My opinion:

Dont paint, it will peel, crack, chip and mostly look bad.



If you really love the clasic nature of a Hobie from 1968 and do not intend to use it as most of them now are (planted in concrete in front of a t-shirt shop) then sand and polish the hulls to their original shine, it is not that hard to do and will last as long as the 35 year old fiberglass will.

PS. there is nothing that will make acrylic stick to fiberglass for very long.