Yup...just as long as its not a huge cooler.... instead of carrying a cooler to keep your water cool.. you may want to invest in a Camel Pack... A insulated back pack full of water with a little hose you can turn on and off... Its not ridculous looking or anything and if you have kids its a good idea... the end works as a straw... only downside is you would have to share it.. so might be bad for gems etc... you could always get water bottles with straps that hang around the neck and fill them up with it... a Brita water bottle is a life saver if you dont like the taste of the water! you can buy it at amost any wall-mart.