I've moved various of my
boats between Marathon FL and Stuart as well as Indian Indiantown and Moorehaven. Probably more than a dozen trips both ways. I lived in Marathon and stored my
boats in Stuart, Indiantown and/or Moorehaven for
hurricane season for over ten years.
An overnight leaving Marathon or
Key West anchored in the Everglades (or Ten Thousand Islands) is never forgotten in a good way. Sneek behind Goodland and avoid the shoals. Lots of places to
anchor back there.
I never did Ft Meyers to Indiantown in one day. But then I try to stay happy and relaxed. There are numerous places and ways to spend the night and make it a two day trip from Ft Meyers to Indaintown.
Indiantown to Stuart is possible and not all that bad in one day.
As an aside... planning on four days for this
delivery is a plan to fail. The calendar is not in charge of your journey... the
weather is. Oh, and things break.
Indian Town is a delightful community of great folks. I would go there just to hang out. Not to mention all the expertise lurking in their cockpits ready to help out. (They are one of the few
boat yards that allow/encourage working on your own
boat. I think they are limited to 16 foot beam on their
lift.
As for going up the Atlantic side. Hawks Channel to Key Biscayne. There are various places to spend the night. It gets much more difficult and crowded between
Miami and St Lucie. I have done i many times. I never did like it. But it is slightly faster. BTW, the bridge intervals on the
ICW are set up for 9 knots cruising between them. I don't know if motoring at 9 knots suits your boat? I did it in a
PDQ 34
power cat and it was great. I did it in a
Gemini 33 sailing cat and hated it. Basically, if you can't do 9 knots consistently. You miss every other bridge opening. And there are lots of bridges.
If you have the time my preference would be Hawks Channel to Marathon. Marathon is a great place for
repairs if needed. Then onto Goodland or Ft Meyers after an overnight in the Everglades. Then onto Ft Meyers and then Okeechobee. Then onto Indiantown. (I would have prepositioned a car in Indiantown.)
I would never have considered four days to be my goal even from Marathon (60 miles less required distance than
Key West. But then I never set any goals beyond enjoying the journey.