This is precisely why I've "retired" twice already.
I "retired" in 2004 when I quit my job, gave up my apartment, sold/tossed/gave away about half my stuff and moved the rest into storage 2 provinces over. I then caught a plane to Australia with my bicycle and a few basic things and spent the next 3 months cycling around Australia with a friend.
When I returned from that trip, I started university and graduated in 2009 with a Bachelor of Education.
Rowan and I "retired" in 2012 when we quit our jobs, gave up our rental house, and put everything into storage. We then caught a plane to Hong Kong and began an 8-month trip around the world with our bicycles and a few basic things.
While we would like to get into the position of retiring and travelling one day, we know it doesn't always happen that way ... so we decided to get some good travelling in while we were still young enough to enjoy it.