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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 city breaks

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.

DETAILS

Turin Palace Hotel

Turin

Boutique Hotels

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

DETAILS

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.

DETAILS

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.

DETAILS

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

10 nights · Car-free · Naples’ art and food, then Ischia’s gardens and spa · From £2,725 pp

DETAILS

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.

DETAILS

News and Offers

Rail Holidays

Italy’s Gardens by Train, Ferry, and Foot

Discover Italian gardens by train, ferry and local transport, including Caserta from Naples and La Mortella and Ravino on Ischia.

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

Italian settings for time together, from Palermo and Salina to Naples and Ischia, with hotel pairings and practical travel ideas.

Travel Planning & Advice

Ten Honeymoon Rooms That Shape the Journey

Ten honeymoon rooms in Italy, with sea views, terraces and city settings to help you choose a stay for your own journey.

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

Seven Sicilian Hotels We Recommend

Seven characterful Sicily hotels for vineyard stays, sea-view breakfasts, city walks and island days, from Etna and Taormina to Palermo and Salina.

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

Explore Italian boutique hotels with distinctive art, historic buildings and welcoming interiors, including Naples, Catania and Mondello.

Western Sicily

Menfi: Beaches, Vineyards & Western Sicily

Enjoy Menfi’s sandy beaches, wine estates and countryside, with days out to Selinunte and the historic places of western Sicily.

Western Sicily

The Egadi Islands: Choosing the Right Day from Western Sicily

Choose your Egadi Islands day: Favignana’s museum and coast, Levanzo’s prehistoric cave or Marettimo’s rugged landscapes, sailing from western Sicily.

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

Kayaking from Amalfi: A Guided Way to Explore the Coast

A practical guide to a guided kayak excursion from Amalfi: the route, swimming and fitness requirements, meeting point and weather arrangements.

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

Kayaking in Naples: Seeing Posillipo from the Water

A practical guide to kayaking along the Posillipo coast, including the route, meeting point, suitability, equipment, weather and booking arrangements.

News and Offers

The Times: 25 sexiest hotel suites in Italy

A 2020 Times feature included Relais Blu, Capofaro and La Foresteria Planeta among its Italian hotel suites, with a mention for ExpertoItaly.

Couples

Italian Seascapes: Ten Boutique Retreats for a Romantic Coastal Escape

Ten small coastal hotels in Italy, from island villages and seaside towns to vineyard retreats within reach of the beach.

Travel

Salina for Couples: Villages, Vineyards & Days by the Sea

Enjoy Salina’s villages, Malvasia vineyards, coastal boat trips and quieter hotel days, with ideas for a week in the Aeolian Islands.

      EXCELLENT  
   Based on 78 reviews 
    
 
 
 
   
 
 
       Posted on Google  
   
   Kay Wade 
 27 September 2026
 
 
 Trustindex verifies that the original source of the review is Google. We can’t thank ExpertoItaly enough for the wonderful trip to northern Italy organized for us in August. We really appreciated that Antonio took time and effort to get to know the kind of travelers we are so as to create an imaginative, personalized travel plan and detailed guide packed with tips and information about the places we visited. His vast insider knowledge of his country contributed to our smooth and stress-free train journeys and to all that we learned and enjoyed about the cities we visited; about their respective histories, cultures, infrastructures, public spaces, peoples and more. We would recommend ExpertoItaly in a heartbeat!
  
 
      Posted on Google  
   
   Catherine Day 
 16 July 2026
 
 
 Trustindex verifies that the original source of the review is Google. We’re recently home after a wonderful holiday in Puglia arranged with Antonio. Great pace, a range of always excellent accommodation and an interesting suggested itinerary. We would highly recommend Expert to Italy and look forward to planning our next getaway with Antonio.
  
 
      Posted on Google  
   
   Mike Girling (No nickname) 
 16 June 2026
 
 
 Trustindex verifies that the original source of the review is Google. Just back from another delightful holiday organised from start to finish by the Italian "Expert" Antonio. After several discussions with him we decided to have an eleven day trip to the Amalfi coast and Ischia and thanks to his intimate knowledge of the area we had a most enjoyable and memorable time. Ischia in particular was absolutely wonderful. Antonios advice on the boutique hotels, guided tours, and places to visit were exemplary as were the drivers he booked to ferry us around. In addition to all the knowledge and advice he provides, this time, we encountered a  couple of problems of our own making, but a quick WhatsApp to Antonio and within 24 hours both problems were solved. So if you are looking for an independent holiday in Italy along with great support we have no hesitation in recommending Antonio Mike & Diane
  
 
      Posted on Google  
   
   Daniel Hockman 
 9 June 2026
 
 
 Trustindex verifies that the original source of the review is Google. ExpertoItaly is a brilliant company, and Antonio organised a wonderful holiday for us in Puglia a region we did not know. His suggestions were all fantastic. He listens to what you want to do and works your holiday around that. I wouldn’t hesitate to recommend him to anyone contemplating a holiday in Italy. Thank you so much, Antonio!
  
 
      Posted on Google  
   
   Elaine Yeoh 
 6 June 2026
 
 
 Trustindex verifies that the original source of the review is Google. We engaged Antonio Cresce to plan and manage our 3 week holiday in Italy - covering towns in the regions of Puglia, Basilicata ,Calabria and Campania. Our holiday was seamless and exceeded all our expectations, and I would highly recommend Antonio / Expert to Italy for all your holiday planning and needs. From the point of choosing destinations, Antonio was collaborative and listened to everything on our wishlist . The towns he chose for us were exactly the places that we loved .. off the beaten track, charming and authentic Italy ! He picked our accomodation and again there was a lot of collaboration over our needs and we loved the choices . The tours he organised were exceptional. I wanted to see wildflowers and orchids and he engaged experts to take me around the national parks . I would never have been able to source the contacts and organise the excursions as perfectly as it was done . Some of the best moments of our travels , ever! Transfers were professional and seamless. Antonio remained fully contactable throughout our trip for questions , help and any details we needed. We felt fully secure and confident that we had an agent travelling along with us at every step! It was a huge benefit as well having him in the rough time zones as Italy where he is based in the UK, so that any questions were promptly answered and sorted . This could have been more problematic if we had engaged someone from home in Australia with the big difference in time zones . We appreciated his travel advice and recommendations, his work ethics , his professionalism and how he went over and beyond to make our holiday truly exceptional!
  
 
      Posted on Google  
   
   Judith Warren 
 29 April 2026
 
 
 Trustindex verifies that the original source of the review is Google. Antonio is super helpful and efficient and he knows Italy. He arranged our three centre Italian holiday, booked all train tickets, taxis and hotels and suggested places we wouldn't have thought of. You can have an independent holiday without problems, even in a less touristy area, because he's organised everyone for you and he's a back up if anything goes wrong. Thanks Antonio, be in touch next time!
  
 
      Posted on Google  
   
   Anne Fenton 
 22 September 2025
 
 
 Trustindex verifies that the original source of the review is Google. Antonio was a delight to deal with. He was knowledgable, friendly and very patient when we changed our plans several times! His choices of hotels were exceptionally good and he was very responsive when we had a little hiccup with the car rental. Highly recommend his services.
  
 
      Posted on Google  
   
   Teresa Oliveira 
 25 August 2025
 
 
 Trustindex verifies that the original source of the review is Google. We used ExpertoItaly to help us with our two-week holiday in Sicily. We had a couple of interactions with Antonio, and were very fast to close on our itinerary and hotels. Everyting was very well organized and suitable to our requirements. Antonio chose very good accommodations: small beautiful, full of character and well located. He also booked our bus trips as we did not want to rent a car. That worked really well. It was a great help and gave us great confidence for our trip. We strongly recommend ExpertoItaly if you want customised holidays in Italy. We will use it again for future traveling in Italy!
  
 
      Posted on Google  
   
   IzzieD 
 21 August 2025
 
 
 Trustindex verifies that the original source of the review is Google. Antonio is an expert on Italy so if you are planning a trip then you should definitely use ExpertoItaly. He helped us plan the perfect family trip and we cannot fault any of his recommendations. From car hire, to the perfect hotels and apartments, he is highly knowledgeable and it doesn't stop with planning. He was on hand to be available if we needed his help while on the trip. His customer service is first class. Thank you so so much and we look forward to planning our next trip with you.
  
 
      Posted on Google  
   
   David Wise 
 12 August 2025
 
 
 Trustindex verifies that the original source of the review is Google. Antonio was really helpful in planning our trip to Italy. We wanted to visit 3 locations, he provided recommendations on accomodations which were great - really good locations for each booking.  He also coordinated taxis and trains and provided a load of suggestions for each location for places to eat and sites to visit.  He was readily available to answer any questions we had by email or WhatsApp. His assistance really helped us in planning this trip and saved us a lot of stress in trying to coordinate this ourselves. All in all we had a great holiday