And it's decided. Our trip will be to Bali with a night or two in Singapore on the way there. We decided late September/early October suits us best (start of school holidays here, but start of low season there) so have a few months to get finalised.
We think we'll look at hiring a villa/house depending on how many/any of our friends choose to join us this year. So now the hunt is on for somewhere to stay.
Thanks for the input everyone.