A few things to note with silicone tooling (plenty of good tutorials online BTW).
1. You cannot use conventional polyester gelcoat resin with silicone tooling. So you need to use normal lay-up resin thickned to form the gelcoat. Better still, use epoxy, as this has much lower shrinkage rate, and doesn't compromise the rubber so much.
2. It is a much (MUCH) more expensive way to make a tool.
3. The tool will burn out after a certain amount of pulls, typically 50-100 pulls, but it does depend on how well the tool is treated.
4. Silicone rubbers tend to come in two main types- paltinum cured and tin cured. The former are better, but unsurprisngly more expensive. There are also different hardness rubbers. Tiranti are a good place to get rubber. Smooth-on are another.
Personally I would only use rubber for a mould of very steep undercuts. Most boat hulls only require a split mould, so a hard case tool isn't that difficult. Getting a release is easy, but you do need to be patient and very methodical in your approach to application of the release agent.