Travel Guide for Italy

Italy, nestled in southern Europe, is a treasure trove of ancient history, world-renowned art, and natural beauty. From the ruins of Rome to the romantic canals of Venice, each city offers stories that span centuries.

September brings pleasant weather—warm days and cool evenings, ideal for exploring. With a high budget, you can enjoy private vineyard tours in Tuscany, luxe stays on the Amalfi Coast, and Michelin-star dining. Traveling with friends, savor Italy’s vibrant nightlife, chic shopping, and unforgettable landscapes together.

Most travelers reach Italy by flying, with major airports in Rome, Milan, and Venice welcoming international flights from around the world. For those already in Europe, high-speed trains like the Frecciarossa and Eurostar provide comfortable, quick journeys from cities such as Paris, Zurich, and Munich. Private chauffeur services and luxury train options can add extra comfort for groups of friends with a higher budget.

You can also arrive by boat via luxury cruises docking in coastal cities like Venice and Naples, or charter a private yacht for a unique entry. September weather is usually pleasant, making all these travel methods reliable, and peak summer crowds have eased, so you’ll enjoy a smoother travel experience. Consider pre-booking VIP airport transfers and private tours for the most seamless and stylish trip.

Italy enjoys a Mediterranean climate, with hot, dry summers, mild and wet winters, and pleasant springs and autumns. Northern regions get colder in winter and can see snow in the Alps, while southern areas remain warmer year-round. Coastal areas are generally milder than inland regions.

From September 4 to September 18, expect comfortable temperatures—usually between 20–28°C (68–82°F)—with cooler evenings and a chance of brief rain showers, especially in the north. Extreme weather is rare, though occasional storms are possible. This time of year is perfect for outdoor adventures, sightseeing, lively nightlife, harvest season gastronomy, arts events, and cultural festivals across the country.

Italy’s best stays for friends on a high budget include five-star hotels like Rome’s Hotel de Russie or Milan’s Mandarin Oriental, both luxurious and centrally located. For a more authentic vibe, choose elegant villas in Tuscany, such as Villa Cora, or modern apartments in Florence’s Santo Spirito neighborhood—both ideal for groups.

Resorts along the Amalfi Coast (Le Sirenuse or Belmond Hotel Caruso) offer unmatched scenery and top amenities, while Lake Como's private villas and Venice’s palatial hotels are also exceptional. Use booking platforms like Booking.com, Plum Guide, or Airbnb Luxe for high-end options. For September 4–18, book early as it’s still high season in many popular Italian destinations.

Italy is famous for its regional specialties—think Roman carbonara, Florentine steak, Sicilian arancini, and gelato everywhere. Key local drinks include espresso and aperitivi like Aperol Spritz. For fine dining, try Osteria Francescana (Modena), La Pergola (Rome), or Il Luogo di Aimo e Nadia (Milan). Milan and Florence also offer lively rooftop bars and chic wine cellars.

Tipping isn’t mandatory; service (coperto) is often included, but leaving small change for excellent service is appreciated. Reserve in advance at renowned spots. Dietary needs are increasingly catered for, though gluten-free and vegan options are more common in larger cities. Enjoy long, leisurely meals—food is a celebrated, social experience in Italy.

Italy is the perfect destination for friends looking for adventure, culture, and luxury. Hike the scenic trails of the Amalfi Coast or take a sailing tour of the Mediterranean for breathtaking views. At night, Milan and Rome offer vibrant nightlife, with upscale clubs and live music.

Explore Florence’s art museums, Venice’s canals, and immerse yourself in September festivals like Venice Film Festival or Verona’s opera season. Savor gourmet dining and wine tastings in Tuscany for a taste of Italy’s culinary excellence.

Italy’s secret gems await daring explorers. Discover the ancient ghost town of Craco, perched dramatically on a hilltop, or hike through the mystic forests and waterfalls of the Val d’Orcia away from usual tourist crowds. Seek out the monster-filled sculpture park of Parco dei Mostri in Bomarzo for a surreal adventure.

For the truly adventurous, spelunk in the crystal-studded caves of Grotte di Frasassi, or join a truffle hunt with local experts in Piedmont. Stroll among the colorful abandoned villages of Liguria or kayak to secret beaches along Sardinia’s rugged coast – these offbeat activities reveal a side of Italy few travelers ever see.