J.S.
We just hooked up my bike to the trailer (it's a 1 seater) this past weekend. I took my 3 1/2 year old first, then my 1 1/2 year old next.
I had not been on my bike more than twice since my oldest was born (5 years ago) and it was VERY easy to manage. Just make sure you give yourself a little extra space to get going if you have to stop to cross the road or something, you need just a bit of a boost to get going again.
My kids love it! It's a great way to get some exercise... my husband is out with our 1 1/2 year old right now, we hope she'll fall asleep in the trailer so he put her in her jammies :)
Have fun.
Jessica