There are
1,393 mi
from Waterbury, CT to Cutler Bay, FL
That's the driving distance. It would take 1 day 2 hours to go from Waterbury, Connecticut to Cutler Bay, Florida.
The flight distance (direct flight from Waterbury, CT to Cutler Bay, FL) is 1,179.94 mi.
1,393 mi = 1.61 kms