30 Best Weekend Breaks in Italy

Looking for a quick escape from the daily grind? Italy is the perfect destination for a weekend getaway.

Are you looking for some inspiration for some of the best weekend breaks in Italy? Check out this list of 30 incredible weekend trips to Italy!

Whether you’re in the mood for exploring picturesque towns, indulging in delicious food and wine, or simply soaking up some sun on the beach, this beautiful country has it all.

With so many incredible destinations to choose from, planning your Italy weekend away can be overwhelming. But fear not! I’ve rounded up some of my favourite spots, along with the help of other Italy travel experts, that are sure to inspire your next adventure.

Of course, you’ll recognize many of the popular Italy city breaks destinations like Milan, Venice, Florence, Rome, and Naples, but I assure you there will be some hidden gems in this list too. Have you heard of Bolzano, Bergamo, Perugia, Alghero, or Grado?

So pack your bags, grab your passport, and let’s explore the best Italy weekend breaks together!

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Weekend Breaks to Italy: Piedmont & Lombardy Regions

1. Bergamo

view of rooftops and tower in city breaks in italy
Experienced (and photo by) Michela of She Goes the Distance

Hiding in Milan’s shadow is a complete hidden gem in northern Italy: Bergamo. The medieval city is divided into a lower town, which is modern and bustling, and an upper town, which is the city’s historic center, surrounded by UNESCO World Heritage Site 16th-century Venetian walls.

Together with neighbouring city Brescia, Bergamo is the Italian Capital of Culture for 2023 and there is no better time to explore the city for a weekend getaway.

Don’t miss:

  • The most spectacular part of Bergamo is the upper town, known as “Città Alta”. Walk along the medieval walls, take the classic funicular to the hilltop castle, Castello di San Vigilio, and visit the three breathtaking churches in the sprawling Piazza Vecchia.
  • Another one of the best things to do in Bergamo is strolling the “Sentierone”, or boulevard, in the lower town. Here, you’ll not only get a chance to people watch and enjoy Italian culture but also see the clock tower in Piazza Matteotti and famous streets like Via XX Settembre.

Hidden gems:

  • Accademia Carrara: This lesser-known art gallery houses a remarkable collection of Italian Renaissance and Baroque art, featuring works by renowned artists such as Botticelli and Raphael.
  • Città Alta’s Secret Courtyards: Explore the hidden courtyards tucked away within the historic walls of Città Alta that are considered charming and secluded spaces.

Top-rated tour:

  • Explore the gastronomic culture of Bergamo on a food-tasting trip in Città Alta. Taste traditional dishes from rural Lombardy, contemporary local cuisine, and stracciatella ice cream.
  • ⭐️ RATING: 4.6/5 Stars | ⏳ TOUR LENGTH:  3.5 hours | 💭REVIEWERS say: an abundance of delicious food, an enjoyable way to combine seeing the sites and tasting the food | ✅Book it!

Recommended restaurants:

  • Try traditional dishes like Casoncelli alla Bergamasca, Pizzocheri and Polenta Taragna at Taverna Valtellinese
  • Did you know that Stracciatella gelato was invented in Bergamo? Grab a scoop where the flavour originated at La Marianna 

How to get there:

  • One of the reasons Bergamo makes for a perfect Italy weekend away is because of its airport: 20 minutes by bus from the city, the Milan Bergamo Airport is the third busiest in Italy and has connections to all European major cities and even remote areas. It is also well-connected by train and just 30 minutes from Milan, so you could also easily make it a stop on your northern Italy itinerary.

2. Dolomites

mountain peaks, grass and trees on italian weekend breaks in dolomites
Experienced (and photo) by Jan of Janadventures

The Dolomites are a mountain range located in northeastern Italy and are known for their striking and distinctive rock formations made of dolomite limestone. The Dolomites have been recognized as a UNESCO World Heritage Site since 2009 due to their exceptional natural beauty, geological significance, and unique landscape. The limestone rock mountains have a pale pink hue, especially when illuminated by sunrise or sunset.

Winter allows for adventurous skiing and snowboarding while summer provides for hiking, climbing, or biking activities. For adventurists, no matter the season, this is one of the best short breaks Italy has to offer!

Don’t miss:

  • Drive the Great Dolomites Road (Strada delle Dolomiti), a 145 km winding route with many panoramic viewpoints.
  • Lake Braies, considered the jewel of the Dolomites, is a must-do for a picnic, scenic canoe trip, or a leisurely 1.5-hour walk around the lake.

Hidden gems:

  • The village of Santa Magdalena offers impressive views of the mountains, especially in the late afternoon sun.
  • Experience fabulous and challenging hiking trails in the Parco Naturale Tre Cime, Parco Naturale Puez Odle, and the Fanes-Sennes-Braies Natural Park.

Top-rated Tour:

  • Take a scenic bus tour to see the island’s highlights, making one-stop
  • ⭐️ RATING: 4.4/5 Stars | ⏳ TOUR LENGTH:  3 hours | 💭REVIEWERS say: a scenic way to see the entire island, relaxing | ✅Book it!

Recommended restaurant:

  • In the cute town of Bressanone/Brixen the Hotel Goldener Adler is situated next to a tranquil river. Try the local cheese dumplings and wiener schnitzel at Traubenwirt restaurant in Brixen. Other local specialties in the Dolomites region are goulash and polenta.

How to Get There:

  • You can arrive at the Dolomites via car or train from Venice or Verona (2.5 hours). A car is recommended for easier access to the mountains and parks.

3. Lake Como

lake with bench in lake como on short breaks in italy
Experienced (and photo) by Joanna of The World In My Pocket

Lake Como is a fairytale destination in Italy, which can be easily explored on a weekend. The beauty and charm of Lake Como make it one of the most expensive destinations in Italy, due to the cost of the villas. But you don’t have to be a millionaire to afford to visit Lake Como.

On a weekend you can explore some of the most beautiful towns on Lake Como and experience the charm that so many people who come here year after year love. Why not treat yourself to a long weekend in Italy right here?

Don’t miss:

  • Bellagio is one of the most beautiful towns on Lake Como. There are plenty of things to do in Bellagio, from visiting the luxurious Villa Serbelloni or Villa Melzi to going kayaking on the lake.
  • Varenna is another great place to visit on Lake Como. Here, don’t miss the 1000-year-old Castello di Vezio, Villa Monastero, or the harbour promenade. Explore Villa Carlota and its gardens, one of the most beautiful from the entire lake.

Hidden gem:

  • Villa Balbianello is a stunning 18th-century villa with breathtaking views of Lake Como. You may recognize it from popular locations for movies such as Star Wars and Casino Royale.

Top-rated tour:

  • Visit two countries on a full-day tour of the lakes and villages in Switzerland and Italy from Como. Explore Lugano, Cadenabbia, and Bellagio and enjoy a panoramic cruise on Lake Como.
  • ⭐️ RATING: 4.6/5 Stars | ⏳ TOUR LENGTH:  8 hours | 💭REVIEWERS say: improvement for this tour could be a skip-the-line entrance for the ferry, great amount of time in each place, the guide is exceptional at sharing local information | ✅Book it!

Recommended restaurant:

  • A great place to eat in the town of Como is Rivenoteca, a wine bar that focuses on local cuisine. Don’t miss the Lombardian risotto topped with fried perch.

How to get there:

  • Getting to Lake Como is very easy. You can take a direct train from Milano or from Lugano in Switzerland and reach the lake in one hour. You can also arrive at Lake Como from Milano Malpensa airport, changing the train once.

4. Milan

bronze horse in glass building on weekend in italy
Experienced by Lowri of Many Other Roads

If you’re looking for one of the best city breaks in Italy with a fantastic blend of culture, cuisine and fashion, then Milan is the perfect destination. As one of Europe’s top fashion capitals, and as a city steeped in history and art, it offers something to suit all tastes.

There are so many great things to do around the city and no trip is complete without browsing the many shops. For an extra-special experience, why not book a helicopter tour to get a unique perspective of the city?

Don’t miss:

  • Marvel at one of the world’s most famous paintings, “The Last Supper” by Leonardo da Vinci, housed in the refectory of the Convent of Santa Maria delle Grazie. Book tickets in advance to admire this captivating fresco, considered one of the world’s greatest artistic achievements.
  • Explore the grandeur of the Duomo Cathedral, Milan’s iconic cathedral. Climb to the rooftop for panoramic views, and soak in the centuries-old symbol of Milan. Book your tickets in advance to secure your spot.

Hidden gems:

  • If you are looking for an off-the-beaten-path place to stroll and eat, the Navigli Canal area in Milan is a particularly beautiful and relaxing area. Home to some of the best restaurants in Milan, this is the ultimate place to take in the atmosphere and enjoy a delicious Italian meal with a glass of local wine.
  • Discover the lesser-known Brera Art Gallery, a treasure trove of Italian art. Housing an impressive collection of works by masters like Caravaggio and Raphael, this hidden gem provides a more intimate and serene art experience compared to the bustling crowds of larger museums.

Top-rated tour:

  • Enjoy a day trip by bus from Milan to Lake Como where you will take a relaxing cruise to see the colourful villages of Bellagio, Varenna, Menaggio, and other areas.
  • ⭐️ RATING: 4.6/5 Stars | ⏳ TOUR LENGTH:  11 hours | 💭REVIEWERS say: great value, great balance of guided group time and free time, the highlight of a trip to Italy | ✅Book it!

Recommended restaurants:

  • Go to Pizzium – Via Vigevano for quick, casual and delicious pizza.
  • For a night out, try San Mauri, an Italian bistro with excellent wines and a menu or La Bullona, a fun, chic, stylish restaurant perfect for enjoying a cocktail.

How to get there:

  • Milan can be reached by air through its two main airports, Malpensa and Linate, which are well-connected to various international destinations. Also, Milan is a major railway hub in Italy, offering excellent train connections with other Italian cities and neighbouring countries.

5. Varese

old town buildings with archways in italy on a weekend
Experienced by Annalisa of Travel Connect Experience

Varese is a small city in Lombardy, located near the Swiss border. What immediately jumps out at you about its location is that Varese is in the middle of two nature reserves and the Italian lakes region.

As far as Italy getaways, Varese is ideal as it’s small in size and in close proximity to other picturesque places in northern Italy like Lake Maggiore, Lake Como, Lake Varese, Lake Orta, and Milan.

Don’t miss:

  • Piazza Montegrappa: Known as Varese’s “living room,” this bustling square is a popular meeting spot and one of the best things to do in Varese. Relax at a café overlooking the central fountain, savouring an aperitivo accompanied by delightful finger foods.
  • Relax in the exquisite Estensi Gardens, ranked among Italy’s most beautiful. Located behind Palazzo Estense, which houses the town hall and library, these Italian gardens were created in the late 18th century by Francis 3rd of Este.

Hidden gem:

  • Sacro Monte di Varese: Explore the hidden gem of Sacro Monte, a UNESCO World Heritage site featuring 14 chapels adorned with beautiful frescoes. Climb the mountain, immerse yourself in the spiritual ambiance, and enjoy panoramic views of the surrounding area.

Top-rated tour:

  • A visit to the Villa Panza, an 18th-century mansion in Varese to admire the architecture, gardens and art from one of the best collections of contemporary American art.
  • ⭐️ RATING: 5/5 Stars | ⏳ TOUR LENGTH:  1 hour | ✅Book it!

Recommended restaurants:

  • Try a Buosino – the city’s signature drink made of coffee, chocolate, and milk. You can find it at the Pasticceria Buosi bakery. Enjoy it with a slice of dessert Dolce Varese the local cornmeal cake.

How to get there:

  • Take a train from Milan’s Cadorna or Porta Garibaldi stations, with a journey time of approximately one hour, or they can drive along the A8 motorway from Milan, which takes around 45 minutes.

Italy Weekend Trips to Liguria & Emilia-Romagna Regions

6. Bologna

red rooftops and church dome in bologna on italy city breaks
Experienced by Izzy of The Gap Decaders

One of the best long weekend breaks in Italy, Bologna is famous for its delicious food and cuisine. When you visit Bologna, you will be surrounded by food grown and produced in the Emilia-Romagna region which surrounds Bologna. Think flavoursome Prosciutto Crudo, sharp Parmigiano Reggiano cheese, and syrupy Balsamic vinegar.

But there’s more to Bologna than food. The city is one of Italy’s most breathtaking historic medieval sites, with grand piazzas, leaning towers and UNESCO-listed porticoes. Amongst all this history, are art galleries, cool boutiques, secret osterias or bars and a very laid-back student vibe.

Don’t miss:

  • Explore Piazza Maggiore and you’ll discover the heart of Bologna, a bustling square surrounded by architectural marvels, including the magnificent Basilica di San Petronio. Admire the historical buildings, relax at a café, and soak in the vibrant atmosphere of this lively gathering place.
  • Indulge in Bolognese Cuisine and treat your taste buds to the culinary delights of Bologna. Sample traditional dishes like tagliatelle al ragù (Bolognese pasta), tortellini, and mortadella, paired with regional wines.

Hidden gems:

  • Uncover the off-the-beaten path of the Santo Stefano Complex, a collection of interconnected churches and courtyards, especially the stunning Basilica di Santo Stefano, also known as the Seven Churches.
  • Step into the fascinating Archiginnasio Anatomical Theatre, a beautifully preserved anatomical theatre, where medical students from Bologna University (one of the oldest continuously operating universities) once observed dissections.

Top-rated tour:

  • Take a walking tour through the streets of Bologna visiting the main cultural attractions of the city.
  • ⭐️ RATING: 4.6/5 Stars | ⏳ TOUR LENGTH:  2 hours | 💭REVIEWERS say: knowledgeable guide, the guide didn’t rush, interesting stories | ✅Book it!

Recommended restaurants:

  • Head to one of the salumeria or delis around Quadrilatero, the old town of Bologna and the heart of the city, and buy ingredients for lunch. Then make your way to Osteria del Sole, one of the oldest osterias dating back to 1465. As there is no kitchen here, only a bar, settle yourself along the long trestle tables to enjoy your meal with locals.

How to get there:

  • Fly into Bologna Guglielmo Marconi Airport or arrive by train at Bologna Centrale, the main train station, serving both domestic and international routes. From major Italian cities like Rome, Florence, Milan, and Venice, there are frequent high-speed train services to Bologna, as well as other European cities.

7. Bolzano

vineyard with church steeple in mountain on city break in italy
Experienced by Callie from Counting Our Footsteps

Bolzano, located in the Italian and Austrian Alps, could be described as the child of Italy and Austria. It’s a lesser-known and visited town that’s worthy of any of the Italian getaways.

With a fun mix of Austrian and Italian architecture, language, cuisine and culture, this city is known as Bolzano in Italian and Bozen in German. Treat yourself to the region’s best dishes, like Italian pasta and gelato, and Austrian wiener schnitzel and bratwurst.

Don’t miss:

  • Learn about Ötzi the famous iceman, at the South Tyrol Museum of Archaeology. Discover his remarkably preserved remains, learn about his life and the ancient history of the region, and explore the engaging exhibits that shed light on this archaeological marvel.
  • Visit Castel Roncolo, also known as Runkelstein Castle. Explore the medieval fortress adorned with fascinating frescoes, depicting scenes from legends, chivalry, and everyday life. Marvel at the well-preserved architecture, and soak in the panoramic views of Bolzano.

Hidden gem:

  • Take a Cable Car to Renon and ascend to the charming mountain plateau of Renon. Enjoy breathtaking views of the Dolomites, take leisurely walks amidst the alpine landscapes, and visit picturesque villages like Collalbo and Soprabolzano.

Top-rated tour:

  • Enjoy a private food walking tour through the streets of the historic center of Bolzano as you sample different Italian foods while seeing plenty of historical sights along the way.
  • ⭐️ RATING: 4.8/5 Stars | ⏳ TOUR LENGTH:  3 hours | 💭REVIEWERS say: knowledgeable and passionate guide, very enjoyable tour | ✅Book it!

Recommended restaurants:

  • Osteria da Marco serves up some of the most delicious and authentic Italian cuisine with a focus on using fresh, local ingredients.
  • Wirtshaus Vögele is a cozy restaurant and one of my favourites offering an Italian-Austrian blend of delicious pasta and the crispiest schnitzel.

How to get there:

  • Fly into Bolzano Airport or into Verona or Innsbruck airports. Alternatively, you can take advantage of the well-connected Italian railway network and arrive at Bolzano Bozen Station by train from major cities such as Rome, Milan, Venice, or Florence.

8. Cinque Terre

sea with rock shore and colourful houses in cinque terre itinerary 3 days

Cinque Terre is an absolute gem! 3 days in Cinque Terre makes for an absolutely perfect destination for a weekend break in Italy that you won’t want to miss.

This picturesque cluster of five colourful fishing villages that are along the Italian Riviera is known for its breathtaking beauty and laid-back vibe. Each of the UNESCO-listed 5 Cinque Terre villages, Monterosso, Vernazza, Corniglia, Manarola, and Riomaggiore, offers its own unique charm.

Cinque Terre is also famous for its fresh seafood, delicious pesto, and local wines. Don’t miss the opportunity to relax on the sandy beaches or take a refreshing swim in the crystal-clear waters.

Don’t miss:

  • Hike the Cinque Terre scenic trails that connect the five colourful villages while enjoying the breathtaking coastal views. Immerse yourself in the charm of each unique village along the way.
  • Experience the beauty of Cinque Terre from a different perspective by taking a boat tour along the coastline. Admire the vibrant facades of the villages from the sea set amongst the rugged cliffs.

Hidden gems:

  • Escape the crowds and discover a hidden beach in Monterosso, a secluded beach known as “Spiaggia di Fegina.” Tucked away from the main beach, it offers a quieter and more relaxed atmosphere, ideal for sunbathing and swimming in the crystal-clear waters of the Ligurian Sea.
  • Explore the lesser-known gem of Corniglia by visiting the panoramic terrace, known as “Terrazza di Santa Maria.” This hidden viewpoint provides breathtaking views of the village, vineyards, and the azure sea.

Top-rated tour:

  • Sail along the stunning Cinque Terre coast and admire its breathtaking vineyard terraces and colourful buildings, and visit Riomaggiore, Monterosso and Vernazza.
  • ⭐️ RATING: 4.4/5 Stars | ⏳ TOUR LENGTH:  8 hours | 💭REVIEWERS say: the convenience of having a private tour but freedom to explore in each of the villages | ✅Book it!

Recommended restaurant:

  • Trattoria dal Billy located in the village of Manarola is renowned for its delectable seafood dishes and a charming terrace overlooking the sea.
  • Ristorante Miky is a Michelin-starred restaurant in Monterosso al Mare with a focus on fresh, locally-sourced ingredients, and serves a delightful mix of traditional Ligurian and Mediterranean cuisine.

9. Genoa

market for books, church in weekend trips in italy
Experienced (and photo) by Michael of Time Travel Turtle

While there’s no shortage of heritage in Italy’s cities, only one can claim to have the largest historic centre in Europe – and that’s Genoa. With an old town sprawling out from its harbour, which brought Genoa its wealth and international fame over the centuries, the maze of small alleys and grand boulevards leads to impressive palazzos, medieval churches, and bustling piazzas where you can spend a Saturday afternoon.

There’s just the right amount of attractions in the city to fill the weekend, and they are all within walking distance, including excellent museums and modern street art… although you may want to use one of the ten lifts or three funiculars to head to the upper areas for spectacular views across the city and the water.

Don’t miss:

  • Exploring the historic center, a UNESCO World Heritage site, get lost in its narrow alleyways, known as “caruggi,” is one of the best things to do in Genoa. Visit the iconic Palazzi dei Rolli, a collection of opulent Renaissance and Baroque palaces on Via Garibaldi.
  • Visit the Genoa Aquarium, a great activity for families. The Genoa Aquarium is the largest aquarium in Europe and holds more than 12000 marine species, including sharks, dolphins, penguins, and tropical fish.

Hidden gems:

  • Discover the hidden gem of Boccadasse, a charming fishing village tucked away on the outskirts of Genoa. Stroll along the picturesque promenade, lined with colourful buildings, and relax on the pebbly beach. Enjoy fresh seafood at one of the quaint trattorias, soak in the local atmosphere, and admire the breathtaking views of the Ligurian Sea.
  • Escape the tourist crowds and head to Spianata Castelletto, a panoramic terrace offering stunning views of Genoa. This hidden gem provides a sweeping vista of the city’s rooftops, the harbour, and the surrounding hills. Enjoy a peaceful moment, capture memorable photos, and appreciate the beauty of Genoa from this elevated vantage point.

Top-rated tour:

  • Sail to Portofino, one of the gems of the Italian Riviera, with roundtrip transportation by boat to explore this charming town at your own pace.
  • ⭐️ RATING: 4.2/5 Stars | ⏳ TOUR LENGTH:  4.5 hours | 💭REVIEWERS say: a round trip ferry with 1.5 hours of free time in Portofino | ✅Book it!

Recommended restaurants:

  • Genoa’s trading history has led to an impressive collection of multicultural dining near the harbour, but for a more Italian meal, get the fried fish at Antica Friggitoria Carega.
  • Try the local specialty of pesto at Il Genovese, whose owner organizes the world pesto championships!

How to get there:

  • Genoa has direct train connections from cities like Milan, Turin, and Bologna.

10. Portofino

IT Weekend Breaks in Italy Portofino
Experienced (and photo) by Chris Heckmann of Around the World With Me

In a country full of beautiful coastal villages and stunning natural landscapes, it’s tough to stand out. But the old fishing village of Portofino on the Ligurian Riviera does just that making it one of the best relaxing Italian city breaks!

In the past few decades, Portofino has evolved from a quiet little fishing village to the Italian center of glitz and glam. With luxury yachts often parked along the docks, Portofino is posh and unapologetic about it. 

For the average traveller, however, Portofino still offers an amazing experience with tons of affordable and exciting things to do. While parking in Portofino might be a bit overpriced, walking around the village is free and offers some of the most famous views in all of Italy. 

Don’t miss:

  • Castello Brown: the little castle atop the hill provides the most stunning view of Portofino you can get. It’s the absolute #1 thing to do in Portofino.
  • Cala Marconi promenade: walk the short street along the coast on either side of the bay, lined with restaurants and shops. 
  • Baia Cannone: small bay you can swim in lined with colourful villas. This bay is what comes up when you Google “Portofino”.

Hidden gems:

  • Visit the Abbey San Fruttuoso: accessible only by boat or a two-hour hike down a mountain, lies one of the most beautiful beaches in the area in front of a 12th-century abbey.
  • Visit Al Faro di Portofino is located on the terrace of Portofino’s 100-year-old lighthouse and offers one of the most breathtaking views.

Top-rated Tour:

  • Dive and snorkel in the crystalline clear blue waters in the swim-only bay.
  • ⭐️ RATING: 4.6/5 Stars | ⏳ TOUR LENGTH:  1 hour | 💭REVIEWERS say: guide helped our family who needed the extra support, and freedom to go where we wanted to go | ✅Book it!

Recommended restaurant:

  • The majority of the restaurants are horribly overpriced and serve mediocre tourist food. To avoid that head to Ristorante Lo Stella and forget the others.

How to get there:

  • Rent a car and take the A12 motorway from Genoa towards Rapallo, or take a train to Santa Margherita Ligure.

Italy City Breaks to Veneto Region

11. Venice

gondola on canal in venice

Venice is an incredible city that makes for one of the best weekend getaways in Italy. It’s totally worth visiting for its unique charm and unforgettable experiences. First of all, Venice is famous for its romantic canals and gondola rides. You can cruise along the waterways, admiring the stunning architecture and feeling like you’re in a fairytale.

And let’s not forget the famous Venetian masks! You can immerse yourself in the city’s vibrant Carnival culture, with shops selling beautiful masks of all shapes and colours, which makes for a great souvenir.

Don’t miss:

  • Explore St. Mark’s Square in the heart of Venice. Sip on a drink as you soak up the lively atmosphere while admiring the magnificent St. Mark’s Basilica. Visit the iconic Doge’s Palace for a glimpse into the city’s rich history and art.
  • Wander through the Venetian Canals start with a leisurely walk along the iconic Grand Canal, cross the picturesque Rialto Bridge, and get lost in the maze-like streets and alleys. Take a gondola ride along the canals for a different perspective and let the magical ambiance of this floating city embrace you.

Hidden gems:

  • Escape the crowds and explore the district of Dorsoduro. Wander through its narrow streets, visit the Peggy Guggenheim Collection for modern art, and marvel at the beautiful Santa Maria della Salute church.
  • Venture to the San Pietro di Castello neighbourhood, away from the tourist hotspots, to uncover a hidden gem in Venice. Visit the stunning San Pietro di Castello Cathedral, a less crowded alternative to St. Mark’s Basilica, and enjoy panoramic views of the city from its bell tower.

Top-rated tour:

  • Visit two of the most iconic islands – Murano, known for its long tradition of glass-making, and Burano with its colourful houses.
  • ⭐️ RATING: 4.2/5 Stars | ⏳ TOUR LENGTH:  5 hours | 💭REVIEWERS say: perfect if you are short on time, 1 hour of free time in each village | ✅Book it!

Recommended restaurants:

  • Osteria alle Testiere is a Michelin-star restaurant and favourite among locals and foodies known for its exceptional seafood dishes showcasing the best of Venetian cuisine.
  • Osteria La Zucca, is a great option for vegetarians and foodies with a cozy, casual vibe.

How to get there:

  • Fly into Venice Marco Polo Airport or arrive by train, with Santa Lucia Train Station being the main railway hub in the city.

12. Grado

sea with sailboat and colourful houses on weekend breaks in italy
Experienced (and photo) by Martina from PlacesofJuma

Grado is an Italian coastal town on the upper Adriatic Sea, and it is a charming destination that is perfect for a weekend Italy getaway. The coastal city is known for its breathtaking long sandy beaches, beautiful old town with numerous historical attractions, the stunning lagoon, and its relaxed Italian atmosphere, making it an ideal place for an unforgettable short vacation.

It is not too large, so you can explore the highlights in the center and some attractions in the surrounding area over a long weekend in Italy.

Don’t miss:

  • the historic center of Grado with its narrow streets, charming squares, and impressive architecture, like the 6th-century Basilica of Sant’Eufemia.
  • Plan a relaxing day by the sea and enjoy the vast sandy beaches of Grado. The Spiaggia Costa Azzurra, with its view of the old town, is particularly beautiful. Another experience is a trip to Aquileia, just 10 kilometres away, or a boat tour to the Church Island of Barbana.

Hidden gems:

  • Discover the hidden gem of Isola della Schiusa, a small island in Grado’s lagoon. Reachable by boat, this peaceful oasis offers untouched nature, sandy beaches, and crystal-clear waters. Explore the island’s walking paths, enjoy a picnic surrounded by nature, and soak in the serene atmosphere away from the bustling crowds.
  • Located near Grado, visit Valle Cavanata Nature Reserve a protected area and a haven for birdwatchers and nature enthusiasts, offering diverse ecosystems including wetlands, salt marshes, and sandy dunes.

Recommended restaurants:

  • For a romantic dinner, I recommend Trattoria All’Androna where you can find a wide selection of traditional Italian dishes, including seafood specialties, and the rustic ambiance is phenomenal.

How to get there:

  • Grado is easily accessible by car as it is well connected to the major cities in the region. The nearest airport is Trieste Airport, which is only 23 kilometres away from Grado.

13. Verona

arch bridge with colourful buildings in italy weekend away
Experienced by Martina of PlacesofJuma

Verona, known as the “City of Love,” is a charming destination worth visiting for an unforgettable weekend in Italy. Renowned for its rich history, romantic ambiance, and architectural marvels, there are so many amazing things to do in Verona.

From the iconic Arena di Verona, a well-preserved Roman amphitheatre hosting world-class opera performances, to Juliet’s House, immortalized in Shakespeare’s Romeo and Juliet, the city is steeped in cultural significance. Verona is also renowned for its delectable cuisine and the production of fine wines, making it an ideal getaway for food and wine enthusiasts.

Don’t miss:

  • Its charming historic center, a UNESCO World Heritage site, beckons you with its winding streets, elegant squares, picturesque bridges and impressive architecture. Don’t miss the chance to explore Juliet’s House (Casa di Giulietta), a famous landmark associated with Shakespeare’s tragic love story. Admire the balcony where Juliet is said to have been wooed by Romeo, and leave a message on the courtyard walls.
  • Experience the grandeur of the Arena di Verona, a Roman amphitheatre that hosts spectacular opera performances during the summer.

Hidden gems:

  • Take a stroll in Giardino Giusti, a stunning Renaissance garden nestled behind high walls through its manicured lawns, intricate pathways, and serene greenery.
  • Walk up to the Castel San Pietro to enjoy panoramic views of Verona from the hilltop terrace, and find tranquillity away from the crowds.

Top-rated tour:

  • Learn about Italian culinary traditions through a hands-on cooking class.
  • ⭐️ RATING: 5/5 Stars | ⏳ TOUR LENGTH:  3.5 hours | 💭REVIEWERS say: simple and delicious, able to bring recipe home and recreate it | ✅Book it!

Recommended restaurants:

  • A bit off the beaten path is Ostregheteria Sottoriva 23, where you can enjoy authentic, traditional dishes from homemade pasta like pistachio pasta to regional specialties and wonderful antipasti platters, this place offers a wonderful culinary experience.

How to get there:

  • Verona is easy to reach by plane because the city has its own airport. In addition, the city of Verona is well connected by the train network and by bus with other major cities in Italy, such as Milan, Venice and Florence.

Short Breaks to Italy: Tuscany and Umbria Regions

14. Cortona

stone buildings on alleyway in cortona on weekend trips in italy

Cortona is an amazing destination and will be one of the best weekend trips in Italy you’ll have! This charming hilltop town, located in the heart of Tuscany, has so much to offer. First off, the views are jaw-dropping! You’ll be treated to stunning vistas of rolling vineyards, olive groves, and picturesque countryside. Cortona is also known for its rich history and medieval architecture. Strolling through its narrow, winding streets feels like stepping back in time.

Plus, Cortona is a great base for visiting other worthy nearby Tuscan towns, like Pienza the ideal Renaissance town or wine lovers will adore Montepulciano, as it’s surrounded by renowned vineyards producing exquisite wines.

Don’t miss:

  • Head to the heart of Cortona, Piazza della Repubblica, and admire the charming medieval architecture, relax at the outdoor cafes, and soak in the lively atmosphere.
  • Explore the Etruscan Academy Museum and learn more about the fascinating Etruscan artifacts, including pottery, sculptures, and ancient tombs.

Hidden gems:

  • Church of San Cristoforo, is a small and charming church tucked away in the heart of Cortona. Admire the beautiful frescoes that adorn its walls, depicting religious scenes and showcasing the artistry of the Renaissance period.
  • Le Celle Hermitage is a peaceful retreat located just outside Cortona. This ancient monastery, founded by St. Francis of Assisi, offers a serene atmosphere and breathtaking views of the surrounding countryside.

Top-rated tour:

  • Discover the iconic Tuscan town and learn about its rich Etruscan roots.
  • ⭐️ RATING: 4.8/5 Stars | ⏳ TOUR LENGTH:  3 hours | 💭REVIEWERS say: learned things of Cortona that I wouldn’t without this tour, met shop keepers, knowledgeable guide | ✅Book it!

Recommended restaurants:

  • Trattoria Dardano is a delightful eatery with a cozy and rustic ambiance. This family-run trattoria offers a menu featuring traditional dishes like pici pasta, ribollita soup, and bistecca alla Fiorentina.
  • La Bucaccia is a Michelin-star restaurant that specializes in Tuscan and Umbrian cuisine. Indulge in dishes made with locally sourced ingredients, such as truffles, wild boar, and pecorino cheese. Its cozy, intimate setting makes this the perfect choice for a special night out.

How to get there:

  • Rent a car, as driving provides the flexibility to explore the scenic countryside and other nearby Tuscan towns. Alternatively, travel by train to the nearby Camucia-Cortona train station and then take a short taxi or bus ride to the town center.

15. Florence

bridge over Arno river in Florence with buildings lining the riverbank

If you’re looking for the perfect city break in Italy, Florence is the place to be! This charming Italian city has it all.

Known as the birthplace of the Renaissance, Florence is a haven for art enthusiasts. But it’s not just about art! Florence is also famous for its stunning architecture, and the reason for the entire city centre being designated a UNESCO World Heritage site. Oh, and let’s not forget about the food! Get ready to indulge in mouthwatering Tuscan cuisine, from heavenly pasta dishes to juicy bistecca alla fiorentina (Florentine steak).

Get ready to fall in love with this city as you spend a romantic weekend in Italy in Florence! You won’t be disappointed!

Don’t miss:

  • the iconic Cathedral of Santa Maria del Fiore, one of the most beautiful Duomo in all of Tuscany. Be sure to climb the Giotto Bell Tower for amazing views (grab your skip-the-line Florence Duomo entry ticket).
  • the chance to see Michelangelo’s iconic David or explore the incredible Uffizi Gallery, where you’ll find jaw-dropping masterpieces at every turn (get your timed entrance ticket to Michelangelo’s David).

Hidden gems:

  • Cross the Arno River and head to Oltrarno to explore the off the beaten path neighbourhood of Borgo San Jacopo.
  • Visit Torrigiani Gardens, equally as beautiful as the Boboli Garden, which is one of Florence’s largest and lesser-known English-style gardens.

Top-rate Tour:

  • Day Trip to Siena, Pisa and San Gimignano: visit 3 beautiful villages and enjoy lunch at a vineyard.
  • ⭐️ RATING: 4.4/5 Stars | ⏳ TOUR LENGTH:  12.5 hours | 💭REVIEWERS say: loved visiting 3 villages, excellent guide, lunch at the vineyard was the highlight | ✅Book it!

Places to eat:

  • Angiolino is a cozy family-owned joint dishing out tasty homemade food. Regina Bistecca is the go-to steakhouse for juicy Florentine-style steaks. And if you’re into wine and Tuscan specialties, Cantinetta Antinori is the spot to be.

How to get there:

  • To get to Florence, you can take a flight to Florence Airport or travel by train from most European cities to reach this beautiful city in the heart of Tuscany.

16. Orvieto

city rooftop view to countryside on short breaks italy getaway

Nestled on a picturesque hilltop, Orvieto is the perfect choice for your next weekend trip Italy has to offer! Being so closely located to Rome, Orvieto offers a relaxed and quiet getaway in a picturesque setting.

It’s the perfect amount of time to explore this enchanting city known for its rich historical heritage, stunning architecture, and breathtaking views of the Umbrian countryside. To admire those panoramic views, be sure to climb the bell tower.

Don’t miss:

  • The Orvieto Duomo is a masterpiece of Gothic architecture adorned with intricate sculptures and vibrant frescoes. Inside, you can marvel at the beauty of the Cappella di San Brizio, home to one of Italy’s finest Renaissance frescoes.
  • The city’s underground network of tunnels and caves, carved into the volcanic rock, provides a unique glimpse into its ancient past. Delve into these subterranean wonders to discover ancient Etruscan wells, archaeological sites, and even a labyrinth of cellars where the famous Orvieto Classico wine is produced.

Hidden gems:

  • Strolling the endless web of charming streets that are simply picture-perfect. Venture away from the main streets around the piazzas to discover the hidden gems of Orvieto, whether that’s a secret garden or a pretty laneway.
  • Descending down the well of Pozzo di San Patrizio, designed by Antonio da Sangallo the Younger in the 16th century, this impressive engineering feat features two spiral staircases that allow simultaneous access for those descending and ascending.

Top-rated tour:

  • Join a walking tour of Orvieto and learn all the ancient history and fascinating stories as you are shown all the top landmarks.
  • ⭐️ RATING: 5/5 Stars | ⏳ TOUR LENGTH:  2.5 hours | 💭REVIEWERS say: knowledgable guide, saw and learned a lot about Orvieto | ✅Book it!

Recommended restaurant:

  • Michelin-star La Palomba restaurant tucked away on a quiet side street and enjoy classic Umbria cuisine.
  • Try the family-run Trattoria da Carlo famous for its homemade specialties in a casual, friendly atmosphere.

How to get there:

  • Take a direct train from Rome, Florence, or other major Italian cities to Orvieto’s train station, located at the base of the hill. From there, a funicular will transport you up to the historical center.

17. Perugia

fountain with building on weekend in italy
Experienced (and photo by) Katy of Katy in Umbria

Perugia isn’t a big city, but it’s tightly packed with things to do and views to enjoy. Surrounded by green forests, olive groves and vineyards, it’s a hilltop town halfway between Rome and Florence making it an ideal Italian city break.

Explore art galleries from the Renaissance up to the modern day. Etruscan and Roman museums, plus an Etruscan Well. And in between wander the medieval side streets for hidden treasures. Which all pairs perfectly with the high-quality local food and wine in classic restaurants.

Don’t miss:

  • Walk the Medieval Aqueduct. From the main piazza, Piazza IV Novembre, head down via Appia. From there walk along the aqueduct until you reach Via Ariodante Fabretti, turn right and find the Etruscan Arch to walk through and back up into the center.
  • Explore the Medieval fortress Rocca Paolina built by Pope Paul III. Wander through its underground passages and emerge into the open-air streets that were once covered by the fortress. Above all enjoy lovely panoramic views of the rolling hills and all the way to the town of Assisi.

Hidden gems:

  • Uncover the hidden gem of Galleria Nazionale dell’Umbria, an art gallery that houses an impressive collection of Umbrian and Italian artwork. Marvel at masterpieces by renowned artists such as Perugino, Beato Angelico, and Piero della Francesca. The gallery showcases a range of artistic styles and periods, from medieval to Renaissance and beyond.
  • Take a workshop to learn about traditional weaving in an old monastery by visiting Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti.

Top-rated tour:

  • Explore Perugia Old Town on this walking tour with a local guide. Discover the fascinating history of the area while visiting the town’s landmarks, including Piazza IV Novembre and Rocca Paolina.
  • ⭐️ RATING: 4.8/5 Stars | ⏳ TOUR LENGTH:  1.5 hours | 💭REVIEWERS say: knowledgable guide, saw and learned a lot about Orvieto | ✅Book it!

Recommended restaurants:

  • Looking for an aperitivo with a view? Punto di Vista is perfect. For lunch or dinner try the local dishes at Dalla Bianca. Or try Umbrian cuisine with a French twist at Il Moderno.

How to get there:

  • Low-cost airlines have flights into San Francesco d’Assisi from all over Europe or take a train direct from Rome or Milan.

18. Pisa

leaning tower in pisa on city break in italy
Experienced (and photo) by Chelsea of Adventures of Chels

One of the best weekend trips in Italy is to the city of Pisa. It’s best known for its UNESCO Heritage site – the Leaning Tower of Pisa – but the quaint town offers much more to see and do. Between the quintessential Italian architecture, winding streets, and outdoor cafes, it’s the perfect place to both rest and explore.  

The city center of Pisa is built around the river Arno. It consists of numerous churches and palaces and has multiple bridges that connect each side of the city across the river Arno. Pisa is home to Scuola Normale Superiore di Pisa which is a public university that was founded in 1810 by Napoleon. While small in numbers, (600 undergrad and postgrad students) it’s still an active school today in both Pisa and Florence.

Don’t miss:

  • The Leaning Tower – it’s what the city is most known for and no trip to Pisa is complete without a picture of you pretending to hold up the tower! Fun fact about the tower: by the time it was completed in 1372 it was already starting to lean due to its unstable foundation. 
  • Cattedrale di Pisa, also known as the Pisa Cathedral, is a remarkable architectural gem and the oldest of three buildings in Piazza del Duomo. Step inside to admire its stunning interior, adorned with intricate artwork, sculptures, and beautiful stained glass windows.

Hidden gems:

  • Discover the hidden gem of Borgo Stretto, a charming street lined with boutique shops, cafes, and historic buildings. Stroll along this pedestrianized lane, away from the tourist crowds, and soak up the authentic atmosphere of Pisa.
  • Uncover the hidden gem of San Paolo a Ripa d’Arno, a lesser-known church located along the Arno River. Step inside this medieval gem and marvel at its stunning frescoes, intricate artwork, and serene ambiance. Explore the quiet courtyard, adorned with beautiful arches and a peaceful garden.

Top-rated tour:

  • Visit Piazza dei Miracoli on a guided walking tour and learn about the cathedral, baptistery, and the famous Leaning Tower with the option to climb the tower.
  • ⭐️ RATING: 4.8/5 Stars | ⏳ TOUR LENGTH:  1.5-2 hours | 💭REVIEWERS say: personal guide, knowledgeable and much more interesting than what would be visiting on your own | ✅Book it!

Recommended restaurant:

How to get there:

  • Take a train from major Italian cities such as Florence, Rome, or Milan to Pisa Centrale, the city’s main train station. From there, it’s a short walk or bus ride to the iconic Piazza dei Miracoli, where the Leaning Tower and other major attractions are located. Additionally, Pisa has its own international airport, Galileo Galilei Airport, which offers direct flights from various European cities.

19. Siena

city rooftop view of Siena with tower

Siena is a fantastic destination for weekend trips to Italy you won’t want to miss. Nestled in the heart of Tuscany, Siena is a charming medieval town that has captivated visitors for centuries. Known for its striking Gothic architecture and rich artistic heritage, this Italian city offers plenty of reasons to make it a must-visit destination on your next city break.

From wandering through its winding streets and admiring the stunning Piazza del Campo to indulging in delicious Tuscan cuisine and exploring the region’s famous vineyards, Siena has something for everyone.

Don’t miss:

  • Spend time in the stunning Piazza del Campo, the heart of Siena. Marvel at the unique shell-shaped square, enjoy the vibrant atmosphere and admire the magnificent Palazzo Pubblico and Torre del Mangia. Climb to the top of the tower for breathtaking views of the city.
  • Make sure to visit the Siena Cathedral, a masterpiece of Italian Gothic architecture. Admire the intricate facade, intricate marble work, and stunning frescoes inside. Don’t miss the chance to see the breathtaking Piccolomini Library with its exquisite illuminated manuscripts and beautiful ceiling frescoes.

Hidden gems:

  • Orto de’ Pecci is a serene and picturesque garden tucked away off the beaten path and offers a tranquil oasis that offers a peaceful escape with its lush greenery, charming pathways, and beautiful views.
  • Explore the Contrada Museum, where you can learn about the rich history and traditions of Siena’s famous contrade (neighbourhoods). Each contrada has its own distinct identity and the museum provides a fascinating insight into their rivalries, pageantry, and horse races during the Palio di Siena.

Top-rated tour:

  • Visit Montalcino and three different Brunello wine-producing wineries by touring cellars, and enjoying wine tastings and lunch.
  • ⭐️ RATING: 4.9/5 Stars | ⏳ TOUR LENGTH:  9 hours | 💭REVIEWERS say: best day trip, learned a lot about wine, delicious wines and lunch | ✅Book it!

Recommended restaurants:

  • Housed in a medieval building with charming vaulted ceilings, Antica Osteria da Divo offers a unique dining experience in Siena. Known for its refined Tuscan cuisine, the restaurant serves dishes inspired by traditional recipes, prepared with a modern twist like saffron-infused risotto.
  • Osteria La Chiacchera offers traditional Tuscan cuisine, go for the local specialty of pici pasta with wild boar ragu, or the chunky vegetarian ragu.

How to get there:

  • Take a direct bus from Florence or a train to the Siena train station located just outside the city walls. From there, it’s a short walk to the historic center. But the best way to get to Siena is by car, that way you can stop at other hilltop towns nearby like Lucca.

Italy Short Breaks to Lazio Region

20. Capri

sea with boats and cliffs on weekend breaks in italy
Experienced (and photo) by Jo of World Wild Schooling

Capri is a captivating Italian island that offers the perfect mix of natural beauty, history, and local charm. A quick trip from the mainland, Capri makes an ideal destination for one of the best weekend getaways in Italy.

You are instantly drawn to the azure waters of the Mediterranean, framed by rugged cliffs and a sprinkling of colourful homes and villas.

Don’t miss:

  • The Blue Grotto: this sea cave is illuminated by an eerie blue light caused by sunlight passing through an underwater cavity. You can take a boat from Marina Grande that will bring you to the grotto.
  • Monte Solaro: take the chairlift to the top of Capri’s highest point for breathtaking panoramic views. From there you can see the iconic view of the Faraglioni rocks.
  • Anacapri: make sure to visit this less crowded, more authentic side of the island. Here you can stroll through narrow alleyways, discover local artisan shops, and enjoy serene views far from the bustling tourist centers of Piazzetta and Marina Gran.

Hidden gems:

  • Visit Villa Jovis, an ancient Roman villa perched on a cliff overlooking the island of Capri. This archaeological site offers breathtaking views of the island and the Bay of Naples.
  • Discover the hidden gem of Via Krupp, a winding pedestrian pathway that connects the Gardens of Augustus to Marina Piccola. Carved into the cliffs, this picturesque route offers breathtaking views of the coastline and the sparkling blue sea.

Recommended tour:

  • Cruise around Capri by boat and get amazing views of its sea caves of the Blue Grotto and the Fraglioni rocks.
  • ⭐️ RATING: 4.1/5 Stars | ⏳ TOUR LENGTH:  2 hours | 💭REVIEWERS say: some tours didn’t stop at Blue Grotto due to timing, crowds and weather | ✅Book it!

Recommended restaurants:

  • Pulalli: Situated with an unbeatable view of the bustling Piazzetta, the restaurant offers the perfect spot to enjoy the local scene while savouring delicious food.
  • La Capannina: This family-run eatery, also a stone’s throw from the famous Piazzetta, serves traditional Caprese cuisine in a cozy setting.

How to get there:

  • The easiest way to reach Capri is by ferry or hydrofoil from Naples or Sorrento. The journey takes about an hour, depending on the service.

21. Ischia

sea, with flowers, trees and island on weekend breaks in italy
Experienced (and photo) by Gretchen of Chasing ADVNTR

Just off the western coast of Italy near Naples, the gorgeous island of Ischia is the perfect destination for the relaxing long weekend breaks to Italy you dream about! 

Wander the streets, visit the beach, walk to the castle and enjoy delicious food in this island paradise! The crystal blue of the water contrasting with the flower drenched shops and the bustling harbour make this one of our favourite places in Italy. 

Ischia is easy to reach on a short ferry ride from Naples and a weekend is the perfect amount of time to relax and enjoy the island.

Don’t Miss:

  • Castello Aragonese d’Ischia – this castle covers a small volcanic island that is connected to the island by a long walkway. The castle offers incredible views of Ischia and the harbour.
  • Relax by visiting one of the many beaches along the coast and if you’re visiting in the summer, plan to take a swim in the crystal clear water.

Hidden gems:

  • Visit Casa d’Ambra, Ischia’s most scenic (and oldest) winery with sweeping views of the sea and the fishing town of Sant’Angelo below.
  • Relax at Negombo, a thermal park featuring 12 thermal and marine pools and lush gardens.

Top-rated tour:

  • Scenic bus tour: from the comfort of a bus tour of the island’s highlights, makes one-stop.
  • ⭐️ RATING: 4.4/5 Stars | ⏳ TOUR LENGTH:  3 hours | 💭REVIEWERS say: a scenic way to see the entire island, relaxing | ✅Book it!

Recommended restaurants:

How to Get There:

  • The only way to reach Ischia is to take a ferry from Naples or Poozzuoli and during the summer months from Sorrento or Positano. The ferry from Naples takes just over 1 hour.

22. Naples

mountain and sea on weekend break in italy in naples
Experienced (and photo) by Soumya of Stories by Soumya

If you’re looking for the perfect weekend break in Italy, head to Naples. Located less than 150 miles to the southeast of Rome, Naples is easy to get to, full of historical and natural wonders, and a leading gastronomic destination. Naples is renowned for its mouthwatering Neapolitan pizza, so don’t leave without indulging in this culinary delight.

Not to mention the stunning views of Naples Bay with Mt. Vesuvius looming behind responsible for the disastrous eruption and the buried city of the ancient ruins of Pompeii.

Don’t miss:

  • Tour Napoli Sotteranea or the underground city of Naples which is an intricate labyrinth of caverns, tunnels, theatres, and markets below the surface. It was extensively used by the Romans and is, now a top thing to do in Naples.
  • Explore the historic city centre, a UNESCO World Heritage site. Wander through the narrow streets, soak up the lively atmosphere, and admire stunning architecture like the Duomo and San Domenico Maggiore.

Hidden gems:

  • Visit San Gregorio Armeno, a narrow vibrant street in Naples known for its artisan workshops specializing in nativity scenes, and figurines, including traditional characters, historical figures, and even modern pop culture icons.
  • The Veiled Christ at the Sansevero Chapel is an exquisite piece of art. Created by Giuseppe Sanmartino in the 18th century, this marble sculpture is a lifelike depiction of the dead Jesus covered by a thin veil. The elaborate folds on the veil and the throbbing pulse on Jesus’ forehead are sure to give you goosebumps.

Top-rated tour:

  • Take a full-day tour of Sorrento, Positano and Amalfi from Naples.
  • ⭐️ RATING: 4.5/5 Stars | ⏳ TOUR LENGTH:  8 hours | 💭REVIEWERS say: 3 towns covered, fun and knowledgeable guide, fun day | ✅Book it!

Recommended restaurants:

  • L’Antica Pizzeria da Michele for pizza. Remember the scene from “Eat Pray Love” where Julia Roberts indulged in some good, old Neapolitan pizza? Well, this is the place.
  • If you have a sweet tooth, you’ll love the warm sfogliatelle (a curly, melt-in-the-mouth kind of pastry that originated in Naples) at Sfogliatelle calde Attanasio

How to get there:

  • The easiest and fastest way to get to Naples is by train. Take the high-speed Freciarossa or Italo trains from Roma Termini station and get to Naples in approx 70 mins.

23. Rome

church dome in visit to rome surrounded by trees

Rome is the best city break in Italy! This vibrant city has it all, from awe-inspiring ancient ruins to mouthwatering cuisine. Rome is renowned for its historical significance, and you can explore endless iconic landmarks for days. But Rome isn’t just about history; it’s also a culinary paradise. Indulge in authentic Roman dishes like pizza al taglio, crispy supplì, and delectable gelato.

Rome’s vibrant atmosphere, bustling piazzas, and charming cobblestone streets create an unforgettable backdrop for your weekend adventure. Don’t forget to toss a coin into the Trevi Fountain to ensure your return to this enchanting city.

Don’t miss:

  • Explore the iconic Colosseum and adjacent Roman Forum. Step back in time as you discover the ancient ruins, marvel at the grandeur of the Colosseum, and imagine the spectacles that took place there. Wander through the archaeological wonders of the Roman Forum, where you can witness the remnants of ancient temples, government buildings, and public squares.

Hidden gems:

  • The Aventine Keyhole located at the Piazza dei Cavalieri di Malta, provides a framed view of St. Peter’s Basilica through a perfectly aligned garden and keyhole. Don’t miss visiting the hidden oasis of Giardino degli Aranci for one of the best viewpoints of Rome.
  • The off-the-beaten-path Quartiere Coppedè is a whimsical and eclectic neighbourhood that is a must for architecture lovers. Designed by architect Gino Coppedè in the early 20th century, this enchanting district is characterized by its fairy-tale-like buildings, intricate architecture, and artistic details.

Top-rated tour:

  • Take a guided group tour to see the awe-inspiring art and design of the Vatican Museums and Sistine Chapel.
  • ⭐️ RATING: 4.4/5 Stars | ⏳ TOUR LENGTH:  2 hours | 💭REVIEWERS say: a knowledgeable guide that made touring the busy Vatican a breeze | ✅Book it!

Recommended restaurants:

How to get there:

  • Fly into Rome’s international airports, Leonardo da Vinci-Fiumicino Airport or Ciampino Airport, or by taking a train from various cities in Italy and other European destinations.

Weekend Trips to Italy: Southern Regions

24. Sorrento

colourful houses on side of mountain by sea on city breaks to italy

Nestled along the stunning Amalfi Coast of Italy, Sorrento is a charming and picturesque town that should be on every traveller’s bucket list. Known for its breathtaking views of the Bay of Naples, delicious local cuisine, and colourful narrow streets lined with shops selling handmade ceramics, lemons, and limoncello liqueur, Sorrento is a popular destination for those seeking a relaxed yet authentic Italian experience.

Whether you’re looking to soak up the sun on one of its beaches or explore ancient ruins nearby, visiting Sorrento on a weekend trip to Italy is well worth your time.

Don’t miss:

  • Take a scenic drive along the breathtaking Amalfi Coast from Sorrento. Marvel at the stunning coastal cliffs, turquoise waters, and charming seaside towns like Positano and Amalfi on your 4-day Almalfi Coast itinerary.
  • Take a day trip to the ancient city of Pompeii, located near Sorrento. Explore the remarkably preserved ruins of this once-thriving Roman city, frozen in time by the eruption of Mount Vesuvius in 79 AD.

Hidden gems:

  • Discover Vallone dei Mulini, a fascinating archaeological site nestled in the heart of Sorrento. This abandoned valley showcases the remnants of ancient flour mills and sawmills that were once powered by the water from the nearby river.
  • Escape the crowds and head to Marina di Puolo, a hidden gem beach located a short distance from central Sorrento. This secluded and picturesque beach offers crystal-clear waters, soft sands, and a peaceful atmosphere.

Top-rated tour:

  • Board a small boat and cruise around the island of Capri enjoy half a day of free time on the island to explore at your own pace.
  • ⭐️ RATING: 4.8/5 Stars | ⏳ TOUR LENGTH:  7 hours | 💭REVIEWERS say: best time, right amount of time to explore Capri, well organized, the highlight of Italy trip | ✅Book it!

Recommended restaurants:

  • Ristorante Zi’Ntonio is a popular dining spot known for its authentic Neapolitan cuisine, like wood-fired pizzas and homemade pasta dishes.
  • For a special dinner, I recommend O’Parrucchiano La Favorita, a historic restaurant that has been serving delicious Italian cuisine since 1868. Located in a charming lemon-scented garden, this restaurant offers a delightful ambiance for a memorable dining experience. Try their signature dish, “Linguine all’O’Parrucchiano,” made with fresh pasta, tomatoes, basil, and the restaurant’s famous lemon liqueur.

How to get there:

  • Take a train from Naples to Sorrento’s train station, which offers direct connections. Alternatively, you can reach Sorrento by ferry or hydrofoil from Naples, Capri, or other destinations along the Amalfi Coast.

25. Alberobello

white cone shaped buildings in weekend in italy
Experienced (and photo) by Cecilia of Lovicarious

There are several compelling reasons to visit Puglia including its stunning beaches, delicious cuisine, and charming towns. One town not to miss is Alberobello, a fairytale-like village known for its cultural heritage and unique UNESCO-listed Trulli homes.

There are many things to do in Alberobello, including visiting museums and shopping in open-air markets. Whether you’re there for the food, the history, or the photo opportunities, Alberobello makes a great city breaks Italy getaway.

Don’t miss:

  • Wandering through the streets of the Rione Monti district to marvel at the town’s iconic trulli. These white-washed homes have distinctive conical roofs, many of which are adorned with decorative spires and painted symbols.
  • Make sure to visit the Trullo Sovrano, the only two-story trullo in Alberobello. Step inside this historic structure, now a museum, to gain insight into the traditional architecture and daily life of the locals.

Hidden gems:

  • Aia Piccola is a lesser-known part of Alberobello located just a short walk from the main tourist area. Here, you’ll find a quieter and more authentic experience, with beautifully restored trulli that are still inhabited by locals.
  • Rione Aia degli Aranci is a small section of this town filled with orange trees and vibrant flowers. Take a moment to relax on one of the benches and enjoy the fragrant scent of the citrus trees or capture some memorable photos in this pretty setting.

Top-rated tour:

  • Explore the UNESCO World Heritage-listed Alberobello with a local guide.
  • ⭐️ RATING: 4.5/5 Stars | ⏳ TOUR LENGTH:  2 hours | 💭REVIEWERS say: a knowledgeable guide shares interesting history, small group | ✅Book it!

Recommended restaurants:

  • Alberobello provides an excellent opportunity to savour regional dishes and indulge in local cuisine including orecchiette pasta, fresh seafood, and cheeses. Casa Nova Il Ristorante is located inside a 1700s oil mill, and Ristorante L’Aratro is located inside an authentic Trullo. Both restaurants are considered favourites among tourists and locals alike, offering decadent cooking in a unique and cozy atmosphere.

How to get there:

  • If you are planning a weekend trip to Alberobello, there are 4 main ways to get there. A private car is by far the fastest way to get there, however, there are trains with direct access to Alberobello in addition to bus routes and shuttles via a private tour.

26. Matera

hillside houses in matera on weekend break in italy
Experienced (and photo) by Milijana of World Travel Connector 

Matera is one of the most fascinating places in Italy and beyond. The city is among the oldest continuously inhabited places in the world. The history of Matera goes back over 9000 years. This southern Italian city is famous for its caves and stone-cut buildings – cave churches, homes, businesses, and restaurants – which are among the best things to do in Matera.

Voted the European capital of culture in 2019 for its uniqueness, filmmakers love Matera. The Passion of Jesus Christ by Mel Gibson and James Bond’s No Time to Die are only two of many movies filmed in Matera. So, if you desire a truly unique weekend break in Italy, check out Matera!

Don’t miss:

  • Stroll the ancient streets of Sassi di Matera and see the most famous cave churches like Santa Maria de Idris church, Santa Lucia alle Malve, and San Pietro Barisano.
  • Visit the Matera Cathedral, also known as the Cathedral of Santa Maria della Bruna. This impressive structure showcases a blend of architectural styles, with elements dating back to the 13th century.

Hidden gems:

  • Casa Grotta di Vico Solitario is a unique cave dwelling that offers a glimpse into the traditional way of life in Matera. Step inside this restored house, complete with original furnishings and tools, to experience the daily routines and customs of the past.
  • Visit Palombaro Lungo, an ancient underground water cistern located beneath the city built in the 18th century. It consists of a network of tunnels and chambers that once served as a reservoir for rainwater.

Top-rated tour:

  • Discover one of Matera’s ancient landscapes on a guided tour of Sassi to explore the UNESCO-listed site’s alleys, churches, and historical caves
  • ⭐️ RATING: 4.7/5 Stars | ⏳ TOUR LENGTH:  2 hours | 💭REVIEWERS say: a knowledgeable guide, interesting history, small group size | ✅Book it!

Recommended restaurants:

  • Regiacorte – Restaurant & Lounge Terrace for a bespoke dining experience in Matera. The restaurant is famous for its delicious menus and lovely outside dining area with stunning views of Matera! And don’t forget to sample local dishes like fave e cicoria and pasta con peperoni cruschi. 

How to get there:

  • To get to Matera, you can take a train or bus from major Italian cities such as Rome, Bari, or Naples. Or, fly into Karol Wojtyla International Airport in Bari (1 hour to Matera) and drive or take the bus or train to Matera.

Italian Weekend Breaks in Sicily

27. Catania

mountain with volcano in italy
Experienced (and photo) by Veronika of Travel Geekery

If you’re planning to spend a weekend in Sicily, consider heading to the eastern part of the island to enjoy what it offers. Catania, with its international airport and the majestic Mount Etna, is a great destination to start with.

In Catania, you can indulge in sightseeing to your heart’s content, take a leisurely stroll in the beautiful Giardino Bellini Park, savour exquisite Sicilian cuisine, and experience the Sicilian way of life. 

Don’t miss:

  • Visit Mt. Etna, the active volcano, which often emits smoke. Choose your own adventure on a day trip from Catania. It’s relatively easy to explore a few craters near the parking lot on foot. However, for an extra dose of adrenaline and possibly some exceptional views, take a cable car to higher altitudes or better yet go with a local guide to accompany you near the summit (see top-rated tours below).
  • Bask in the Baroque architecture of Catania at the Piazza del Duomo.

Hidden gems:

  • Visit the San Benedetto Market, one of the largest and most vibrant food markets in Europe. Immerse yourself in the bustling atmosphere, as locals navigate the colourful stalls filled with fresh produce, fish, and local delicacies.
  • Take a day trip to the picturesque hilltop town of Taormina. With breathtaking views of the Mediterranean Sea, this charming seaside town is an absolute must-visit.

Top-rated tours:

  • Explore Mount Etna in a small-group experience either at sunrise or sunset.
  • ⭐️ RATING: 4.8/5 Stars | ⏳ TOUR LENGTH:  6 hours | 💭REVIEWERS say: a great, informative guide, cool learning experience, timed it perfectly for the sunset | ✅Book it!

Recommended restaurants:

  • Grab a seafood cone at Scirocco, a popular fresh seafood eatery in Catania.

How to get there:

  • Fly directly to Catania Fontanarossa Airport, which serves domestic and international flights, or take a train from various cities in Italy, such as Rome or Naples.

28. Palermo

IT Weekend Breaks in Italy Palermo
Experienced (and photo) by Catrina of 24 Hours Layover

Palermo is one of the best places to visit in Italy for a weekend break! From the warm weather (yes even in winter!) to the delicious food and beaches, there is so much you can experience in a short time in Palermo.

This historic and vibrant city is renowned for its rich culture, impressive architecture, affordable prices, charming piazzas and lively markets that offer endless opportunities for exploration and relaxation! The atmosphere here is so special that it will make you want to live in Palermo!

Don’t miss:

  • Stroll around the Old Town admiring Palermo Cathedral, Quattro Canti, San Cataldo church, Fontana Pretoria, Cappella Palatina and the stunning Teatro Massimo.
  • Head to the beach! Mondello is Palermo’s local beach, just a 20-minute bus ride away. There is a stunning pier here and several nice cafes too!

Hidden gems:

  • Orto Botanico di Palermo is a stunning botanical garden tucked away in the heart of the city.
  • Dive into the vibrant atmosphere of the Vucciria Market, a hidden gem in Palermo’s historic center. This bustling street market is a feast for the senses, with vibrant colours, lively street vendors, and mouthwatering street food.

Top-rated tour:

  • Visit the best of Sicily’s beaches and the Zingaro Reserve, and snorkel in front of Scopello Faraglioni.
  • ⭐️ RATING: 4.3/5 Stars | ⏳ TOUR LENGTH:  10 hours | 💭REVIEWERS say: got to visit some beautiful places that might not have been able to without this tour | ✅Book it!

Recommended restaurants:

  • Great restaurants in Palermo include Osteria dei Vespri and Trattoria ai Cascinari. When in Palermo you must try unique Sicilian dishes such as arancini, pasta alla norma, sfincione and cannoli!
  • In the evening head to the bustling street La Vucciria where you can get a glass of wine for 2 Euros from one of the many bars and mingle with the locals!

How to get there:

  • Palermo’s International Airport Falcone-Borsellino, is located a 40-minute coach ride from the centre of town.

Italy Weekend Breaks to Sardinia

29. Alghero

island on sea in weekend in italy
Experienced by Claudia Tavani of Strictly Sardinia

Sardinia is the second largest island in the Mediterranean, and you can’t possibly explore it in one weekend. A place locals often recommend if you only have a weekend to spare on the island is Alghero.

This small Catalan enclave on the northwestern coast of the island is the perfect place for your Italy weekend away! It’s small enough not to feel overwhelmed but with plenty of things to see and do at a nice, relaxed pace. Once in Alghero, spend time exploring the narrow alleys of the historic center, where you will also find the small but charming cathedral. Head to the Bastioni of Alghero for a fantastic sunset overlooking the Capo Caccia promontory.

Don’t miss:

  • Neptune Caves: the easiest way to get there is by boat from Alghero Harbour, but you can also drive all the way to Capo Caccia and walk down the 650+ steps of the Escala del Cabirol for the most impressive coastal views in the area. Try to time your visit so that you are back up for sunset.
  • Palmavera Nuraghe archaeological site: if you are a history buff, consider getting a combo ticket to also visit the necropolis of Anghelu Ruju and once you are done visiting, simply cross the road to enjoy some wine tasting at Cantine Sella & Mosca, the most famous winemakers in Sardinia.

Hidden gems:

  • Visit Anghelu Ruju Necropolis to learn more about the history of the region through burial rituals. It’s right by Sella & Mosca winery and you can get a cumulative ticket that also includes Nuraghe Palmavera.
  • Mugoni Beach is a favourite of the locals, and not nearly as crowded as the most popular Lazzaretto and Bombarde Beaches.

Top-rated tour:

  • Taste local wines and top-quality olive oil at a local boutique farm.
  • ⭐️ RATING: 4.8/5 Stars | ⏳ TOUR LENGTH:  1 hour | 💭REVIEWERS say: interesting tour, very unique to learn more about wine and olive oil production, lots of sampling | ✅Book it!

Recommended restaurants:

How to get there:

  • Alghero is very easy to reach thanks to a number of budget flights from a number of European cities. Once there, you can get to town by private transfer or by bus. However, you may want to consider renting a car to explore the beautiful surroundings.

30. Cagliari

building with wall in cagliari on a weekend in italy
Experienced (and photo) by Nes from Kevmrc

Cagliari is a town of timeless charm nestled in southwest Sardinia, on the Mediterranean coast. Its historic center is adorned by winding streets and ancient monuments, an 8-kilometre stretch of white sandy beach caressed by turquoise waters, and a vibrant nightlife. Cagliari has something for everyone, making it an essential stop on any Sardinian itinerary

Cagliari delights the taste buds with its culinary gems explore the gastronomic streets of Via Giuseppe Manno or Viale Regina Margherita, lined with charming cafés, bars, and restaurants. In just 2 or 3 days, you can easily explore this compact city that offers a wealth of attractions.

Don’t miss:

  • The authentic old town of Il Castello, where you’ll be captivated by its ramparts, picturesque narrow streets, colourful buildings, and landmarks like the Palazzo Reggio and the gorgeous Cattedrale di Santa Maria.
  • Bask in the sun and take a refreshing swim at the heavenly Poetto beach.

Hidden gems:

  • To take in the breathtaking panoramic views, head to the Bastione San Remy, which offers sweeping vistas of the sea and the city’s surroundings.
  • Explore Tuvixeddu Necropolis, an ancient burial and archaeological site home to thousands of tombs dating back to the 6th century BC.

Top-Rated Tour:

  • Guided tour of Cagliari’s underground crypts and caves with the option to extend your tour with a guided walk through the Old Town or with a food and wine tasting.
  • ⭐️ RATING: 4.7/5 Stars | ⏳ TOUR LENGTH:  2-4 hours | 💭REVIEWERS say: interesting tour, very informative | ✅Book it!

Recommended restaurant:

  • Sa Piola restaurant for a real taste of local cuisine at affordable prices.

How to get there:

  • Fly to Cagliari airport in a short 15-minute drive or 30-minute train ride from the historic center, with direct flights from major European cities. Alternatively, you can opt for a scenic ferry ride, as Cagliari has one of Italy’s largest seaports.

FAQs About Your Italy Weekend

How long should a weekend break in Italy be?

A typical weekend break in Italy is usually two to three nights, spanning from Friday evening to Sunday or Monday morning. This duration allows you to experience the highlights of the chosen destination without feeling too rushed.

What are the best times to plan short breaks to Italy?

Italy is a year-round destination, but the best times for a short break can vary depending on your preferences. Spring (April to June) and autumn (September to October) generally offer pleasant weather and fewer crowds.

How do I reach my weekend break destination in Italy?

Italy has an extensive transportation network, making it easy to reach your chosen destination. Major cities like Rome, Milan, and Venice have international airports with connections to various cities worldwide. You can also travel by train or bus within Italy, which offers convenient and scenic options for shorter distances.

Are weekend breaks to Italy expensive?

The cost of a weekend break in Italy can vary depending on factors such as your chosen destination, accommodation, dining choices, and activities. Major cities and tourist hotspots tend to be more expensive, while smaller towns and off-peak seasons may offer more budget-friendly options.

Is it necessary to learn Italian for an Italy weekend away?

While it’s not necessary to be fluent in Italian, learning a few basic phrases can greatly enhance your experience and interactions with locals. Italians appreciate visitors who make an effort to communicate in their language, even if it’s just simple greetings and common expressions.

Italy Travel Resources

🛩️What’s the best site to buy flights?

I recommend Expedia for finding the best deal on flights. They are one of the world’s leading full-service online travel brands, they offer the widest selection of vacation packages and flights.

🚑Should I buy travel insurance?

100% YES! Unless you already have insurance. If not, when travelling isn’t it worth peace of mind in case anything happens on your trip? I recommend SafetyWing – starting at just $1.50 USD a day!

🚙Should I rent a car in Italy?

It depends — a car will not be necessary to experience the big cities. But, if you choose a destination that is best served by a road trip then yes you’ll need to rent a car. Also, depending on your destination, travelling by train is easy, efficient and enjoyable.

🏨What’s the best way to book my accommodations in Rome?

My go-to for hotels is Booking.com. If you want a home-y feeling, and don’t want to pay the extra fees applied to Airbnb, check out VRBO. For a more exclusive and boutique stay check out Plum Guide.

🎟️What’s the best way to book excursions in Italy?

I always used Get Your Guide. Not only do they offer top-rated experiences, but they also offer the lowest prices guaranteed with no booking fees. Save time and pre-book your tickets and stay flexible with easy cancellation up to 24 hours before.

🗺️Where can I find more destination guides and itineraries for Italy?

Simple! Head to my Italy travel page where you can find all of my travel content for Italy. I’ve travelled to Italy twice and have visited many great cities like Rome, Venice, Florence, and Cinque Terre. Also, road-tripping through Tuscany had me stumbling upon many beautiful hilltop towns.

If you LOVE EUROPEAN TRAVEL or planning a TRIP TO EUROPE, subscribe to my website! I will share my love of Europe with you, along with travel tips and inspiration. And, you’ll get a FREE gift for signing up – 30 Bucketlist Places in Europe! Join, and let’s be travel friends!

As a Holidaymaker

Italy truly has something for everyone when it comes to weekend breaks. Whether you’re looking to relax on a beach in Sicily or explore the stunning architecture of Florence, this country is sure to leave you feeling relaxed and rejuvenated.

With so many options available, it can be tough to choose just one destination – but that’s all part of the fun! So why not start planning your next Italian adventure today? Who knows where the road might take you?