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Is traveling from Uyuni (Bolivia) to San Pedro (Chile) easy? I've read there are some problems on the border.

Also, should I wait to arrive in San Pedro before to buy a guide tour to see his sights, or should/can I buy such package in Uyuni?

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I'll answer the first part, but the second part should be asked as a separate question - as per the faq, one question per post is the policy on SE sites. –  Mark Mayo Mar 8 '13 at 8:26
    
In addition, you really want to stop wording your questions subjectively - this one's not too bad as there's only one way really to cross the border, but the bit about asking whether to buy a tour - again, it's totally subjective - some people don't like town tours, others do. You'll want to ask the question in a way that describes what YOU want to do - and then ask for the best way to go about it. Subjective questions will generally get closed, as per the rules in the faq. –  Mark Mayo Mar 8 '13 at 8:29
    
It depends on what nationality you are. Most of the time the Chileans only make problems for Bolivians. –  mccjeff May 19 at 19:57
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You pretty much will have to go on a tour. It's through a national park area, and in addition to that, requires extensive knowledge of the area - there aren't many roads as such. So you'll go on a tour, and they'll guide you through the border.

So in that regards, yes, it's very easy. You join a tour, and follow their instructions :)

I can recommend Tierra Mistica, although our guide only spoke Spanish, it was a very enjoyable trip (the tour at least, Uyuni didn't go so well for me, but that's a different story).

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But, should I first arrive in San Pedro, or there are tours starting from Uyuni and ending up in San Pedro ? –  Patrick Mar 8 '13 at 8:41
    
Salt Flats tours from from Uyuni to San Pedro, San Pedro to Uyuni, or from one of those two to Tupiza, normally. So you'd get a tour from Uyuni to San Pedro, yes :) –  Mark Mayo Mar 8 '13 at 8:42
    
Uyuni is a mixed bag. I had a good time but there are a lot of people who will try to take advantage of you there. Sometimes the service really stinks. I am a tour guide in Tarija. –  mccjeff May 19 at 19:59
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