i take my furbabies, Daisy and Venus almost anywhere and everywhere. i carry them in a soft cat carrier.
Personally, i think it is really important to microchip all kitties, you never know?
Also, if you taking your kitty out, i think it is a good idea to let your kitty wear a collar with a tag, with your contact no. and address on it. You can get these tags from Petco or Petsmart and most pet stores.
i think my kitties really enjoy going out. i leave their carriers near the entrance. Many times, before i step out, i see them jumping IN the carriers whenever they sensed that i was stepping out...
Take care and cheers!