Sure. The site i'm looking to do offers tours. An example would be a "countryside tour". this countryside tour has three different tickets for sale, adult, child and student.
The tour only operates on certain days of the week, eg. Monday, Wednesday, Saturday, and doesn't operate on certain days such as Christmas, New Year.
The way i see it working is that a Category could be the "Countryside Tour" then the products can be the 3 different types of ticket required, so they can order multiples of certain tickets.
Would date picker allow you to do this? and can the date picker operate individually for each product. I can send you a private message with the current site so you can see how it works, thanks.