Re: How far could you take a 2stroke 35HP outboard?
what is it about Catalina Island that inspires people to lose there critical thinking ability?
As someone said, it's not the motor, it's first, the skills and experience of the captain and second, the boat. Horsepower andlength are irrelevant; a 17' ocean kayak is safer than a 17' bowrider offshore. An 8' jetski is not an 8' jon boat. My 13' whaler would make it when your 13' V hull tinny would be on the bottom.
I think that in a small boat you should always be 20 minutes from safe harbor so that you can survive if a storm kicks up. How far your boat goes in 20 minutes is your leash. And remember, "shore" is not the same as "safe." Even the lake boaters know that.
There is no such thing as "ideal weather" when you are an hour from shore.
Nothing wrong with boat adventures. Have a buddy boat* and try it. Use the "thirds" rule and have back-up. However, in your case, a 35 mile open ocean crossing in a 14' boat is not an adventure; it's a mistake, pure and simple.
*something big enough to carry your boat or tow it on a plane.