Hi folks.

Just out of curiosity, how long would it take me to go from Toronto to
the Caribbean?

Toronto - Oswego, NY
Oswego, NY - NY Canal System to NYC
NYC - Florida Keys
Florida Keys - Some lazy bay in the Caribbean somewhere

I'm just looking for ballpark estimates for a 40' sailboat. Dedicated
movement (no 3 week stays in Chesapeake, etc.) every day, and mooring
probably every night.

I've only driven from Toronto to Miami and that was when I was a kid.
I've flown, but this is obviously a different thing altogether.

Anybody done this? I'm looking at becoming a Snowbird (duck or goose,
that doesn't leave water) and going South for the winters, then coming
back up in the spring.

Are there ramifications on a fiberglass hull moving from fresh - salt
- fresh - salt, etc.?

Cheers