Cost: $42, $75 for the gold package (includes registration for the Boulevard Lakefront Tour, August 29), $100 for the platinum package (includes gold package and the Bike Town Bash, December 4)

What to expect: A 15-mile bike ride down car-free Lake Shore Drive with thousands of other enthusiasts, followed by a post-ride festival in Grant Park's Butler Field (8 a.m.-noon) featuring live entertainment, giveaways and $7 breakfast options from Goose Island Brew Pub.