How on earth do you begin to plan a round the world trip? Well I think the best thing to do is to plan the very beginning of your trip and then leave the rest until you get there. You have no idea how long you will want to stay somewhere and where you will have to stop and look for work when the funds are low. I realise the thought of landing in a foreign country with only a few nights accommodation booked probably strikes fear into control freaks but imagine if you had every night booked up and then you made friends with a group of people who were travelling in the opposite direction? Being flexible is the key to having a good trip.
If you’re planning a shorter trip, then you should have a bit more structure to your itinerary so you get to see the sights that you want to. When I went to Australia earlier this year I had 7 weeks to do the East Coast so I had everything planned just so I could get to Cairns in time! I still had an amazing time but it did feel rushed at times. Next year I plan to do things a bit more slowly so I can spend more time in the places I loved and visit the places I had to miss on the way up.
So there is no right way to do it but if time is on your side, the less planned, the better! Even if it does worry your family back at home!