Dubrovnik and Milan both offer unique and enticing experiences, but which one should you choose for your city break or holiday?

We recognise the difficulty in making this decision. While there is abundant information available on both destinations, clear guidance on which city better aligns with your travel preferences is often hard to find.
This article aims to provide an impartial comparison of Milan and Dubrovnik, and hopefully help you to choose the best city to visit.

The article is structured into several sections, each of which can be directly accessed through the following links:
• Introduction to the cities
• Scores and ratings
• Which one should I, friends, or family visit?
• When to visit and weather
• Who is the city suited for?
• The perfect 48hours (with map)
• Tourism details (where to stay? airport details?)

Dubrovnik, a jewel of the Adriatic, beckons modern travellers with its sublime blend of medieval charm and contemporary allure. Encircled by iconic stone walls, this UNESCO World Heritage site offers a timeless journey through cobbled streets and baroque buildings, each telling tales of a rich, turbulent history.

Yet, beyond its historical treasures, Dubrovnik embraces the present with open arms, offering a plethora of chic restaurants, trendy boutiques, and vibrant nightlife. The stunning coastline, dotted with pristine (stone) beaches and crystal-clear waters, provides a tranquil escape from the city’s bustling heart.
For the discerning traveller seeking a blend of culture, history, and natural beauty, Dubrovnik stands unrivalled—a truly captivating destination.

Milan, synonymous with fashion and luxury shopping, is a city where appearances matter, and even its main tourist attraction, the Galleria, is a shopping arcade. While the historic centre is home to high-end boutiques and designer stores, the city’s more creative and edgy districts can be found on the outskirts.

Visitors should be aware that Milan that Milan does not have the breadth of monuments and standout tourist attractions as of other Italian cities. This is primarily a business focused city, which reveres in sophistication and looking good.

The gothic Duomo in central Milan – a highlight is the view from the roof

Dubrovnik is one of the most picturesque cities in Europe, so long as your happy to share the experience with thousands of other tourists.

Summary
Where would I journey for a personal escape?
Dubrovnik
Where would I send my parents for a memorable visit?
Dubrovnik
Where's the ideal destination for my adventurous 19-year-old cousin?
Dubrovnik
Where should my food-obsessed friend indulge their culinary passions?
Milan
Note: The above comparisons are weather-independent and are based on travel during the most opportune times of the year. Details about the ideal travel seasons are elaborated upon later in this article.

In the sections that follow, you'll find a comprehensive comparison between these two fascinating cities. This includes recommendations on the duration of stay, the best times to visit, and tailored 48-hour itineraries for each city.
The final segment delves into practicalities for your travels, such as the best airport to fly into, the optimal districts for your accommodation, and insider tips, for when you come to explore the city.

We hope that you find all of this information useful, in planning your next exciting trip!

The main sights of Milan can be easily seen in a single day of sightseeing.
A second day allows time to explore the more atmospheric districts (Navigli, Zona Tortona) or provides extra time for shopping.

To capture the essence of the city, you need to experience the early evening drinks culture and the evening strolls where everyone wears their finest clothes. Milan may lack many tourist sights, but there surrounding region certain compensates with many enjoyable day trips.

This includes the historic towns of Bergamo, Brescia and Pavia, the beautiful lakes of Garda, Maggiore and Como, plus the Italian Alps. It is even possible to visit Verona as a day trip.

Choosing how long to spend in Dubrovnik really depends on what you want out of your city break. A fly-in whirlwind tour of the Old Town can be great if you're on the hunt for culture and history. The museum collections of the Sponza Palace and the Rector's House, walking routes of the City Walls, and sightings of landmarks like Large Onofrio Fountain can all be packed into just a day or two.

But it might be best to allow a little extra time. With all the castles and churches here, it's easy to forget that Dubrovnik is an Adriatic riviera destination at heart. You've got pine forests, olive groves, rakija distilleries and the lost-paradise island of Mljet to think about. You certainly won't want to rush those during the warmer months, so consider staying a week or more to explore the city itself and those stunning surroundings.

The Naviglio Grande canal runs through the heart of the Naviglio district

The Stradun is the characterful main street of Dubrovnik

For the real Milan experience, you want to visit during the summer or winter fashion weeks (Sep/Oct or Feb/Mar), to mingle with models, stylish and Aficionados.

For a city break, Milan is almost year-round, but it is cool and possibly wet in the winter, while in hot August most residents head to the beach for the whole month.

One of the quirks of Milan is at the weekends, most of its affluent or mobile residents leave the city for the coast (summer), the Alps (winter) or lakes (Spring/Autumn), leaving the city to tourists and foreign shoppers.

Summer might seem like the perfect time to put together a trip to Croatia's castle city. However, temperature highs in the low 30s and strong midday sun can make things a little tiring. And that's not even mentioning the whopping great big crowds. Recent protests by Dubrovnik's locals have really highlighted the problem of summertime tourism – there's hardly an inch to move in the Old Town, especially when huge cruise ships are docked at port.

Things might improve thanks to recent laws barring any more than two large vessels per day, but we still think September and October come up trumps. This southern corner of the Balkans stays pleasantly warm well into the autumn, so you shouldn't have to worry about having the weather to laze on Lapad Beach. What's more, visitor numbers, hotel rates, and flight prices all plummet following the end of the summer vacations.

If you're one for enthralling tales of warring republics and battles with the Ottomans, Dubrovnik has you covered. If you're the sort who loves jaw-dropping European old towns with enough castles and churches and cobbled alleys to keep you going for a whole trip, it's also perfect.

Oh, and Dubrovnik takes care of globetrotters who come in search of a little Mediterranean sand, sun and sea. You won't have to venture far to find a cove to swim in, a yacht charter, or even a remote island villa where you can crank up the R&R.

If you're not big on crowds, then summer trips (as noted above) to Dubrovnik are surely best avoided. And it's hardly the place for anyone in search of big-metropolis vibes. For a city, Dubrovnik is relatively small and compact.

If you have a passion for fashion, a flair for style, and are willing to indulge in a premium experience, Milan is your destination. The city stands out for its high-end designer shopping, trendsetting fashion, and its overall chic aesthetic.
However, some visitors may find Milan less captivating compared to the grandeur of Rome, the cultural richness of Florence, or the picturesque scenes of Venice. Milan is predominantly a business hub, where the hardworking ethos of its inhabitants is reflected in its cutting-edge fashion and refined nightlife.
Insight: There are few historic buildings in Milan, as many were destroyed by the extensive bombing of the second world war.

The distinctive Castello Sforzesco castle in Milan

The pretty harbout of Dubrovnik

There are three airports for Milan; Linate (small dated, 7km to centre), Malpensa (main international airport, 50km from west of Milan) and Bergamo (Ryan air hub, 50km from north east of Milan). There is a bus from Bergamo to Milan (60minutes €6.00), train from Malpensa airport (50minutes €13.00) and from Linate just take a taxi (€12-15). There is no shortage of flights and departures to or from Milan, and fares, if booked far enough in advance, can be very cheap.

Milan has ample hotels and accommodation options, but these obviously need to be booked far in advance during the two fashion weeks. For your first visit you would want to be based close to the historic centre (Centro Storico) or for a more lively and authentic experience the Navigli district. For cheaper accommodation look to the Citta Studi, the main student area of the city. Milan has very good public transport, and is easy to travel around the city.

The Arco della Pace, in Milan