...many of the ladies from south Florida will travel to Naples/Tampa/Sarasota and vice versa.  they're not "that" distant, especially Naples.

if you've got your eye on a particular lady, by all means, ask.  it can't hurt, and you may be pleasantly surprised by the response!

good luck!

"Tampa" includes Tampa, Sarasota (down to North Port or so), Pinellas County (St. Pete, Clearwater, the Gulf Beaches, etc).
"Orlando" includes Orlando (including the Parks) and surrounding areas, Daytona, Melbourne, etc.
Tampa and Orlando ladies frequently work in both areas.

"South Florida" includes Palm Beach area, Boca Raton, Ft. Lauderdale, Miami, and the Keys.
"SW Florida" includes Ft. Meyers, Pt. Charlotte, Naples, Bonita Springs, Sanibel, etc.

But, of course, most of these ladies will travel to any other location for the right booking.
Miami is about an hour from Naples, Orlando is about an hour from Tampa, Tampa is about 2-3 hours from Naples. Orlando is about 2 1/2 hours from Miami, Tampa is about 4 hours from Miami.

Hope that helps.