for art exhibitions, relax in the Botanical Gardens, and enjoy aperitivo along the Arno River.
Recommended restaurants. Try traditional Tuscan cuisine at Osteria dei Cavalieri, enjoy pizza at Il Montino, savor seafood at La Scaletta, experience fine dining at Ristorante alle Bandierine, or grab a quick bite at I Porci Comodi near the Tower.
Summary of reviews from

Visitors rave about the Leaning Tower and the surrounding Piazza dei Miracoli. Many appreciate Pisa's compact size, making it easy to explore on foot. The city's authentic Italian atmosphere, fewer tourists compared to Florence, and excellent local cuisine are frequently mentioned positives.
Some tourists find Pisa overcrowded during peak seasons, especially around the Leaning Tower. A few complain about the limited attractions beyond the main square. Others mention that some areas of the city, particularly near the train station, can feel less welcoming or maintained.
Orvieto
Orvieto, a charming hilltop town in Umbria, captivates visitors with its stunning cathedral, ancient underground tunnels, and panoramic views of the surrounding countryside. Perched atop volcanic rock, this Etruscan gem offers a perfect blend of history, art, and gastronomy. Wander through narrow medieval streets, sample local wines, and explore impressive museums. Orvieto's relaxed atmosphere and rich cultural heritage make it an ideal day trip from Rome or Florence, or a tranquil base for exploring central Italy. The town's unique position and well-preserved architecture transport visitors back in time, providing an authentic Italian experience away from the bustling crowds of larger cities.
How to get there from Florence. From Florence, take a direct regional train to Orvieto station (1.5-2 hours). Trains depart regularly from Firenze Santa Maria Novella station. This is the easiest option as Orvieto's train station is conveniently located at the bottom of the town, with a funicular that takes you up to the historic center.
How to travel to and from Orvieto. Orvieto's train station offers good connections to major Italian cities, making it relatively easy to travel to other destinations. However, for international flights, you'll need to travel to larger cities like Rome or Florence. The town's central location in Italy makes it convenient for exploring other parts of the country by train or car.
Major activities. Visit the awe-inspiring Duomo di Orvieto, explore the underground caves and Etruscan ruins, climb the Torre del Moro for panoramic views, tour the Pozzo di San Patrizio (St. Patrick's Well), visit the Museo Archeologico Nazionale, and enjoy wine tasting at local vineyards.
Recommended restaurants. Savor traditional Umbrian cuisine at Trattoria La Palomba, enjoy fine dining at I Sette Consoli, taste local specialties at Ristorante Maurizio, indulge in homemade pasta at Trattoria del Moro Aronne, or try authentic pizzas at Pizzeria Charlie.
Summary of reviews from

Visitors rave about Orvieto's breathtaking cathedral, describing its facade as a masterpiece. Many praise the town's laid-back atmosphere, delicious local cuisine, and excellent wines. The underground cave tour is often highlighted as a unique and fascinating experience. Travelers appreciate the town's compact size, making it easy to explore on foot.
Some visitors find Orvieto crowded during peak season, with limited accommodation options. A few mention that the town can feel quiet in the evenings, with fewer dining options available. Others note that the uphill walk from the train station can be challenging for those with mobility issues, although the funicular helps mitigate this.
Montepulciano
Montepulciano, a hilltop gem in Tuscany, captivates with its Renaissance architecture and world-class wine. This medieval town offers panoramic views of rolling vineyards and cypress-lined roads. Known for its Vino Nobile, Montepulciano invites visitors to explore its winding streets, historic palaces, and charming piazzas. Art lovers will appreciate the town's churches and museums, while food enthusiasts can indulge in local specialties. With its blend of culture, gastronomy, and stunning landscapes, Montepulciano provides an authentic Tuscan experience away from the tourist crowds of larger cities.
How to get there from Florence. From Florence, take a regional train to Chiusi-Chianciano Terme station (1.5 hours), then a 30-minute bus or taxi ride to Montepulciano. Alternatively, rent a car for a scenic 2-hour drive through the Tuscan countryside, offering flexibility to explore nearby towns.
How to travel to and from Montepulciano. Montepulciano isn't ideal for direct international travel. For flights back to the US, you'll need to travel to larger cities like Florence (2 hours) or Rome (3 hours) by car or train. Consider incorporating Montepulciano into a broader Tuscan itinerary for easier travel logistics.
Major activities. Wine tasting at local vineyards, exploring the historic town center, visiting the Duomo and San Biagio church, walking the city walls for panoramic views, shopping for local crafts and products, touring underground wine cellars, and day trips to nearby Tuscan towns like Pienza and Montalcino.
Recommended restaurants. Osteria Acquacheta for traditional Tuscan cuisine and famous steaks, La Grotta for fine dining with a view, Ristorante La Pentolaccia for homemade pasta, E Lucevan Le Stelle for romantic rooftop dining, and numerous enotecas for wine and appetizers.
Summary of reviews from

Visitors rave about Montepulciano's breathtaking views, excellent wines, and friendly locals. Many praise the town's authentic atmosphere, lack of crowds, and delicious food. The historic center's well-preserved architecture and the surrounding landscape receive high marks. Wine tastings and cellar tours are frequently mentioned as highlights.
Some visitors find Montepulciano challenging due to its steep streets and limited public transportation. A few mention that some shops and restaurants close during off-peak seasons. Others note that accommodations can be pricier compared to nearby towns, and parking can be difficult during busy periods.

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