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Newbie traveler

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So I have this idea to take quick 3-4 day trips overseas every other month. I figure if you plan for a big trip, you get your hopes up. And if things don't go the way that you thought that they would, it can be devastating. I was wondering if anyone could give me any tips on how to travel cheap (flights, hotels/hostels, etc) and quick (3-4 days). I'm very good at prioritizing, so I wouldn't be bogged down with going sightseeing EVERYWHERE. And I don't mind traveling alone. I just always think that travel should be a spontaneous thing. But I can't affors 2 week long vacations.

Sorry if this came off a little unorganized.

Thanks!

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