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Home > Travel Inspiration > Occasion & Theme > for challenging yourself Italy
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Best 15
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Destination In Italy

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TOP 1

1. Menaggio

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gentle climbs

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surrounded by lush greenery

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guaranteed relaxation

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complete freedom

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breathtaking landscape

Menaggio (Comasco: Menas [meˈnɑːs]) is a town and comune in the province of Como, Lombardy, northern Italy, located on the western shore of Lake Como at the mouth of the river Senagra. Menaggio has
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TOP 2

2. La Spezia
"The jewel of Italy"

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dream city to get married

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quaint little town

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challenging routes

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picturesque village

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challenging trails

Located in the Liguria region of Italy, La Spezia is a vibrant and picturesque port city known for its stunning views and charming old town. The city is situated on the Gulf of La Spezia, also known as the Gulf of Poets, and is surrounded by the beautiful Apuan Alps. La Spezia is a great starting point for exploring the famous Cinque Terre, a group of five small fishing villages that have become popular tourist destinations for their colorful houses, stunning sea views, and cliffside hiking trails. The city is also home to the Museo Tecnico Navale, a museum showcasing Italy's naval history and achievements. In the heart of the city, visitors can wander through the pedestrian-only streets of the historic center, exploring the many shops, restaurants, and cafes that line the streets. The Piazza del Mercato is a popular spot for shopping, and is home to a daily market selling fresh produce and local goods. One of the most famous landmarks of La Spezia is the Castle of San Giorgio, a historic fortress built in the 16th century that offers panoramic views of the city and the surrounding area. Another popular attraction is the beautiful Church of Santa Maria Assunta, with its striking black and white striped facade and stunning interior. For nature lovers, La Spezia offers many opportunities for outdoor activities, including hiking in the nearby Apuan Alps and swimming in the clear waters of the Gulf of La Spezia. The city is also known for its delicious local cuisine, with plenty of seafood restaurants and cozy trattorias serving up traditional Ligurian dishes. Overall, La Spezia is a charming and picturesque city with plenty to offer visitors, from its beautiful landscapes and rich history to its delicious food and vibrant culture.
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TOP 3

3. Sassari

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awed at the spectacle of nature

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nature's greatest creation

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for challenging yourself

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stunning coastline

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breathtaking landscape

Sassari (pronounced [ˈsassari] listen ; Sassarese: Sassari; Sardinian: Tàtari) is an Italian city and the second-largest of Sardinia in terms of population with 127,525 inhabitants, and a Functional
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TOP 4

4. Toscolano Maderno

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surrounded by lush greenery

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guaranteed relaxation

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challenging course

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picturesque village

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picturesque town

Toscolano Maderno (Gardesano: Toscolà Madéren) is a town and comune on the West coast of Lake Garda, in the province of Brescia, in the region of Lombardy, northern Italy. It is located about 40 kilom
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TOP 5

5. Amalfi
"The Heaven of South Italy"

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clean sandy beach

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quaint little town

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picturesque village

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stunning coastline

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picturesque town

Amalfi is a coastal town in southern Italy. Amalfi Coast is one of the most beautiful places in the world. Also, the Amalfi's main beach, the Marina Grande, is one of the must-visit destinations. Chec
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TOP 6

6. Urzulei

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heavy climbs

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challenging terrain

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challenging routes

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filled with impressive natural s...

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trekking on difficult terrains

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TOP 7

7. Cortina dʼAmpezzo
"The Alps of Italy"

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rocky peaks

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breathtaking landscape

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awed at the spectacle of nature

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beautiful natural scenery

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enchanted forest

Cortina d'Ampezzo (pronounced [korˈtiːna damˈpɛttso; -ettso]; Ladin: Anpezo, Ampëz), commonly referred to as Cortina, is a town and comune in the heart of the southern (Dolomitic) Alps in the Veneto region of Northern Italy. Situated on the Boite river, in an alpine valley, it is a winter sport resort known for its skiing trails, scenery, accommodation, shops and après-ski scene, and for its jet set and aristocratic European crowd. In the Middle Ages Ampezzo fell under the jurisdiction of the Patriarchate of Aquileia and of the Holy Roman Empire. In 1420 it was conquered by the Republic of Venice. It then spent much of its history under Austrian rule, briefly undergoing some territorial changes under Napoleon, before being returned to Austria, who held it until 1918. From the nineteenth century, Ampezzo became a notable regional centre for crafts. The local handmade products were appreciated by early British and German holidaymakers as tourism emerged late nineteenth century. Among the specializations of the town were crafting wood for furniture, the production of tiled stoves and iron, copper and glass items. Today, the local economy thrives on tourism, particularly during the winter season, when the population of the town typically increases from about 7,000 to 40,000. The Basilica Minore dei Santi Filippo e Giacomo was built between 1769 and 1775 on the site of two former thirteenth and sixteenth-century churches; it is home to the parish and the deanery of Cortina d'Ampezzo. The town also contains the Rinaldo Zardini Palaeontology Museum, established in 1975, the Mario Rimoldi Modern Art Museum, and the Regole of Ampezzo Ethnographic Museum. Although Cortina was unable to go ahead with the scheduled 1944 Winter Olympics because of World War II, it hosted the Winter Olympics in 1956 and subsequently a number of world winter-sports events. The town is home to SG Cortina, a top league professional ice hockey team, and Cortina is also the start and end point of the
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TOP 8

8. Napoli
"A city of the world's three most beautiful ports"

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high rated accommodations

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absolute masterpiece

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breathtaking view of the sea

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highly evaluated accommodations

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true wonders of nature

Naples is one of Europe's oldest cities and it is one of the world's best vacation spot located on the Mediterranean coast. It is the third largest city in Italy and also one of the three major port in the world. Naples is a world-renowned city of wine producing. The famous margherita pizza is also from Naples as well.
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TOP 9

9. Brunate

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long climbs

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accommodations offering a privil...

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gentle climbs

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breathtaking view of the sea

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heavy climbs

Brunate (Comasco: Brunaa [bryˈnɑː]) is a town and comune in the province of Como in northern Italy, some 50 kilometres (31 mi) northeast of Milan. It has some 1,800 residents, but is much more populat
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TOP 10

10. Positano
"The center of the Amalfi Coast"

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absolute masterpiece

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immersed in greenery

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true spectacle of nature

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breathtaking view of the sea

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challenging climbs

Positano is a charming coastal town located on the Amalfi Coast of Italy. Known for its stunning scenery and picturesque architecture, Positano is a popular tourist destination that attracts visitors from all over the world. The town is nestled between the Mediterranean Sea and the towering cliffs of the coast, offering breathtaking views that are sure to leave a lasting impression. Visitors will find a mix of colorful buildings, charming streets and pristine beaches in Positano. The town is best explored on foot, as the narrow streets and stairways are part of its charm. One of the main attractions in Positano is the Church of Santa Maria Assunta, which is located in the heart of the town. This historic church is known for its beautiful Byzantine dome and its intricate mosaic floor, which was created in the 13th century. The beaches of Positano are another highlight of this stunning town. With crystal clear waters and soft, sandy shores, they are the perfect place to relax and soak up the sun. Visitors can rent sun loungers, umbrellas and boats to explore the coast or simply enjoy a refreshing swim in the Mediterranean. For those looking to sample the local cuisine, Positano is the perfect place to do so. The town is famous for its delicious seafood and is home to a variety of restaurants that offer a range of local and international cuisine. Visitors can enjoy a meal in one of the town’s charming taverns or sample the local produce at one of the weekly markets. Shopping is also a popular activity in Positano, with a variety of boutiques and shops offering a range of souvenirs and local products. From handmade ceramics and artisan jewelry to handcrafted clothing and textiles, visitors will find a unique selection of products that are sure to make their holiday memories last a lifetime. In conclusion, Positano is a charming coastal town that offers a mix of stunning scenery, picturesque architecture and rich cultural heritage. Whether you’re interested in exploring the town’s historic churches, relaxing on its beautiful beaches, or savoring its delicious cuisine, Positano is the perfect destination for a memorable holiday.
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TOP 11

11. Lucca
"The small jewel of Toscana, Italy"

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surrounded by lush greenery

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quaint little town

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immersed in greenery

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picturesque town

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absolute masterpiece

Lucca is a charming, historic city located in the heart of Tuscany, Italy, known for its well-preserved Renaissance architecture, lush greenery, and rich cultural heritage. With a population of over 80,000, it is a popular destination for tourists seeking a taste of traditional Italian life. One of the most iconic landmarks in Lucca is the city's ancient Roman amphitheater, which has been transformed into a public park. Visitors can also explore the city's rich cultural heritage in its many museums, such as the Lucca Museum of Sacred Art, which showcases a wide range of religious artifacts and works of art. Lucca is also known for its lush greenery, with a variety of parks and gardens, such as the Villa Reale and Giardini Botanici, providing a peaceful escape from the bustling city. The city is also surrounded by rolling hills and vineyards, making it the perfect destination for nature lovers and outdoor enthusiasts. Another highlight of Lucca is its delicious cuisine, with a variety of local restaurants serving up traditional Tuscan dishes, such as pasta with wild boar ragù, and the famous bistecca alla fiorentina. The city is also known for its excellent wine, with many local vineyards producing some of Italy's finest wines, including the famous Chianti Classico. Lucca is easily accessible by train or car, with excellent road links to major cities in Tuscany and beyond. Whether you're interested in history, culture, or simply want to experience the relaxed pace of life in a traditional Tuscan city, Lucca is a destination not to be missed. So why not take a trip and discover the hidden gems of this charming city for yourself?
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TOP 12

12. Bologna
"The flavorful city with a red roof"

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completely isolated

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above average costs

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surrounded by lush greenery

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absolute masterpiece

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guaranteed relaxation

Bologna is said to be a gourmet city with full of exotic charms. In the Bologna Tower, you can enjoy the beautiful cityscape from the top. However, because it has series of very steep and narrow stair
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TOP 13

13. Rome
"A city of everlasting empire"

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well-preserved culture

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where you will fall in love

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must see

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with special meaning

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hopping around trendy bars

Rome is one of Europe's must-see destinations for tourists. It is famous for its long history, ancient ruins, culture, and architecture. Most of tourist attractions are closed to each other so it is c
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TOP 14

14. Florence
"A city of Michelangelo"

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enjoying art pieces

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enjoying unique pieces of art

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where you will fall in love

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getting real insight into histor...

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clean sandy beach

Florence has many traces of the Italian Renaissance. Most of the major attractions in Florence are close to each other so it is great travel the city by walking. In addition, Florence has variety of magnificent architectures including the Duomo Cathedral, and the Uffizi Gallery with the infamous artworks done by Botticelli and Michelangelo.
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TOP 15

15. Castelnuovo del Garda

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for adrenaline seekers

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ideal for whole families

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ideal for families with children

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colorful fish

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parent-child leisure

Castelnuovo del Garda is an Italian comune (municipality), in the Province of Verona, in Veneto, on a couple of morainic hills few kilometers south-east from Garda lake. Verona is about 15 km to the e
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