You can do it, but it requires some good planning:) I have 5 kids and I do it almost everyday, and my oldest is 9 too. I have a 3 yr old, 2 year old and a new born as well as my 6 yr old daughter. I disagree though that the 3 year old is too young for floaties!! In fact my 2 and 3 year olds use them and have since they were each about 16 months old. I dont like life vests as they tend to push them forward, and the baby boats can be tipped over by kids big enough to do it. You could do floaties with a little blow up ring around them too, but honestly, my kids do great. I could go on and on about how I pull it off, and have been able to advise many other families as organizing these types of activites is fortunately a strong point for me...I have many other things I dont do well, but this one thing I actually handle pretty easily. Let me know if you have any other questions, or just want some tried and true ideas!! ~A.~