Everyone wants to go on a big adventure. One of those ‘drop everything an go’ kind of trips.

My wife and I are currently planning just that. We are quitting our jobs, putting our beautiful seaside flat on the rental market, packing everything into storage and flying to Santiago, Chile.

We’re going to buy cheap motorcycles, side-mount our surfboards and ride up the Pacific Coast to California over a year.

However, putting our big plans into action hasn’t been easy.

Here are some tough questions we’ve been considering (and you should too) before embarking on this trip of a lifetime…