Are you an American nomadic and web-based entrepreneur? Do you make a living off your laptop or have an otherwise mobile and international lifestyle? Or are you aspiring to take that leap soon?
You are probably quite familiar with all of the unique joys and hassles of being a nomadic entrepreneur – particularly constantly worrying about visas and having spare passport photos on hand.
When it comes down to it, certain countries and territories are simply significantly easier to deal with in terms of the visa shuffle. I’ve noticed that these countries are very often also free democratic societies with open access to the internet – an absolute must for a nomadic internet entrepreneur.
I’ve studied, worked, and done business in a range of places internationally, mostly concentrated in Asia Pacific. here are some places where I have set deep roots:
New York, Philadelphia, Paris, Beijing, Shanghai, Seoul, Bangkok, Hong Kong, Singapore

In 2013 and 2014 I plan to add these destinations to this list:
Taipei, Medellin, San Francisco
I thought I’d mark the end of 2012 with some of the worldwide spots where US citizens are allowed to live for 90+ days, visa free, with our US passports.
I am only including the places where we at Career Hack would consider living – there are certainly more options available than the ones listed here.
AFRICA
Country | Duration of Stay |
---|---|
South Africa | 90 Days |
NORTH AMERICA
Country | Duration of Stay |
---|---|
Canada | 180 Days |
Mexico | 180 Days |
ASIA

Country | Duration of Stay |
---|---|
Hong Kong | 90 Days |
Japan | 90 Days |
Malaysia | 90 Days |
Mongolia | 90 Days |
Singapore | 90 Days |
South Korea | 90 Days |
Taiwan | 90 Days |
CARIBBEAN
Country | Duration of Stay |
---|---|
Anguilla | 90 Days |
Aruba | 90 Days |
Bahamas | 240 Days |
Barbados | 180 Days |
Dominica | 180 Days |
Saint Barthélemy | 180 Days |
St. Kitts and Nevis | 90 Days |

CENTRAL AMERICA
Country | Duration of Stay |
---|---|
Costa Rica | 90 Days |
Guatemala | 90 Days |
EUROPE
(Schengen Area)
[90 days in a 180 day period in the Schengen Area as a whole.]
Country | Duration of Stay |
---|---|
Monaco | 90 Days |
France | 90 Days |
Switzerland | 90 Days |
Croatia | 90 Days |
Denmark | 90 Days |
Sweden | 90 Days |
Finland | 90 Days |
Estonia | 90 Days |
Netherlands | 90 Days |
Spain | 90 Days |
United Kingdom | 180 Days |

OCEANIA
Country | Duration of Stay |
---|---|
New Zealand | 90 Days |
New Caledonia | 90 Days |
French Polynesia | 90 Days |

SOUTH AMERICA
Country | Duration of Stay |
---|---|
Argentina | 90 Days |
Colombia | 90 Days |
Country | Duration of Stay |
---|---|
Ecuador | 90 Days |
Peru | 90 – 183 Days |
Uruguay | 90 Days |
Based on our own experiences and the experiences of other nomadic entrepreneurs, we’ve
narrowed down a list of finalist “best” spots based on the choices in this specific list. Criteria include quality of life, business opportunities, internet quality, nightlife, food, and dating. We have to admit that our criteria is heavily biased towards the male/single demographic.
We’d like to specify at this time, again, that this list is exclusive to destinations where US passport holders get a 90-day-stamp upon entry. We acknowledge that places like Bali, Thailand, Philippines, and Brazil would otherwise qualify for this list.
In addition to this, we acknowledge that there are more destinations with a 90+ day visa-free stamp available. We want to point out that the list we created is highly subjective and based on our own quirky standards.
In no particular order….
1. Hong Kong
2. Singapore
3. Taipei
4. Medellin
5. Seoul
6. Tokyo
7. Paris
8. Stockholm
9. Buenos Aires
10. Montreal / Vancouver
We’d love to hear your comments on your experiences living in these destinations.