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Top 5 Italy City Breaks for 2024

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Top 5 Italy City Breaks for 2024
Bustling city centres, historic architecture, magnificent art, exquisite dining, and a true delve into Italian culture, city breaks offer some of the best Italy holidays. 
From the rolling hills of Tuscany and food extravaganzas in Bologna to sensational shopping in Milan and romance in Venice, here are the top 5 Italy city breaks for 2024. 


Bologna holidays combine elegance, history, and some of the best authentic Italian cuisine in the country. From exquisite gastronomy on every corner and automobile marvels, Bologna offers an Italian city break for everyone. 
This unique city is the heart of the Emilia-Romagna region, an absolute must for foodies. Whether you want to try freshly made pasta or olive oil that will send your tastebuds on the adventure of a lifetime, you’re in for a true tantalising treat. Citalia’s six-day Gastronomic Highlights of Emilia Romagna Escorted Tour offers the perfect opportunity to get your taste of the real Italy.
History lovers, Bologna has more than 50 museums, waiting to be explored. You have the chance to witness some of the most infamous works of art from artists such as Raphael and Michelangelo. History and automobile innovation meet at the Bologna museums dedicated to top automobile manufacturers, including Lamborghini, Ferrari, and Maserati. 
Hotel Metropolitan Bologna is another historical marvel from 1950. While this pristine hotel has been part of Italy's history for over 70 years, the rooms are bright and modern. The rooftop bar offers the perfect space to enjoy a drink after a day of exploring, inviting you to soak in the sensational views of the city. 
Image of a square at night time in the city of Bologna in Italy


Holidays in Naples offer a bustling city where nothing is far from fulfilling your city break adventures. Simply roaming the streets offers a historic exploration, with fascinating monuments and picture-perfect piazzas. 
The San Carlo Opera House is not to be missed. As the oldest opera house in Europe, culture vultures are in for a treat. Guided tours are available throughout the day, but to truly experience the incredible atmosphere, a night at the opera is in order. 
While the city is busy, there is plenty of space to get a more relaxed feel of Naples. The stunning botanical gardens offer the ideal place to soak up the sunshine, with 170 acres of pristine landscape, offering an enchanting natural haven. 
Hotel Paradiso Napoli is located at the top of Posillipo Hill, with awe-inspiring views of Mount Vesuvius and the Gulf of Naples. The city centre is situated 25 minutes' drive from the hotel, taking you out of the hustle and bustle of the city. The onsite restaurant is ideal for dinner under the stars with magnificent views and traditional Italian cuisine. 
Citalia’s Jewels of Southern Italy small group escorted tour offers the very best of Southern Italy in an eight-day history exploration. From the Roman ruins of Pompeii and the Greek temples of Paestum to the amazing Amalfi Coast, the tour offers a first-hand look at some of Italy’s most historic sites. 
An image of an aerial view of the city of Naples in Italy at night time


Holidays to Venice offer the quintessential Italy city break. From the myriad of museums and historical sites to romance on the grand canals and traditional food at some of the best restaurants in Italy, Venice is truly a city break you won’t soon forget. 
Romance is in the air from the moment you arrive, with the sounds of opera serenading your intimate gondola ride past some of the most historical sites in Venice. Then it’s off to one of the many romantic restaurants in the city, ideal for lovebirds looking to cosy up with good wine and a tantalising traditional meal. 
For history buffs, Venice museums are an absolute must, including the Peggy Guggenheim and Gallerie dell'Accademia. But you don’t need to head inside to experience the magical history of Venice. Walking the streets will take you past some of the most historic buildings and sites in the world. 
Dating back to the 15th century, Ca' Sagredo is a historic hotel situated on the banks of the Grand Canal. It boasts the ideal spot for heading on the canals for the day to explore the incredible city with ease or walking the historic streets, with the famous Rialto Bridge only a 15-minute walk away. Ca' Sagredo is a one-of-a-kind hotel that merges fantastic service, modern amenities, and magical history. 
Image of the Rialto Bridge over a canal in the city of Venice in Italy


Nestled in the rolling hills of Tuscany, Florence offers a deep dive into true Italian culture, with historic buildings, significant art, and traditional food that will take your breath away. 
The small city creates a romantic and intimate ambience, ideal for leisurely strolls along ancient streets that transport you to another era. History enthusiasts will delight in exploring the captivating galleries and museums, with a trip into remarkable tales of Florence's past. 
To truly experience all this incredible city has to offer, Citalia’s Small Group Walking Tour of Florence offers the best way to explore the famous Florence sites, including the Santa Maria del Fiore Cathedral, the Ponte Vecchio and the most significant piazzas. 
For those seeking proximity to the bustling city life, the Grand Hotel Baglioni provides an opulent Italian city break. Situated just a brief stroll from Florence's city centre, this hotel offers convenient access to numerous attractions. The onsite restaurant and rooftop terrace boast breathtaking panoramic views of the city. With its blend of comfort and luxury, this hotel guarantees a delightful stay in one of Italy's most enchanting destinations.
Image of a church with dome-shaped roof lit up at night in Florence in Italy


Milan holidays offer the epitome of a city break. Well known as the fashion capital of Italy, with the famous 18th century Galleria Vittoria Emanuele II, shopping lovers are in for a dream holiday in Italy. True designer enthusiasts will be enthralled at Milan Fashion Week, where the top designers show their latest fall and winter works between 20-26 February 2024.
History lovers, the Duomo Cathedral is a must with spectacular architecture that takes a step back in time. The historic marvel with 135 spires and an incredible 3,200 statues is a dream day out for culture vultures. Citalia’s Grand Tour of Milan offers the perfect opportunity to see some of Milan’s must-see sites. From the Duomo to the legendary artwork, The Last Supper, your guide will take you through some of the most famous sites in Milan. 
Located just behind Piazza Duomo, the Sina De La Ville hotel offers a prime location, with famous spots like the Galleria Vittoria Emanuele II only a short stroll away. The elegant furnishings provide a London townhouse feel for the ultimate city break escape. Head to the rooftop pool for an afternoon of relaxation, while looking over to the infamous cathedral. 
Image of the cathedral in the square in the centre of the city of Milan in Italy

Discover the Real Italy with Citalia 

Are you ready to experience the top 5 Italy city breaks? Citalia are the UK’s leading Italy specialist with over 90 years' experience in tailoring holidays to Italy. Experts are on hand every step of the way to ensure you make memories to last a lifetime. It’s never too late to start planning your Italian escape!
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