I previously have mentioned "Flight of Passage", a great true story of two teenaged brothers who restored and then flew a 1940s Piper Cub from coast to coast in 1966.
Here's a similar story circa 2008-a 16 year old guy who's sailing the Pacific Ocean. His 14 year old sister is "very jealous".
http://latimesblogs.latimes.com/outposts/2008/06/zac-sunderland.html