Hi J.~
We took our son on a cruise last year when he was fourteen months old. He was not walking either, which I thought was great (he started walking the day after we came home... he had been "cruising" for quite a while). We actually took the same cruise...NY to Bermuda...7 days. We went on Norwegian, which has the Freestyle cruising...eat when you want, which I thought was ideal with the baby. I can only speak for this cruise line, but they do not allow babies who are not potty trained to go into the pool...it was not that big of a deal for us though...you're really only confined to the boat the one day sailing out and then the one day sailing back.
Everything on the island is SUPER expensive...you don't want to have to buy any baby necessities while there if you can avoid it...particularly milk...take it from the ship when you go out for the day.
I think you all need a passport now for this cruise.
So this is what we brought...
stroller
backpack carrier
sheets and a few blankets (they said they would provide a "crib"...it was a pack and play)
a bag of his toys and books
diapers
those little disposable bags to put used diapers in...so your room doesn't smell
wipes
sippy cups
spoons & forks
snacks...like those gerber puffs
diaper bag
suntan lotion
sunglasses
tylenol/motrin/benadryl and the current dosages according to his weight
pacifiers if he uses them
baby shampoo/wash
bottles/bottle brush
a bottle of dish washing soap
we brought our sound machine because he is used to it (for sleeping)
super gate system...so he could have his own area to play in the cabin and we didn't have to worry so much about him touching/breaking stuff...we had a very large cabin...upgraded to the penthouse suite a few weeks before...totally worth it!!
swim diapers
lots of clothes
bathing suits
bibs
sandals
We are not a family that sticks to any type of schedule, so I can't help you there! We kind of just went with the flow.
I hope this helped! Have a great time...I'm soooo jealous!!!
A.
mom of Anthony 2 1/2 & Jillian 6 months