The Lavish Life: A Guide to Italy’s Most Upscale Destinations

Top 10 Luxury Destinations in Italy, including pro tips on how to make your getaway totally unforgettable

Italy is renowned for its rich history, stunning landscapes, and mouthwatering cuisine. But for those seeking a luxurious escape, the country offers a collection of elite destinations that epitomize opulence, sophistication, and exclusivity. Whether you're a connoisseur of fine wine, a lover of high-end fashion, or simply seeking a glamorous retreat, Italy's upscale locales provide the perfect backdrop for an indulgent getaway. Scroll our top 10 luxury Italian destinations and start planning your next trip.

10. Taormina: Mediterranean Elegance

Perched on a hilltop overlooking the Ionian Sea, Taormina offers a blend of ancient ruins, lush gardens, and stunning vistas. The town's luxury hotels, such as the Four Seasons San Domenico Palace and the Belmond Villa Sant’Andrea, provide panoramic views and impeccable service. Stroll through medieval streets, visit the Greek Theatre, or indulge in fresh seafood on sun-drenched terraces. Taormina’s combination of history, nature, and luxury makes it a Mediterranean jewel for the discerning traveler.

PRO TIP: Try the original cassata with a frozen coffee granita

9. Positano: Coastal Grandeur

For a luxurious seaside retreat, the Amalfi Coast delivers stunning cliffside villages and crystal-clear waters. Positano, Amalfi, Praiano, are dotted with boutique hotels like Le Sirenuse and San Il Pietro, featuring infinity pools and panoramic views. This region epitomizes the lavish coastal lifestyle with its breathtaking scenery and exclusive accommodations.

PRO TIP: Charter a private yacht to explore hidden coves or savor multi-course seafood feasts at seaside restaurants like Conca del Sogno

8. Cortina d'Ampezzo: The Queen of the Dolomites

Known as Italy’s premier mountain resort, Cortina d’Ampezzo is synonymous with elegance and adventure. Surrounded by the dramatic peaks of the Dolomites, it offers world-class skiing in winter and hiking, shopping, and spa retreats in summer. Upscale hotels like the Cristal Hotel Spa & Wellness and the Rosapetra Spa Resort provide luxury accommodations amidst pristine nature. Cortina combines Alpine charm with sophisticated leisure, perfect for the active yet refined traveler.

PRO TIP: Visit the stunning nearby Lake Misurina

7. Lake Como: Elegance in Nature

Famous for its stunning vistas and exclusivity, Lake Como has long been a magnet for celebrities and wealthy travelers. The lakeside towns of Bellagio, Varenna, and Menaggio offer charming streets, luxurious villas, and great dining options. Stay at Villa d'Este or Grand Hotel Teremezzo, where breathtaking views and world-class service define the experience. Enjoy lunch at La Terrazza or La Goletta in Bellagio. Often called Italy’s most glamorous lake, Como is perfect for relaxing in style amidst lush gardens and shimmering waters.

PRO TIP: Take a private boat tour to discover the beauty of Lake Como from the water

6. Milan: The Fashion Capital of the World

As Italy's fashion powerhouse, Milan stands out for its stylish boutiques, luxury hotels, and vibrant nightlife. Spend your days exploring the iconic Galleria Vittorio Emanuele II, home to flagship stores of Prada, Gucci, and Louis Vuitton. For a refined dining experience, indulge in haute cuisine at renowned restaurants like Cracco or Il Luogo di Aimo e Nadia. Stay at the Bulgari Hotel Milano or the Four Seasons Hotel Milano for plush accommodations that blend modern elegance with Italian opulence.

PRO TIP: There is more than shopping: discover magnificent art at Pinacoteca di Brera.

5. Rome: The Eternal City with a Luxe Twist

Rome combines ancient history with contemporary luxury. Book a suite at the Hotel de Russie or the Palazzo Manfredi with views of the Colosseum. Explore designer shopping along Via Condotti, where brands like Valentino and Bulgari reign supreme. Enjoy private after-hours tours of the Vatican Museums or indulge in artisan gelato from gourmet shops. Rome’s vibrant culture paired with elite accommodations makes it an ideal destination for a lavish urban escape.

PRO TIP: Enjoy an aperitivo at the rooftop of Bulgari Hotel

4. Ravello: The most magnificent views of the Amalfi Coast

Ravello is a charming, upscale village perched on the Amalfi Coast in Italy, renowned for its stunning panoramic views, lush gardens, and sophisticated ambiance. Chosen by Richard Wagner as its favorite place of musical inspiration, this tranquil retreat offers a perfect blend of natural beauty and luxury, featuring elegant hotels, historic villas, and world-class dining. Stay at Belmond Caruso or Palazzo Avino if you want to enjoy the most dramatic views of the Mediterranean in a lavish setting. Ravello's reputation as a luxury destination is enhanced by its exclusive atmosphere, cultural richness, and exquisite craftsmanship, making it an ideal retreat for travelers seeking refined comfort and breathtaking vistas.

PRO TIP: Visit the stunning gardens of Villa Cimbrone and then enjoy sunset dinner at the Michelin starred Flauto di Pan

3. Florence: The Cradle of Renaissance and High Style

Florence’s exquisite art, architecture, and fashion scene make it a hotspot for luxury travelers. Accommodation options like the St. Regis Florence or the Four Seasons Hotel Firenze offer refined comfort amidst Renaissance masterpieces. Shop at high-end boutiques on Via de' Tornabuoni, and dine at Michelin-starred restaurants such as Enoteca Pinchiorri.

PRO TIP: A private helicopter tour over Tuscany’s rolling hills can add an unforgettable touch of elegance

2. Venice: The City of Canals and Timeless Elegance

Venice epitomizes romantic luxury with its enchanting canals, historic palaces, and artistic treasures. Stay at legendary establishments like The Gritti Palace or Hotel Danieli, offering sublime views of the Grand Canal and unparalleled service. Explore the city’s iconic sights in style, including a classic private gondola ride

PRO TIP: Book a concert at La Fenice, one of the most iconic theatres in the world

1. Portofino: The Glamorous Riviera Jewel

Discovered by the rich and famous, Portofino exudes charm and exclusivity. Its colorful harbor is lined with stylish boutiques, fine dining establishments, and luxury yachts. Stay at the iconic Hotel Splendido or the Belmond Hotel Caravelle, both offering private terraces and breathtaking sea views.

PRO TIP: A private boat trip along the Ligurian coast or sunset cocktails at a seaside lounge are quintessential Portofino experiences.