A Dream Journey: The Ultimate 2-Week Italy Itinerary

Are you ready to embark on a thrilling adventure through the enchanting landscapes of Italy? Look no further! In this comprehensive blog post, we present you with the perfect 2-week Italy itinerary that will take you on a journey of a lifetime.

From the iconic cities of Milan and Venice to the picturesque towns of Limone Sul Garda and Verona, get ready to immerse yourself in rich history, art, culture, and mouthwatering cuisine. Whether you’re a history enthusiast, a romantic wanderer, or a food lover, Italy has something to offer for everyone.

When is the Best Time to Visit Italy

The best times to visit North Italy are during spring (April to June) and fall (September to November). During these seasons, the weather is mild, and the crowds are less overwhelming compared to peak summer months.

How Many Days Should You Stay in Italy?

The ideal duration for a trip to Italy depends on your preferences and the regions you wish to explore. To get a taste of the country’s highlights, a minimum of 10-14 days is recommended. However, for a more in-depth experience, extending your stay to 2-3 weeks or even longer is advisable.

This is the best Italy itinerary for 2 weeks

Pack your baggs and get rady to completly fall in love with italy: Taste, smell und feel the beauty of the mediterranean Jewel!

Day 1-2: Milan – Italy’s Fashion Capital

Hotel recommendation: NH Collection Milano President ⭐⭐⭐⭐

Welcome to Milan, the bustling metropolis renowned for its fashion, art, and history. As you arrive in this vibrant city, you’ll be captivated by the energy and sophistication that defines Milan. Start your journey by checking into the NH Collection Milano President, stylish and comfortable hotel located in the heart of Milan.

On day one, embark on a sightseeing adventure to discover the iconic landmarks of Milan. Begin with a visit to the magnificent Milan Cathedral, known as Duomo di Milano. The intricate Gothic architecture and impressive spires will leave you awe-inspired. Climb to the rooftop to enjoy breathtaking views of the city and the majestic Alps in the distance.

Next, take a leisurely stroll through the Galleria Vittorio Emanuele II, an opulent shopping arcade with luxury boutiques, historic cafes, and beautiful mosaics. It’s a perfect place to indulge in some retail therapy and savor the city’s chic atmosphere.

In the afternoon, immerse yourself in the world of art at the Pinacoteca di Brera. Housed in a historic palace, this art gallery boasts an impressive collection of Italian Renaissance masterpieces. Admire works by iconic artists such as Raphael, Caravaggio, and Titian.

As evening approaches, head to the Navigli district to explore the picturesque canals and vibrant nightlife. Enjoy a delightful dinner at one of the many charming restaurants or bars lining the canals.

On day two, delve into Milan’s rich cultural heritage with a visit to the Convent of Santa Maria delle Grazie, where you can marvel at Leonardo da Vinci’s masterpiece, “The Last Supper.” Witness this iconic painting, one of the most celebrated artworks in the world, and be moved by its historical significance.

Afterward, venture into the Brera neighborhood, known for its artistic charm and bohemian ambiance. Explore its narrow streets lined with galleries, boutiques, and charming cafes. Indulge in some people-watching while sipping an espresso or enjoying a gelato.

End your day with a delightful dinner at Ratanà, a local loved restaurant serving authentic Milanese dishes with a modern twist. Savor the flavors of Lombardy while reveling in the warm and inviting atmosphere.

Day 3-4: Como – Lakeside Beauty (40 km / 25 miles)

Hotel recommendation: Hotel Metropole Suisse ⭐⭐⭐⭐

Head to the charming town of Como, nestled by the breathtaking Lake Como. Your enchanting journey begins as you check-in to the Hotel Metropole Suisse, elegant hotel provides a serene and scenic retreat. It’s located near Como’s historic center, making it convenient to explore the charming town and take boat trips around the lake.

On day three, explore the enchanting streets of Como, where elegant cafes and boutiques line the waterfront. Rent a boat and take trip on the serene waters of Lake Como: Admire the stunning villas and gardens that dot the lakeshore, and be sure not to miss Villa Balbianello, a picturesque villa with enchanting terraced gardens.

For lunch, indulge in local delicacies at La Vita è Bella, a local loved restaurant with a charming lakeside setting. Savor the freshest fish, handcrafted pasta, and traditional Italian flavors while being serenaded by the gentle lapping of the lake.

In the afternoon, visit the Como Cathedral, a stunning example of Gothic architecture with impressive stained glass windows and intricate sculptures. Take some time to explore the nearby Volta Temple, dedicated to the inventor Alessandro Volta, offering panoramic views of Como from its hilltop location.

On day four, venture out to the neighboring towns around Lake Como, each with its own unique charm and attractions. Discover the picturesque village of Varenna, with its colorful houses, narrow alleys, and stunning lake views. Visit the gardens of Villa Monastero, a historic residence with beautifully landscaped gardens and impressive botanical collections.

For an adventurous experience, take a funicular ride to Brunate, a hilltop town overlooking Lake Como. Enjoy breathtaking vistas of the lake and the surrounding Alps, making it a perfect spot for scenic photographs.

In the afternoon, enjoy some leisure time exploring the quaint streets of Como at your own pace. Take a leisurely lakeside walk or relax in one of the charming cafes, soaking in the peaceful ambiance of this lakeside paradise.

Day 5-6: Bergamo – A Tale of Two Cities (55 km / 34 miles)

Hotel recommendation: BeB San Lorenzo ⭐⭐⭐⭐

Discover the fascinating city of Bergamo, a unique destination divided into the historic upper town (Città Alta) and the modern lower town (Città Bassa). On day five, check-in to the charming BeB San Lorenzo, a blend of old-world charm and modern comforts located in the heart of Città Alta, offering a blend of modern design and historical charm.

Begin your exploration of Città Alta by taking a leisurely walk along the Venetian walls, offering breathtaking panoramic views of the surrounding countryside. Wander through the medieval alleys and discover historic landmarks, such as the Bergamo Cathedral, known for its stunning architecture and rich history. Admire the intricate details of the Basilica of Santa Maria Maggiore, a masterpiece of Renaissance art and architecture.

As you stroll through the charming squares and cobblestone streets, you’ll encounter boutique shops, quaint cafes, and local artisan boutiques. Don’t forget to visit the Piazza Vecchia, the heart of Città Alta, where you can relax and enjoy the vibrant atmosphere.

In the afternoon, visit the Accademia Carrara, an art gallery boasting a remarkable collection of Italian masterpieces from the 15th to the 19th centuries. Admire works by renowned artists such as Botticelli, Raphael, and Canaletto.

On day six, venture down to the modern lower town, Città Bassa, to experience a different side of Bergamo. Explore the shopping streets, lined with fashionable boutiques and trendy cafes. Visit the Sentierone, a wide boulevard perfect for leisurely walks and people-watching.

Don’t miss the opportunity to visit the GAMeC – Galleria d’Arte Moderna e Contemporanea di Bergamo, an art museum dedicated to modern and contemporary art. Discover works by prominent Italian and international artists in a dynamic and engaging setting.

In the evening, treat yourself to a sumptuous dinner at Il Circolino, a local loved restaurant known for its excellent Italian cuisine and warm hospitality. Indulge in a variety of dishes made with fresh local ingredients, accompanied by a selection of regional wines.

Day 7: Limone Sul Garda – Lakefront Serenity (60 km / 37 miles)

Hotel recommendation: Hotel Du Lac⭐⭐⭐

Travel to the idyllic town of Limone Sul Garda, a picturesque gem situated on the western shores of Lake Garda. As you arrive in Limone, you’ll be welcomed by the serene beauty of the lake and the breathtaking surrounding mountains.

Check-in to the picturesque Hotel Du Lac, which offers breathtaking lake views and a peaceful atmosphere. It’s a cozy and inviting hotel, perfect for unwinding and enjoying the natural beauty of the area.

Begin your day with a leisurely lakeside walk, soaking in the tranquility and admiring the colorful houses that dot the waterfront. Take in the fresh mountain air and enjoy the views of sailboats gently gliding on the lake.

For a taste of local flavors, head to Ristorante Al Pirata, a local loved restaurant known for its fresh seafood and Italian specialties. Savor a delightful meal while enjoying the lakeside ambiance and the gentle lapping of the waves.

After lunch, take a boat trip around Lake Garda, exploring the nearby towns and enchanting landscapes. Discover the hidden gems of this beautiful lake, including the charming village of Malcesine with its medieval castle, or the quaint town of Bardolino, renowned for its world-class wine.

As the day draws to a close, take a leisurely stroll through the narrow streets of Limone, exploring its charming squares and historic buildings. Witness the traditional fishing boats, known as “gozzi,” which are an integral part of Limone’s heritage.

Day 8-9: Verona – A City of Romance (140 km / 87 miles)

Hotel recommendation: Hotel Milano & Spa ⭐⭐⭐⭐

Fall in love with Verona, a city steeped in romance and historical charm. On day eight, check-in to the Hotel Milano & Spa, a modern and well-appointed hotel located in Verona’s historic center, just a short walk from the Arena di Verona and other major attractions.

Begin your Verona experience by visiting the world-famous Arena di Verona, an ancient Roman amphitheater that hosts spectacular opera performances during the summer. Wander through the Piazza Bra, the city’s central square, and admire the grandeur of the Gran Guardia Palace and the Palazzo Barbieri.

In the afternoon, explore the Basilica of San Zeno Maggiore, a stunning Romanesque church with beautiful frescoes and a serene courtyard. Admire the architecture and the intricate details of the church, making it a peaceful and spiritual retreat.

For a small snack, indulge in the flavors of fnatastic ice cream at Gelateria La Romana made with the finest local ingredients.

In the evening, take a leisurely walk to Piazza delle Erbe, the bustling market square surrounded by historic buildings. Enjoy the lively atmosphere and stop by the Scaliger Tombs, the final resting place of the powerful Scaligeri family.

On day nine, take a romantic stroll to Casa di Giulietta, or Juliet’s House, a 14th-century building associated with Shakespeare’s tragic love story, “Romeo and Juliet.” Admire the iconic balcony and leave a message on the walls of the courtyard, where thousands of love notes have been posted over the years.

Explore the charming streets of Verona, discovering hidden gems such as the Ponte Pietra, a picturesque stone bridge over the Adige River, offering stunning views of the city.

For a unique experience, visit the Giusti Gardens, a Renaissance-style garden that exudes serenity and beauty. Take a leisurely walk along its well-manicured paths and enjoy the stunning views of Verona from the top terrace.

As evening descends, head to Piazza dei Signori, the heart of Verona’s historic center, to savor a delightful dinner at Locanda 4 Cuochi. This restaurant offers creative interpretations of classic dishes, paired with excellent wines from the Veneto region.

Day 10: Venice – The City of Canals (115 km / 71 miles)

Hotel recommendation:Hotel Commercio & Pellegrino ⭐⭐⭐⭐

Arrive in the mesmerizing Venice, an enchanting city known for its romantic canals and iconic landmarks. As you step into this unique destination, you’ll be captivated by its timeless beauty. Check-in to the comfortable Hotel Commercio & Pellegrinol, a historic hotel situated behind Palazzo Ducale.

On day ten, start your Venetian adventure with a magical gondola ride along the city’s intricate network of canals. Glide through the narrow waterways, passing under arched bridges, and revel in the serenity of this captivating floating city.

Visit St. Mark’s Square, the iconic heart of Venice, and marvel at St. Mark’s Basilica, a stunning example of Byzantine architecture. Take a guided tour of the Doge’s Palace, a palace of power and intrigue with a history that dates back to the Venetian Republic.

In the afternoon, explore the charming streets and squares of Venice, such as the Rialto Bridge and Campo Santo Stefano. Get lost in the maze-like alleyways, where you’ll find hidden cafes, artisan shops, and traditional mask makers.

For a quintessential Venetian experience, indulge in a leisurely lunch at Osteria Alla Frasca, a excellent restaurant serving delicious seafood and traditional Venetian dishes.

In the evening, experience the enchantment of Venice as the sun sets over the canals. Enjoy a leisurely stroll along the Zattere Promenade, where you can savor the views of the Giudecca Canal and the imposing Church of the Redeemer.

Day 11-12: Bologna – Gastronomic Delights (150 km / 93 miles)

Hotel recommendation: UNAHOTELS Bologna Centro ⭐⭐⭐⭐

Travel to Bologna, the gastronomic capital of Italy. On day eleven, check-in to the modern UNAHOTELS Bologna Centro, located in the heart of Bologna, offering modern comforts and proximity to the city’s attractions.

Begin your culinary journey with a visit to the Mercato di Mezzo, a bustling food market where you can taste an array of regional specialties. Don’t miss the opportunity to try the world-famous Bolognese sauce, ragù alla Bolognese, served over fresh handmade pasta.

In the afternoon, explore the historic center of Bologna, known for its unique porticoes that line the streets. Visit the iconic Two Towers, Asinelli and Garisenda, which offer panoramic views of the city.

For dinner, head to Trattoria di Via Serra, a traditional restaurant known for its Bolognese dishes and warm ambiance.

On day twelve, venture to the University Quarter, where you can find the Archiginnasio, the historic seat of the University of Bologna. Admire the beautiful anatomical theater and the ornate library room, showcasing the rich history of the university.

Explore the vibrant Piazza Maggiore, the main square of Bologna, surrounded by historic buildings and elegant arcades. Visit the Basilica of San Petronio, one of the largest churches in Italy, with a magnificent facade and impressive artworks.

In the afternoon, wander through the picturesque streets and discover artisan boutiques, artisanal gelato shops, and traditional bakeries offering mouthwatering treats.

For a unique experience, take a short trip to the nearby town of Dozza, renowned for its colorful murals that adorn the buildings. Stroll through its charming streets and visit the Dozza Castle, which houses an impressive collection of contemporary art.

Day 13-14: Florence – A Renaissance Masterpiece (100 km / 62 miles)

Hotel recommendation: Palazzo Vecchietti ⭐⭐⭐⭐⭐

End our 2 weeks Italy Itinuary on a high note by visiting Florence, the birthplace of the Renaissance. On day thirteen, check-in to the luxurious Palazzo Vecchietti, a historic boutique hotel located in the center of Florence, offering a perfect blend of classic elegance and modern luxury.

Begin your Florentine adventure with a visit to the world-famous Uffizi Gallery, home to an incredible collection of Renaissance masterpieces, including works by Botticelli, Leonardo da Vinci, and Michelangelo. Witness the iconic Birth of Venus and the enigmatic Primavera, two of Botticelli’s most celebrated paintings.

Stroll across the iconic Ponte Vecchio, a medieval bridge lined with jewelry shops, offering stunning views of the Arno River and the city’s historic architecture.

For lunch, treat yourself to a delightful meal at Ristorante il Pailolo, a tuscanian restaurant serving specialties and game changing stakes.

In the afternoon, discover the majestic Florence Cathedral, known as the Duomo, with its stunning dome designed by Brunelleschi. Climb the Campanile di Giotto for breathtaking views of the city and the Tuscan countryside.

Wander through the Piazza della Signoria, the city’s main square, and admire the statues and sculptures that adorn the open-air gallery. Visit the Palazzo Vecchio, a magnificent palace that serves as the city’s town hall and is steeped in history and art.

On your last day, explore the iconic Basilica of Santa Croce, the final resting place of Michelangelo, Galileo, and other eminent figures from Florentine history. Admire the artistic masterpieces and the beautiful frescoes that adorn this remarkable church.

Indulge in some leisure time by exploring Florence’s artisan workshops and boutiques, where you can find high-quality leather goods, exquisite jewelry, and Florentine paper products.

As the sun sets, enjoy a romantic farewell dinner at Trattoria La Casalinga, a beloved restaurant known for its homestyle Tuscan cuisine and warm atmosphere. Savor the flavors of the region while reminiscing about the unforgettable moments you’ve experienced throughout your two-week journey in Italy.