Hafenerlebnisroute (or the 'harbor experience route') in Hamburg is a 45-km-long bicycle route which I find perfect for exploring the city and harbor...
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"Schauspielhaus", in Hamburg, built in 1899, is the biggest spoken theater in Germany. It has a posh, antique stage and a minimal one. Great performances.
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"Affenfaust Gallery" is one of my favorite Hamburg galleries, mostly with urban art. It's located on the Kiez, one of the city's more alternative areas...
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"Würfel & Zucker" Hamburg (translated into dice and sugar) is a board game cafe with over 900 games & a bowling alley downstairs; a hell of a lot of fun!
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"Advertising column"
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If you're like me and like some industrial charm, "TRUDE" (the tunnel drill) in Hamburg and the flea market next to the water are must-visits!
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