Hello Randomguy and welcome home (soon) from Iraq. We're glad you are safe.
I haven't been as far as the Dry Tortugas, but just offhand it looks like at least four reasonably long days of sailing from WPB to there, and that's assuming that you have a favorable wind
(which is likely after you make the turn SW somewhere after Key Largo
, 50:50 from WPB up to there), and that the gulf stream
eddies don't slow you down. Overall, I think it's asking a lot. Even WPB to an anchorage in Biscayne Bay is really quite a trip, a minimum of 70 NM, again, you would need a favorable wind
and no interference
from the currents to make it in under 12-14 hours. Having said that you can anchor most places in Biscayne Bay, normally in the lee of the barrier islands, off of Key Biscayne and Elliot Key are common anchorages
, but almost anywhere is OK in light winds. From there you can go out at either Biscayne channel or Angelfish Ck, next place to get back in for an anchorage is either Port Largo or Whale Harbor (both marinas), 50-70 NM depending on where you anchored, or to Rodriguez Key (I personally don't like the holding there). After that it's basically Boot Key or all the way to Key West
, although there are a few marinas
here and there where you can tuck in for the night, and Channel 5. Alternatively, if the weather is/has been good you can head
to the Bahamas from any of those locations, going E is always the tough part (if you want to sail), you usually have a good angle on the wind coming back.
If you want to call me when you are back or during your trip send a PM and I will give you my phone
number. Good luck. Pete