Riberalta, Bolivia

With a population of just 99,070, this port city on the Beni River is hardly a bustling metropolis. The main airport, Capitán Av. Selin Zeitun Lopez, has seen its fair share of accidents over the years, including a 2013 crash that killed 10 people. And the frequent bureaucratic headaches around air travel are a persistent annoyance.

Riberalta's remote jungle location means the climate is hot and humid, with heavy rainfall that can disrupt flights. The city's isolation also makes basic services and supplies hard to come by at times. Overall, this is a destination best suited for the most intrepid expats - those able to navigate the logistical challenges and safety concerns that come with life in this far-flung Bolivian outpost.