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JPY (Â¥)Italy, a land of fascinating history, mouthwatering cuisine, and stunning landscapes, is a Mediterranean paradise in which you’ll discover magnificent treasures around every corner. If you’re dreaming of an unforgettable 14 days in Italy but aren’t sure where to begin, we’ve created the perfect 14 day Italy itinerary for you. From dazzling beaches and impressive UNESCO World Heritage Sites to medieval towns and rich cultural gems, this 2 week journey will take you through the very best of this extraordinary country.
Day 1-3: Venice
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Kick off your dreamy 14 Days in Italy Itinerary in the Floating City! Upon your arrival in Venice, you’ll quickly understand why this destination is so exceptional. As you meander your way through the enchanting canals, marvel at the picturesque bridge of Ponte San Polo and the majestic Doge’s Palace. Then, at Rialto Market, savor authentic local pasta and creamy gelato while visiting iconic landmarks like the Bridge of Sighs. Venice also boasts an intriguing tradition of lace and glassmaking, and there’s no better way to witness this artistry than on our Murano & Burano Day Tour from Venice. In Murano, watch skilled artisans craft breathtaking glass, while in Burano, admire the island’s colorful houses and intricate lacework. Explore charming boutiques filled with handmade souvenirs, fantastic keepsakes from your Venetian getaway.
Evening
After a long day of sightseeing, enjoy some of the best restaurants in Venice, which you can find on our informative map of Venice. Following this, toast to your adventures with a refreshing glass of Prosecco at one of the city’s top bars. Whether you’re in the mood for high-energy dancing at a lively club or a peaceful evening at a candlelit wine bar, Venice sets the perfect stage for a truly memorable night.
Day 4: Milan
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If you’re looking for a taste of la dolce vita, Milan is one of the best places to see in Italy. This remarkable, cosmopolitan city showcases a combination of modern flair with rich history and culture. Visit iconic treasures, for example, the Sforzesco Castle, a testament to Milan’s royal past, and the Milan Duomo, a Gothic masterpiece. Additionally, Milan is home to a stunning array of famous Italy landmarks. In particular, the majestic Alla Scala Theater and Galleria Vittorio Emanuele II bring the city’s mesmerizing heritage to life.
Evening
Wrap up your day of exploration with a stroll through the Navigli Milan neighborhood for an evening aperitivo. Here, you can experience Milan like a true local by joining our popular Milan Street Food and Drink Tour. With expert tour guides leading the way, savor Milanese street foods and drinks like delicious pizza cones and innovative cocktails. At the same time, you’ll gain deeper insight into Milan’s impressive gastronomic tradition.
Day 5-6: Verona, Sirmione, and Lake Garda
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For those wondering what to pack for 14 days in Italy, make sure to bring along your copy of Romeo and Juliet, as Verona is the setting of this timeless love story. Wander across this enchanting city at your own pace, stopping for a leisurely lunch in the charming Centro Storico. Next, embark on one of the best day trips from Verona to Sirmione, a picturesque town nestled near Lake Garda. Step into this captivating village via its historic city gates and marvel at the majestic Scaligero Castle in addition to the peaceful lakefront. On your return, roam amid aesthetic olive groves and treat yourself to flavorful Italian espresso, soaking in the breathtaking views.
Evening
Spend your evening at the Verona Philharmonic Theatre, where world-class opera and musical performances await. Afterward, visit Piazza Erbe, one of Verona’s most vibrant squares. The lively atmosphere during the day becomes truly alluring at night, as the historic buildings glow with a magical light. Enjoy unique cocktails at an exhilarating bar, dance at a buzzing nightclub, or venture on a romantic, moonlit walk.
Day 7: Florence
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Florence, the birthplace of the Renaissance, boasts legendary sites like the Florence Duomo and the Uffizi Gallery. After admiring outstanding sculptures, paintings, and architecture, explore the bustling central market, where you can indulge in delicious local delicacies. For an even more off-the-beaten-path culinary experience, join our Florence Food & Wine Half-Day Tour. Savor the finest Tuscan wines and incredible dishes such as artisanal cured meats and sweet cantucci cookies, expertly paired together to showcase the best of Tuscany’s cuisine.
Evening
Appreciate the magic of Florence from a luxurious rooftop, sipping on an Italian aperitivo at one of the best bars in Florence while reflecting on your adventures. The Renaissance capital is famous for its exciting nightlife, featuring countless intimate wine bars and exhilarating nightclubs. Roar with laughter at a comedy performance, belt out your favorite tunes at a karaoke bar, or dance the night away at a club where the energy doesn’t die down until dawn.
Day 8: Pisa, Siena, and San Gimignano
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Siena, a striking UNESCO World Heritage Site situated in Tuscany, is home to iconic medieval sites like the Siena Civic Museum and the Duomo Cathedral. While you’re there, ascend the magnificent Torre del Mangia for spectacular views and perfect photo opportunities. Also, make sure to shop along the Via Banchi di Sopra, where you’ll find beautifully crafted handmade ceramics. Next, head to the picturesque hilltop town of San Gimignano, famous for its soaring towers. Finish the day in Pisa, where you’ll marvel at the famous Leaning Tower, Cathedral, and Baptistery. Additionally, if you’re wondering where to stay in Siena and the surrounding area, there are a wealth of quaint guesthouses, elegant hotels, and gorgeous retreats, suitable for all travel preferences. If you prefer not to independently navigate your way through these Tuscan cities, join our Best of Tuscany Day Tour from Florence and let us do the work for you.
Evening
If you’re exhausted after an exciting day of sightseeing and yearning for a leisurely night out, why not spend your evening interacting with Pisa’s friendly locals? Despite its small size, Pisa’s vibrant student population ensures a lively nightlife, with an abundance of terrific bars where you can enjoy a laid-back atmosphere and fantastic company.
Day 9-10: Rome
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Picture yourself standing in the heart of Rome, surrounded by the legendary Colosseum and the remnants of the Roman Forum. For the perfect 14 days in Italy itinerary, it’s crucial that you take advantage of your time in this city. The optimal way to experience Rome is on our Rome Street Food Tour. You’ll stroll through must-see Italy landmarks, including Piazza de Ricci and Campo de Fiori. As you explore, indulge in delicious Roman cuisine such as flavorful tiramisu and heavenly Roman pizza.
Evening
Cap off the day by admiring a spectacular sunset from the Spanish Steps. Later, venture to the popular Trastevere neighborhood, known for its bohemian charm and sensational energy. Unwind with a relaxing aperitivo or a handcrafted cocktail in one of the best bars in Rome, all listed on our informative map of Rome. This is truly the ideal way to wrap up the night before another day of adventure.
Day 11-12: Vatican and Naples
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In the Vatican City, bask in the spiritual atmosphere of the Vatican Museum, the Sistine Chapel, and St. Peter’s Basilica. After, head from Rome to Naples to catch a captivating opera performance at the San Carlo Theater, visit the grand Castel Nuovo, and savor Naples’s world-famous pizza. Also, what if we told you could make some of Naples’ iconic dishes yourself? During our Traditional Pasta Class in Naples, a professional chef reveals the secrets to preparing authentic Neapolitan pasta, using techniques passed down through generations.
Evening
Naples, in the evening, is a constant, exhilarating celebration. Enjoy live music in bustling squares, dance until dawn at a beachfront club, or bar-hop across the quaint Spanish Quarter. For a more laid-back experience, take a peaceful stroll along Lungomare di Napoli, a breathtaking seafront promenade where you can marvel at panoramic views of Mount Vesuvius under the twinkling city lights.
Day 13-14: Amalfi Coast
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The glorious Amalfi Coast is brimming with charming seaside villages, scenic landscapes, serene beaches, and much more. Finish your 14 Days in Italy itinerary by exploring the ancient town of Ravello, perched high on a hill, one of the most wonderful hidden gems in Italy. From there, you can tour additional gorgeous, tranquil coastal villages, including Amalfi, and admire intricate churches and local shops. Finally, journey toward Positano, where you can relax on an idyllic beach and soak in the beauty of the Mediterranean.
Evening
No trip to the Amalfi Coast is complete without enjoying the region’s energetic, captivating nightlife. From sophisticated fine dining on hotel terraces overlooking the glittering sea to casually mingling with locals in lively piazzas, there’s something for every taste. Sway to live music in a picturesque outdoor venue, indulge in a glass of wine at a chic rooftop bar, or head to a nightclub carved into a seaside cave. No matter what your ideal evening looks like, the Amalfi Coast truly delivers in style.
Secure This 14 Days in Italy Itinerary With the Click of a Button!
If this 14 Day Italy itinerary sounds like your ideal trip, let us make it your reality! Instead of having to book and organize each of these day experiences and hotels, you can have it all seamlessly organized for you through our 14 Day Best of Italy Tour Package - Venice, Milan, Florence, Rome & Naples. This option promises the ultimate Italian getaway, whisking you across every one of these stunning highlights. Looking for something else? We offer several other Italy Package Tours, which are available in a range of durations. With all your transfers, expert tour guides, comfortable hotels, incredible food-tastings, entrance fees, and thrilling activities taken care of, you’re guaranteed an epic, stress-free vacation. All you have to do is sit back, relax, and bring your sense of adventure!
