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Except on remote beaches, hitchhiking on the back of pick-up trucks like other Central American countries doesn't work in Costa Rica and is illegal − the police give high fines for violations of this particular law. Your lifts will come with other sorts of vehicles.
Like in all of central america, the dirty-hippy look is not appreciated at all! People here wash every day, wear clean clothes and change them as often as possible. Not doing so is seen as a sign of the utmost disrespect and bad education, and is not recommended if you hope to get anywhere hitch-hiking, however hard it might be to find a shower and some place to dry clothes every day!
=== Cities ===