While I think the "get a 4x4" thing is probbably posted by guys who've never towed with a bike (It's still a bike, 12 hour days and dirt and just the same except it uses more petrol) I'd have to agree with the idea of reducing the load. OK, with two dogs, the wife, BBQ, three days food to avoid wasteing time shopping etc. the outfit and trailer are a great way to see the UK. There is however no way to do this when riding a continent. You'll have to buy food and clothes at some point so why not start on day 1?. Places are cheap compared with the cost of getting there, so forget the huge tent and stove, stay in hotels.
The hassle as the guys above have guessed comes in the form of security (trailers are very much lusted after in poorer countries and impossible to secure) but also with the law. I don't know about South America, but even Spain and Italy have restrictions aimed at 50cc ice cream stands that will have uniformed thugs reaching for the rule book. Will the customs want the trailer to be registered?
Do your research and make sure there isn't a 50 kph speed limit and bans on the major highways.
Good Luck and Enjoy it.
Andy
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