As a longtime island resident and occasional hiker, I don't think that you need to worry about tresspassing. Most of us are pretty laid back, and as long as you're just passing through and not walking into the kitchen, feel free to walk on my land. Our place is facing Treasure island, and the land goes all the way to the peak, but LRCT has an easement above the power lines. This is so no camps are built away from the water. When I hike, I usually stick to following the power lines to the southeast end, then walking the spine of the island. You can take this alll the way to the #25 light bouy.
Have fun - it really is the best place in the world!