Not in 1969; however, I was behind the Green Door in 1960 when DONNA came through the Florida Straight headed for Key West and then - in the middle of the night - positions became a litte "fuzzy." DONNA made a right turn and went north over Islamorada which had a max altitude of 12-feet. The storm surge was 14-feet. Several bridges on the overseas highway were lost as was the large water line that came down from the mainland: few or no baths for about 10 days.
All-in-all, we were lucky in Key West, no winds greater than 60 kts.
Following from Wikipedia:
Early on September 10, 1960, Donna made landfall near Marathon, Florida with winds of 130 mph (215 km/h), hours before another landfall south of Naples at the same intensity. Florida bore the brunt of Hurricane Donna. In the Florida Keys, coastal flooding severely damaged 75% of buildings, destroying several subdivisions in Marathon.