I would love to "retire" right where I am. Sydney has basically everything on your list, except it is a very expensive place to live. You need a LOT of money to live the good life here, but it is a brilliant place if you do. You can live in a mansion on beautiful beaches, cruise the clean harbor on your super yacht, stopping at beaches only accessible by boat. Eat at some of the worlds best restaurants. Helicopter to the many wine regions close to the city (or drive in your Lamborghini Aventador). Own a holiday home at some of the worlds nicest beaches only 2 - 4 hours away.
All this for only roughly $100 Million a year
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Hurricanes happen frequently but only 2-3 did any real damage in the 20 years I lived there. The general way it goes is: 1) Hurricane warning 2) Anxiety 3) Hurricane downgraded to a tropical storm or misses the island entirely (it is extremely uncommon for direct hits to happen as the island is only 24 sq miles long)
I remember going a week without power after Hurricane Fabian but that was close to 10 years ago and the infrastructure is likely a bit better prepared. Also, with today's technology you can trade on your phone or even set your phone up as a mobile hotspot to get online.
Here are a few blogs about foreigners living in Bermuda. You can also use it to search other blogs in other countries Blog Bermuda, expat Bermuda
- One of the strongest Economies
-Safety is a NON-issue
-Hygiene is PAramount amound the locals
-Internet connection is also a non-issue
-Crystal clear Water (at the beach)
-Sand (White and granular like Sugar)
-The one drwaback is its size: quite small (166 square miles)
Jamaica - WAY to unsafe as it has one of the highest Murder rates in the Caribbean (shooting a cop there is a non issue and don't forget the big drug lord who just pleaded guilty here in the US recently. The community defended him when the cops went to arrest him in Jamaica)
Dominican Republic - WAY too dangerous: I am a New Yorker and the D.R. peeps never even want to visit their birth-place!!!
I would also recommend: the ABC islands if you are into water sports.
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You will not be happy on any island where English is the language or is somehow heavily influenced by America (hard to remain patriotic these days, isnít it?) i.e. Porto Rico, Guam, Virgin Islands, Hawaii, and perhaps all Caribbean islands. That said, we are so spoiled in USA and if have not spent any time living somewhere else we have no idea what it is like living outside this country, even in Switzerland. Having lived half of my life outside USA, I can safely say that nothing is more important than the security for future and freedom to do anything you want, and if anyone tells you anywhere else is more secure than USA has never travelled or lived anywhere beyond a cruise line excursion or has never truly lived in USA.
It was, I think, Jack Nicklaus or Lee Trevino who said: I love to do what I love to do the best and get paid for it. In effect, both of them retired when they won their first Major and kept doing it thereafter. So, my friend; find that one or two things that matter and you love the most. Then it becomes so easy to figure out where to find them in the most secure and free way. That is the place to retire.
The US is unique in that the tax net it throws is world wide. The easiest way to exit it is to get dual citizenship then drop the US citizenship. Dual citizenship for Americans is only available in a few places unless you are willing to wait and go thru a crazy process. Check out Dominica (not Dominican Republic) and Nevis St Kitts. The buy in is 75k for Dominica and 250-300k for St. Kitts last time I checked. Best of luck.
We put our moving plans on hold this past year due to family issues however tropics is where we are headed eventually.
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