olli, difficulty and time have to consider all sorts of things. Starting out from CT or Miami? Big difference. Sailing offshore on the east coast, or motoring inside the intracoastal?
Gonna try to do it solo? If not, how will you get who for crew, in how many stages subject to how many schedules?
Then there's the Panama Canal, they publish their rate tables but there are requirements to transit that also, expect another $1500-2000 for the fees, or more.
If you plan to do bluewater sailing, this is a good time to start working with charts
, with pilot guides or Jimy Cornell's World Cruising Routes book, asking yourself how to navigate that trip, how long each piece will take and where and when you will choose to go.