Wooden shoes in Amsterdam? How do you get out of the way of taxidrivers then Jaap?
Seriously, any time is fine, summer gives longer daylight, but you may have f 8 weather in all seasons, which will give you great scope for pub photography in the "brown café's" Basically, if you stay in town it is big city photography calling for wideangle lenses and people photography needing short tele. I one word, RF territory.
The most photogenic canal architecture are the quiet canals between the Damrak and the Waterlooplein, like the Kloveniersburgwal. It is quite safe to visit the red light area, as long as you are beware of pick-pockets. One of the most colourful markets to visit is the Albert Cuypstraat, near to the Heineken brewery (visit that last if you want to be able to hold your camera straight 😀) The area just behind the Schreierstoren,just east of the Central Station is very photogenic as well, don't forget to wander into the Jewish History Museum. Another lovely place is the Begijnhof, off the Kalverstraat just behind Waterstone's bookshop and the Amsterdam Historic Museum, with its quiet,convent-like atmosphere. The light in the hidden French Catholic church is very nice.If the weather warrants it, find the Central-Park like atmosphere, Dutch style, in the Vondelpark, but take your time and walk there through the Leidsestraat,across the Leidseplein and along the Overtoom, turning left at the first traffic light. Over the bridge you'll find the park, but on your left-hand side are the high level shops in the van Baerlestraat and the P.C.Hooftstraat. Don't drive there if you don't own a Jaguar or Porsche Cayenne!
Straight on are the van Gogh museum and the Rijksmuseum (the modern art museum, the Stedelijk is under renovation) And much,much more....
P.S. Probably the best chocolate shop in Europe is in the Staalstraat, on the corner opposite the Waterlooplein. It is very small, but they have a sit-down part as well which does coffee, cake and wonderful salads for lunch.It is called Puccini.