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Whether it’s your first or fiftieth time to Florence, the sheer pleasure of a leisurely cappuccino in Piazza della Signoria or admiring the view from Piazzale Michelangelo never lessens.

Grab a short restorative break in Rome, Milan or Venice or explore some of Italy’s less obvious city break destinations such as Palermo, Turin or Naples.

Or let us put together a multi-city break with accommodation in conveniently-located, affordable hotels that will allow you to explore and really get to know the heart of the city.

Bologna

Florence

Milan

Padova

Naples

Ravenna

Rome

Turin

Venice

Verona

Vicenza

Palermo

Hotels with amazing city views

Who wouldn't want to wake up here, open the curtains and keep dreaming? An hotel surrounded by the city skyline.

Breathtaking views, highly sought after, which enchant for the truly special location. From Milan to Naples passing through Verona, Venice and Rome: we have collected some of the most beautiful hotels with a view around Italy, a paradise for the few.

Monti Palace Hotel

Rome

Boutique Hotels

A panoramic roof top terrace where you can enjoy various thirst quenching apertivi as you recline amidst luscious greenery and the rooftops of Roma.

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Turin Palace Hotel

Turin

Boutique Hotels

Elegant and unfussy, with a great location in one of Italy’s most understated cities.

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Relais Fra’ Lorenzo

Verona

5-star Hotels

A romantic hillside inn above Verona, blending city views, warm hospitality and peaceful gardens close to the historic centre.

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Seaside cities

Here are the Italian cities and towns on the sea where you must go at least once in your life. Beautiful and famous places, each with its own particular characteristic. From the naturalistic value, to the spectacular landscape they offer, to the historical and artistic importance.

Unico Boutique Hotel d’Arte

Palermo

Boutique Hotels

A tranquil retreat with sea views from every room just outside the historic city of Palermo.

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Multi-City Breaks in Italy

With so many tempting destinations to choose from, why stop at just one? Our multi-city breaks allow you to visit two, or more destinations, to make the most of your holiday and double the fun.

Naples and Ischia: City and Spa break

Amalfi Coast & beyond

Naples and Ischia: City and Spa break

£ 2725 per person - 10 nights

A seamless twin-centre holiday that pairs Naples’ energy with the calm of Ischia, moving between the two by hydrofoil across the Bay of Naples.

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A Twin-Centre Holiday between Bologna And Ravenna

Bologna

A Twin-Centre Holiday between Bologna And Ravenna

£ 980 per person 7 nights

A twin-centre into the heart of Italian beauty, among mosaics, historic buildings and medieval abbeys.

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News and Offers

Rail Holidays

Italy’s Gardens by Train, Ferry, and Foot

Italy’s most compelling gardens reward arrival by train, boat, or foot — places where movement, landscape, and setting matter as much as planting.

Rail Holidays

WHEN RAIL TRAVEL BECOMES PART OF THE HOLIDAY

Rail travel in Italy is easier than most people expect. Real timings, train types, scenic routes, day trips and heritage services—used where they genuinely improve flow.

Travel Planning & Advice

How Italy Defines 5 Stars — And What ExpertoItaly Looks For Instead

A clear guide to what Italian 5-star ratings really measure — and how ExpertoItaly evaluates luxury through experience, meaning, and the role a hotel plays in your trip.

Travel Planning & Advice

Romantic Settings in Italy: Where Place Shapes Time Together

A curated guide to Italy’s most compelling romantic settings, explained through place, rhythm and contrast — with hotel pairings to help you choose.

Travel Planning & Advice

Ten Honeymoon Rooms That Shape the Journey

Ten carefully chosen honeymoon rooms in Italy, selected for how they shape pace, privacy, and experience — showing how ExpertoItaly matches rooms to people, not rankings.

Travel Planning & Advice

Why time matters more than the number of stops in Italy

Italian itineraries work best when travel is purposeful, not rushed. discover why focusing on rhythm, bases, and meaningful movement creates richer holidays than counting destinations.

Rail Holidays

Rail to Italy: the Glacier Express Experience

An exciting journey from Switzerland to Italy and vice versa on board of the Bernina Express, between natural beauty and engineering masterpieces.

Rail Holidays

Rail to Italy: the Bernina Express

A panoramic Alpine journey linking Switzerland and Italy, travelling through high mountain passes, lakes and valleys on one of Europe’s most iconic rail routes.

Lake Como

Varenna: The Ideal Car-Free Getaway on Lake Como

Escape to Varenna, a car-free haven on Lake Como, where breathtaking views, historic sites, and tranquil lakeside strolls await. Ideal for relaxing getaways.

Maremma Toscana

Unforgettable Getaway: Explore the Magic of Tuscan Maremma

Experience a romantic holiday in Tuscan Maremma. Discover stunning landscapes, cultural treasures, and relaxation with our guide to the perfect couples' getaway.

Wellness Holidays

Discover the Timeless Elegance of Spa Breaks at Saturnia Terme Resort

Discover Saturnia Terme Resort's timeless elegance. Perfect for couples, enjoy thermal baths, luxurious spa treatments, gourmet dining, and the charming Tuscan countryside.

Rail Holidays

Vigezzina-Centovalli Foliage Train: from the Alps to Lake Maggiore

A scenic narrow-gauge journey between the Alps and Lake Maggiore, passing forests, gorges and hillside hamlets on the historic Vigezzina–Centovalli Railway.

Sicily

Why ExpertoItaly Loves These Sicilian Gems 💎

Embark on a journey through Sicily's most breathtaking landscapes and luxurious stays with ExpertoItaly's tailor-made multi-centre holidays. From the rolling vineyards to the sparkling Mediterranean coastline, our curated trips offer a fusion of city vibrance, serene countryside, and idyllic island escapes.

Rail Holidays

Guide to Checking In for Trenitalia Regional Trains

Learn how to check-in for Trenitalia regional trains using the Trainline app. Follow our step-by-step guide for easy and flexible ticket validation.

Couples

Ancient Alleys, Modern Comfort: Italy’s Charming Urban Abodes

Immerse in the harmony of history and luxury at Italy's finest urban boutique hotels, where every stay weaves the enchantment of ancient alleys with the sophistication of modern comforts.

Western Sicily

Sip and Surf in Sicily: A Western Wonderland for Beach and Wine Aficionados

Between the hills of Menfi, the sea of Porto Palo and the surreal views of Lake Arancio dotted with tiny boutique wineries, the Sicilian Chiantishire is all here.

Western Sicily

The Egadi Islands: A Haven of Slow Living

Emerald bays, white houses with blue doors, rocky shores and hidden caves.

News and Offers

Lerici: a twist of culture on a beach holiday

The ideal refuge for a few days in the footsteps of writers and intellectuals. Between dry stone walls and sea view paths connecting villages such as Tellaro, Lerici, Fiascherino. Rocky terraces from which to admire the romantic Portovenere and the islands of Palmaria, Tino and Tinetto.

News and Offers

A kayak view of the Amalfi Coast

Paddle aboard a kayak discovering the enchanted and unspoiled nature, inaccessible places and secret coves of the Amalfi Coast.

Outdoors

Embark on a Venetian Adventure: The Thrill of Kayaking Through Venice’s Heart

Kayak and Venice seems like a particular combination! To discover the lagoon city, there is nothing better than navigating the main canals and streams on board of a kayak.

Outdoors

Kayak Naples — our pick for a three-hour reset on the bay

Unusual itineraries, proposed by the team of Kayak Napoli, allowing you to admire the ancient villas, fishermen's corners, caves and other points of archaeological interest from the sea of Naples.

News and Offers