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winging it in croatia

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I'll be traveling solo from Istria down the coast for 2 weeks in mid-July and I was wondering if it's totally crazy to go without making reservations for places to stay. I'm a guy in my 50's and I can't comfortably crash on a couch anymore. I can budget $150./night so it's not all about money; I'm filming buskers/street performers for a project and it would be really nice to just follow my nose and not get locked into an intinerary...

Any advice for good places to see street performers/buskers?

Thanks!!

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