Andrew, welcome to the forum and congratulations on your new Hobie.
The first thing to do is get to know the Canadian Coast Guard. They will list for you required and recommended safety equipment, lighting regulations, rescue equipment and emergency communication procedures. Here's a place to start: http://www.ccg-gcc.gc.ca/eng/ccg/home
IMO, any preparation for on board repair, on the ocean, at night is a waste of equipment and tends to build a false confidence that can get you in trouble. Before you can repair anything on the water, you better know how to repair it in the shop. Even the simplist bench procedure becomes very difficult aboard with wet hands, a rolling sea and plenty of scupper holes to drop your parts in.
You're much better off concentrating on how to get to shore -- you can fix the boat later.
1. Know your equipment and how to operate it in emergency situations. If you lose rudder control for instance, learn how to use your paddle as a rudder. You can break almost anything on the Drive and it will still function well enough to get you home if you know how to deal with it.
2. Perform preventive maintenance regularly. Most breakdowns give plenty of advance warning and are therefore preventable, but only if you take the time to thoroughly inspect your equipment.
3. Practice emergencies, just like pilots do. They can't pull over and fix their planes either.
4. Dress for the occasion (in case you find yourself in the water in winter for instance). Get good equipment.
5. Keep your hatches closed and your eyes on the water. There's nothing like an unseen swell or wake to knock you off the boat when you're not looking.
6. When in doubt, leave the boat at the dock and take the ferry. Even in good weather, harbor entrances can be tricky. The more experience you gain, the better your judgment will become!
PS. I saw your other post about the possibility of carrying a passenger. That's a great recipe for disaster. Put the notion out of your mind.