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Road Trip Help Please

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I am planning a road trip for myself and 7 fellow travellers for spring 2014. We love music, and are particularly keen on the Blues. We are thinking Memphis, possibly New Orleans, and Chicago, with various places in between, but are not sure how best to allocate our time. We will probably have about 14 days, though this will depend on our flights. I should mention that we are coming from England, and so have very limited knowledge of distances etc between key points!

I'd appreciate any advice or suggestions!

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