They didn't meet, but all the Jamaican musicians knew who Hendrix was, and they all paid close attention to American music. Ska and reggae were their versions of American soul music, after all.
Kind of funny story though - Al Anderson was the first American to play guitar in the Wailers band, and Bob was excited to get him because he was under the impression that Al had played with Hendrix. Someone had told Bob that Al could play
like Hendrix, not quite the same thing.
They appreciated that American/British style of hard rock lead guitar playing, but it didn't really have any place in reggae. All those guitar hero lead guitar solos you hear on the later live records were there to appease white college kids and foreign audiences. You never heard those kind of long, distorted tweedeetweedeetweedee solos on the studio records.
In 1973 the original wailers, with Peter and Bunny, did a tour in the U.S. opening for Sly and the Family Stone. Sly didn't exactly jive with the Wailers and they were kicked off the tour and abandoned in a motel somewhere halfway through.
They may have been kicked off the Sly tour, but later they didn't have any problem going toe to toe with huge American groups. As this 1980
New York Times review points out. (The paragraph about Kurtis Blow at the end is funny with "rapper" in quotes and the observation that this
rap stuff is becoming popular.)