What I mean by cruising/support fleet are boats around 35 to 50+ feet.
GPS has an 'off course' feature, say set that to 1 mile each side of the rumb line.
I have used a Signal mirror when I lost both rudders on my H16 halfway to Culebra. This race from the east side of PR (Fajardo) to Culebra about 20 miles away.
The support boats brought food, clothing, family, and spectators. I took 5 to 8 hours in long swell around 4' to 10' high.
I have averaged around 8kn on the F16 in these races, so 70miles is around 10 hours.
Marquesaa Keys are 30mi away is an option, puts all the more importance of the support fleet, as no camping allowed. (sleep on support boats)
and Boca Grande Key, Florida (sleep on support fleet)
http://www.bootkeyharbor.com/FWSKeysRefuges.htmFL keys Sea state is mild compared to NC, if you stay near shore (1 mi). Crew weight is 350lb
The Miami to Key Largo race fleet is huge 100-200 boats,
Not easy but I think one could drum up a support fleet.