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Milan or Lisbon; a city comparison and tourism travel guide

This article will honestly compare Lisbon and Milan, for a city break or holiday.
We understand that so many travel guides and websites make every destination seem so amazing, but few actually say which one is better, and more suited for your style of holiday. This in-depth guide of 2,245 words will provide our unbiased opinions and independent views, and hopefully help you to select your ideal city to visit.
The guide has the following sections:
1) City introductions -
2) City score charts -
3) Which one would I, friends, or family would visit -
4) When to visit and comparison weather charts -
5) Who is the city suited for? -
6) The perfect 48hours (with map) -
7) Tourism details (where to stay? airport details?)
Please click on the underlined link to be taken directly to that section.

Introduction to Lisbon and Milan

Lisbon is a progressive and liberal city, which still retains its rich seafaring history and distinctive Portuguese heritage. The city effortlessly blends history, vibrant culture and exciting nightlife into one charismatic tourist destination.

Lisbon is a city of compact variety; you can get lost in the maze of narrow streets in the Alfama district, be wowed by the grandeur of the plazas in Baixa or join the hipsters and fashionistas in the Principe Real. Close to the city are glorious sandy beaches, and Lisbon boasts one of the finest climates in Europe. This is an amazing city, which you must visit.

High-level summary

Summary
Which city would I go to? Lisbon
Which one would I recommend to my parents? Lisbon
Which location for my 19-year-old cousin? Lisbon
Which for my food obsessed friend? Lisbon
Note: The above comparison does not consider the weather, and assumes travel at the best time of year (which is detailed later in this article)

The following sections compare the two cities and considers; how long to spend in them, when to visit, and provides suggested 48hours in each city (along with an interactive map). The final section is tourism practicalities and includes which airport to fly into, what district to be based in and how best to explore the city. We hope that you find all of this information useful, in planning your next exciting trip.

Destination details

How long to spend in the city?

Lisbon is a varied and fascinating city, which takes three days to fully explore. Often, people like to visit Sintra as part of their stay, but at a minimum, we recommend you dedicate two days to Lisbon itself.

For a longer stay, there are many enjoyable day trips, all of which can be reached via the inexpensive public transport. These include, the palaces of Sintra, the beach resorts of Cascais and Sesimbra and the historic towns of Obidos and Evora. In the summer, a holiday to Lisbon can also include visiting the beautiful beaches along the Estoril or Costa Caparica coastlines.
Related articles: 3 days in Lisbon48 hours in Lisbon

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.
Related articles: 3 days in Lisbon

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.

The recommended time to visit Lisbon is in the late spring and early autumn, when the city is sunny and warm, but without the summertime crowds. Lisbon is subject to the pressures of over-tourism at times, most notably being incredibly crowded during the summer months in the popular tourist areas, such as the Belem district and Sintra.

Due to the increased popularity of Lisbon, it is becoming a year-round destination, however, be warned that the winter months can be wet and chilly. Our favourite time of year to visit Lisbon is during the first two weeks of June, when the whole city celebrates the Santos Populares festivals with street parties and traditional dances.

Lisbon has a wide appeal; there are cultural sights, a buzzing nightlife and a blossoming artisan scene. The city will appeal to young or old, either for a cultural trip or as a fun weekend away.

In the summer (May-Sep) the beaches make for a really good extension to your trip and are easily accessible from the city. There is little to fault Lisbon and most visitors leave with fond memories of the city.

If you adore fashion, embrace style, and willing to spend a little extra, then Milan is calling you. The city excels in designer shopping, trend-setting, and simply looking good.

Many visitors leave Milan slightly disappointed; it is without the flare of Rome, the culture of Florence, or the photo opportunities of Venice. Milan is a business city, where the reward for the industrious attitude of its residents, is cutting edge fashion and sophisticated nightlife.
Insight: There are few historic buildings in Milan, as many were destroyed by the extensive bombing of the second world war.

There’s a lot to squeeze in for 48 hours in Lisbon.
Below is an interactive map for what we recommend doing in a 48 hour tripto the city; day 1is highlighted in green and day 2 in yellow, with optional sights in grey.

Most tours begin in the Baixa district with its grand avenues and magnificent plazas, such as the Praça do Comércio and Rossio. In the later part of the day, start to climb the hills into the Alfama district which is a maze of medieval streets leading up to the castle. Take in one of the viewpoints close to the castle for a romantic sunset and then ride the quaint number 28 tram as it rattles through the city.
For dinner, head into the Baixa district and then for a night out, head to Barrio Alto, with its funky bars and social scene which fills the streets.

Torre de Belem lisbon

The Torre de Belem once guarded the Tejo Estuary and Lisbon

For the second day, head to the scenic Belem district, which contains the Mosteiro dos Jerónimos, and Torre de Belem, along with views across the Tejo Estuary.
For the second part of the day discover the stylish Príncipe Real and Avenida da Liberdade districts or visit the ultra-modern side of Lisbon, the Parque das Nações.

48 hours in Milan.

Begin the first day at the Piazza del Duomo, the heart of Milan. On this plaza is the gothic Duomo di Milano cathedral (head to the roof for amazing views) and the beautiful Galleria shopping complex, filled with boutiques and exclusive retailers. On the opposite side is the Palazzo Marino, and the elegant Teatro alla Scala.

For afternoon explore the sights around the Sforzinda castle and Parco Sempione. Do include the Santa Maria delle Grazie convent, where the famed “The Last Supper” fresco is housed. For the latter part of the explore the chic Brera district, with its mix of high-end stores and fashionable people.
The early evening is when Milan excels, as the offices close and workers head to the bars for Apericena (happy hour with light buffet food) to drink exquisite cocktails and flaunt the latest fashions; Navigli is a great area to experience this modern cultural tradition.

Santa Maria delle Grazie milan

The Santa Maria delle Grazie convent, the location of one of the most controversial religious paints….

For the second day, wander down from the Duomo along the bustling Via Torino and then the Corso di Porta Ticinese, passing the Basilica San Lorenzo Maggiore, and enter the atmospheric Navigli district. This canal district is filled with artisan shops, fashionable bars, and where young Milanese frequent.

The canal and train lines separate Navigli from Zona Tortona, the once-gritty but now design and creative hub of Milan. Here designers create the latest fashions in the former warehouses. Understatedly cool, but the place to experience the drive and passion of the Milanese.
If you are a football fan, you probably want to include the tour of the San Siro stadium, in the second day.

When exploring the city, all of the main tourist areas are centrally located and can be reached on foot,he only exception is the Belem district, to the west. There are a lot of steep hills in Lisbon, and sightseeing can be very draining in the intense summer sun.

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