If you are considering a journey such as this there are several things that we have learned from our experiences that may be of help to you. First and foremost is that this has been a wonderful experience for us. We have seen many things, had many adventures, shared much time together and have had a trip that neither one of us will ever forget. Our lives are passing by at a seemingly increasing rate and whatever financial costs we incurred and compromises we had to make to go on this journey pale in comparison to what we have gained.
Secondly, purchase a well found, sturdy boat and all of the safety equipment that may be needed in case of an emergency. In addition to the required safety equipment I would recommend a life raft, EPIRB, well equipped ditch bag, backup VHF radio, backup GPS, radar and a radar reflector. We also ran a jack line from bow to stern and both wore automatic inflatable vests which we clipped into the jack line when we found ourselves in rough conditions. Luckily we have not needed most of this equipment but we have heard many Maydays and reports of people in distress during our travels.
And finally I would suggest that you get lots of education and take many marine related books, manuals, tide and current guides, coast pilots and cruising guides with you. I was glad I had each and every one of them whether it was for fixing an air lock in my fuel system or calculating the best time to go through the East River in New York city so that we would not have to contend with the 5 knot current. And even though I have been sailing and boating since I was ten years old I have taken many courses to expand my knowledge. Both the class room and on water training I received at Windsong Sailing Academy have been invaluable in adding to my knowledge and skills, as well as boosting my confidence level. I have included a link to their website below for more information.