I've been lucky enough to visit Berlin twice in the past year. It's a fascinating city. The old and the new... the history and the rebirth... the typically European and the totally unique... it's a truly amazing place.
On my first visit, I sought out the ultimate urban roofing experience. The obvious choice was the giant TV tower on the East side. Berlin's TV tower is a lot like the Space Needle, CN Tower, and the dozen or so similar towers in cities around the globe, complete with an observation deck.
Unfortunately, it was a disappointing experience. It's overpriced, the line is long, and I didn't find the views very impressive. It's almost too high up to really appreciate the sights. I went at night; the views might be better during the day.
On my second trip, I found a much better observation deck that's closer to the most interesting parts of the city.
It's a mere 25 stories (100 meters) up, but Berlin isn't a skyscraper kind of place, so it's by far one of the tallest buildings in the city. You're just high enough to get a good panoramic view of everything, yet close enough to feel Berlin, instead of observing it from a distance.
The place is called Panorama, and it's right at heart of the gleaming new Potsdamer Platz area:

The observation deck is completely wraparound, two levels, open-air, and right at the very top of the building, so it's a true rooftop experience. I give it the Urban Roofer Seal of Approval®.

In a typical demonstration of German engineering, the elevator to the top is the fastest in Europe.
Looking south, you can see a complex of ultra-modern buildings that are typical of the new Potsdamer Platz (some of the same ones as in the first picture above):

Turning east, we see a group of buildings under construction surrounding Leipziger Platz. The Berlin Wall used to run directly through the center of what is now this octagonal plaza. Only a small strip of marker stones memorializes where the city was previously split in twain.

To the north-east, you can see the Berliner Dom cathedral and the aforementioned TV tower (wrapped to look like a soccer ball for the recent World Cup):

Turning north, there's a great view of the Holocaust Memorial, with the new US Embassy under construction in the top-left of this photo:

...and slightly further north is the Reichstag:

If you're ever in Berlin, I highly recommend Panorama. It's only €3.50. It's also open until 8pm, so I imagine it's a good place to take sunset photos as well (I'm definitely going to check this out the next time I'm there.)
For more, larger photos, check out my Panorama photos on Flickr.
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