One thing you imagine when you first start your traveling the world retiring cheap trip is that you’ll be seeing waterfalls, beaches and magnificent architecture everyday.

For digital nomads like myself who roam around, this isn’t always the case! In fact most of the time I live a pretty normal life.

It’s just HAPPENS to be in fun and exciting locales in the world.

I love being in new cultures and seeing new countries.

But here’s a secret.  I also like returning to my favorite places.

Retiring cheap or being a digital nomad, is ALL about NOT being a tourist. It’s incorporating yourself into the world around you.

My first trip to South America I did a month per city, in a whole whack of different countries.

This time around, I’ve returned to the big winners. Why? Because, this way I could really explore the best cities. (I never will go to Cali, Colombia again. It’s a city for people who love Calinese style salsa. Aka not me).

Here’s my super duper trip guide of where to go YEAR 1 for you:

START IN MEDELLIN, COLOMBIA

Why I say start here is that it’s one of the cheapest flights from North America.

There used to be a reciprocity fee for Canadians, which has recently been lifted! Now it’s free to enter. And you get a 3 month entry.

You’ll love Medellin!

WHY RETIRE CHEAP IN MEDELLIN

HEAD TO QUITO, ECUADOR

Quito is your next stop after Medellin. It feels completely different.

It’s safer and quieter.

If you go to Quito, I recommend the Blue Door.

The owners speak perfect English, and will also help you with your Spanish.

LINK TO BLUE DOOR

(I don’t get paid for recommendations, I just love this place. It’s a great value, and it’s a good place to stay)

AREQUIPA, PERU IS YOUR NEXT STOP

The reason you’re going to go here next, is that it’s fun! Arequipa, and Quito are similar in safety. Super safe. And now you get to check out Peruvian food.

LINK TO WHY YOU SHOULD RETIRE IN AREQUIPA

A lot of blogs will recommend Lima. They are all liars and jerks.

WHY THIS ITINERARY?

This trip in total will be a great start to determine, if you like South America.

I’m still looking for my own personal best place to retire cheap, and I hope this helps you.

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Much love, Samson