Charming cobbled lane in a colonial second city in the evening light, with people strolling
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Lifestyle9 min read18 March 2026

Underrated Cities in Latin America: The Best Second Cities to Live In

Forget the chaotic megacities. Latin America's real quality of life is in its second cities, from Mendoza to Cuenca and Boquete. A tour of the best.

Harley Bieder
By Harley Bieder, Latin America specialist, VidaLibrePlan

Latin America's underrated cities in 2026: from Cuenca and Mérida to Asunción and Boquete, with costs, climate and safety, and the honest reminder that choosing a city is a lifestyle decision, not a tax decision. The guide.

Everyone knows Buenos Aires, Rio and Mexico City. But the famous metropolises are rarely the best places to live. The places where expats really live best are often the lesser-known ones: mid-sized cities with a good climate, low costs, real safety and a relaxed quality of life that the big cities cannot offer in the same way. In the capitals you pay more, sit in more traffic and are often less safe than in the quieter mid-sized cities. This guide introduces my underrated cities in the region, with their strengths and trade-offs. They are places I know first-hand and through my clients. And one reminder matters more than any of them: choosing a city is a question of lifestyle and safety, not a tax decision. One point up front: the city decides how well you live, but your tax is decided elsewhere.

Cuenca, Ecuador: the best value for money

Let us start with a true classic among those in the know. Cuenca in Ecuador is considered one of the best expat cities in the world for the money. The colonial Andean city offers a mild spring climate all year, a beautiful old town, good private clinics and an established expat community, all for around USD 850 to 1,300 a month. The altitude keeps temperatures pleasantly cool without reaching the extreme heights of La Paz. The added advantage: Ecuador is dollarised, so there is no exchange rate risk. You can find expat ratings at International Living. For anyone looking for low costs, a good climate and an existing community, Cuenca is hard to beat. The established expat community also makes the start easier, because you quickly find company and practical tips. No wonder the city has topped expat rankings for years. Many retirees from abroad have found an affordable, sunny second home here.

Mérida, Mexico: the safe colonial city

A well-kept secret for Mexico fans is Mérida on the Yucatán peninsula. The city is considered one of the safest in all of Mexico, has a magnificent colonial old town, a lively cultural scene and costs far below those of Mexico City or the coastal resorts. Another plus: Mérida lies outside the restricted coastal zone, so foreigners can buy property here directly in their own name. If you want to buy in Mexico without the detour of a fideicomiso (bank trust), Mérida is exactly the right place. You can find city comparisons at Numbeo. Yucatán as a whole is one of the calmest regions in Mexico. If you love Mexico's culture and climate but want the safety and low prices of a mid-sized city, Mérida is one of the best places to live in the country. It combines charm, safety and affordability in a rare way. In Mérida you can still stroll through the old town in the evening without a second thought, which is not something to take for granted in many Mexican cities.

Asunción, Paraguay: the underrated riser

Hardly anyone has Asunción on their radar, and that is part of its appeal. The Paraguayan capital is one of the cheapest and most underrated places on the continent: in safe neighbourhoods such as Villa Morra, Carmelitas or Mariscal López you live for around USD 1,000 a month at a level close to that of central European cities. These neighbourhoods are considered as safe as mid-sized European cities. On top of that comes the big tax bonus: Paraguay is territorial, foreign income stays tax-free, and residence requires hardly any presence. This combination of low costs and tax freedom is rare in one place. The economic fundamentals are documented by the World Bank. Asunción is therefore the choice for anyone who wants to combine low costs with tax appeal, off the beaten expat track. Those who come early benefit from low prices before the city is discovered. For now, Asunción is still a genuine well-kept secret.

Medellín, Colombia: the city of eternal spring

Medellín stopped being a secret long ago, but it deserves a place on every list. The Colombian city, once notorious, has turned into one of the most popular expat and digital nomad destinations in the world. Its reputation rests on the eternal spring, a mild climate all year, plus modern infrastructure, good clinics, a clean metro system and lively neighbourhoods such as El Poblado and Laureles. Laureles is considered the somewhat quieter, more down-to-earth counterpart to lively El Poblado. Costs are around USD 1,200 to 1,800. For that amount you live considerably more comfortably in Medellín than in most European cities. One caveat remains: as everywhere in the region, safety varies greatly by neighbourhood, and you choose your area with care. The days when Medellín stood for violence are long gone, but choosing your neighbourhood carefully still matters. For anyone looking for urban life, a good climate and a large international community, Medellín is hard to beat. Its dense network of coworking spaces and cafés makes it especially attractive for location-independent entrepreneurs.

More gems: Boquete, Arequipa, Florianópolis

Beyond these four there are more gems for particular tastes. Boquete in Panama is a cool mountain town with a large expat community, safe, dollarised and ideal for nature lovers. The mild mountain climate makes Boquete an oasis compared with the muggy heat of the coast. Arequipa in Peru, the white colonial city at the foot of the volcanoes, combines beauty, a mild climate and low costs. Its buildings of white volcanic stone, the sillar, give Arequipa a unique face. Cochabamba in Bolivia is said to have the best climate in the country and is extremely cheap. For budget-conscious expats who shy away from Bolivia's altitude in La Paz, Cochabamba is a pleasant alternative. And Florianópolis in southern Brazil tempts with beaches, high quality of life and good safety. The island is considered one of the most liveable areas of Brazil and attracts many well-off newcomers. Each of these cities suits a different preference, whether mountains, colonial charm, price or beach. In Latin America there is a suitable mid-sized city for almost every taste. The region's variety lets you find exactly the place that fits your own life. If you love mountains, go to Boquete; if you want the sea, Florianópolis; if you want colonial flair, Arequipa.

The most important rule: the neighbourhood decides

Across all cities one rule applies that I cannot repeat often enough: within every city, the neighbourhood decides. Safety, costs and quality of life often vary more between districts than between countries. So the question is never only which country, but always also which street. The right address in a city considered difficult can be safer and more pleasant than a bad address in a city considered safe. National statistics therefore say little about life in a specific district. That is why it pays to live there on a trial basis for a few weeks before the move, to talk to locals and the expat community and to explore the neighbourhoods yourself. A trial stay of a few weeks tells you more about how a place works in daily life than any guidebook. Choosing a city always means choosing a neighbourhood too. The good news: in almost every city in the region there are safe, pleasant residential areas, you just have to find them. No ranking replaces seeing it with your own eyes. A city that looks perfect on paper can feel quite different in everyday life.

In practice: the city is lifestyle, not tax

Now to you. Choosing the city is one of the most enjoyable decisions of the whole move, but it is a question of lifestyle and safety, not of tax. Whether you live in Cuenca, Mérida or Asunción decides your daily well-being, but not automatically your tax bill. Two cities can be completely different in daily life and yet identical for tax, or the other way round. Your tax position comes from the country's tax system and, above all, from a properly structured exit from the country you leave. A good, affordable life in your dream city and a sound tax structure are two separate things, and you need both. One gives you joy in life, the other financial clarity. Choose the city with your heart and the structure with your head. Both decisions matter, but they follow different criteria. Structure decides, not the destination. What leaving means for your tax at home depends on where you come from:

Which city for which life

The best expat cities in Latin America are often the lesser-known ones. Cuenca in Ecuador offers the best value for money and the dollar, Mérida in Mexico combines safety, colonial charm and direct property purchase, Asunción in Paraguay tempts with low costs and territorial tax freedom, and Medellín in Colombia with eternal spring and modern infrastructure. Then there are gems such as Boquete, Arequipa, Cochabamba and Florianópolis for every taste. The most important rule remains: within every city, the neighbourhood decides. And above all: the city is a lifestyle decision, not a tax decision, because your tax is determined by the system and by your exit. This combination of dream city and sound structure is exactly what I build with my clients. That way you find not only the most beautiful place, but also the smartest route there for tax.

If you want to find your ideal city in Latin America and set up the move properly for tax, let us plan it together. Book a call with me; the link is right below.

👉 Book a consultation with Harley

Carpe Diem. Life is short and fleeting. One shot. Make it count.