I was researching the same thing this time last year - we bought the baby jogger city mini for $480 (delivered) from a site in NZ. They also sell the city select, but it can be quite heavy and bulky, especially if you have the kids lengthways a long way apart, it's hard to get leverage when you are out walking to get up over gutters. I only know this as one of the Mum's bought one and ended up selling it for this reason. You also have to take it apart to put in the car which you don't with the city mini. You can get a bassinette for the city mini, but my little guy slept with it all the way down and we bought him a Baby Jogger grow-anywhere which we still use for him - about $75 from the same website. It's a stroller liner/foot muff for the Baby Jogger. You can get capsule attachment for your car seat, but we never used that option. If I just had DS, then I would use the peg pereggio with the Bugaboo we have.

Good luck on your stroller journey. For the record, my DD wasn't interested in strollers, but was happy to go in it when the baby was also in it - she didn't want to miss out!