There was an ANALOG sci-fi story a few years back. Can't find it now. But, in short, the basis was that the development of high tech materials and pursuit of high-risk sports and adrenalin junkies would lead to really wild activity possibilities.
In the case of the story, the advent of strong, flexible, memory materials for use in clothing that can protect a human body, and hold it together under extreme forces, as well as light weight strong materials in the use of parasails, it would be possible to sail the eye wall of a hurricane.
The characters in the story prepared for the attempt by sailing the strong fronts along the Midwest in the spring. They then used a fast boat (a "surplus" Sea Spectre Patrol Boat MKIV.... that I remember, as the MkIV's were fairly new at the time the story was published) to get out into the hurricane that they have been waiting for, then 3 of them make the attempt. Special suits, water survival gear, and wearing multiple parasail packs..... they attempted to navigate around the entire eye wall. One manages to succeed, the other two fall short, one with a broken arm/leg.
Someday, some fool will try it for real. The tech is probably all there now.... just needs to be put together.
