Take your
mast down at the Oswego Marina. Put it back up at Riverview marina in Catskill. Many use the diy crane at Castleton to step their masts but I have seen an
accident or two there so I used Riverview after the first few trips.The canal trip is very pleasant and hopefully all the locks will be operational in the spring. If possible delay the trip till July or later, the spring run-off will be over by then. Take your time, maybe five or six days to get through the Oswego and Erie canals. You can tie up every night at a lock. I used to pick the ones by small towns so I could do a bit of checking things out.
Once you're in the Hudson you can either
anchor or visit
marinas or yacht clubs every night. I always anchored as there are some nice
anchorages, mostly on the west bank as the squalls come from the west and the protection is better. You can try sailing down the Hudson but I have found the valley funnels the
wind and it is either on the nose or behind you. For me it was usually on the nose. The Hudson is deep all the way (ocean going boats go up to Albany) but watch the marks as there are bars and the river snakes a bit.
Make sure you have a hand-held
vhf or an
emergency vhf antenna that you can
plug into your main vhf. All the locks
monitor vhf and usually the lock-keeper will
phone ahead and tell the next lock you're coming. Keep an eye on this site
http://www.canals.ny.gov/index.shtml before you set out and you'll have a good idea of the canal conditions. One other thing, always tie up for the night on the high side of locks. Much more pleasant and the boat won't be pushed around when the lock is dumped.
I've only been in
Long Island Sound a couple of times on deliveries so don't know anything about it except we never did worry about tides, just get up and go. Same for up and down the Hudson. Why wait half a day for the tide?