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Wait for the last Friday in November and do the Harbour Bridge Critical Mass ride.
The last Friday of every month is Critical Mass, where in theory a large mass of bike riders take over the streets. But in the last couple of years it's shrunk to a small bunch. Except in November, which is when they ride over the Harbour Bridge - this always brings out a big crowd. No cars - the cops stop them, and the whole of the Bridge is filled with bikes. A pretty good time to slip in and ride over the Bridge I reckon.
Meet at Hyde Park North at 5.30pm on the last Friday of November.
There's a similar thing in Brisbane, the MS Brissy to the Bay bike ride. Either 50 or 25 km ride. Did the 25 one last year without being questioned, and there are always a few scooter-ers int there (the road ones that is). Perhaps ASRA could throw together a team and go for the 50k's?
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