I have a Catalina Capri 14.2. Although I have a Honda 2 HP outboard, I hardly take it with me. If the wind dies, I just sit until the wind picks up or some passing by to give me a tow.
Just bring your cell, portable VHF and SPOT, just in case the unexpected. I have sailed this way for 10 to 15 years. It is totally doable and fun. I have oars, but I am too lazy to use them unless I am in the shipping channel.
I read, think, and act independently; I don't come here to win a popular contest, nor I am here for free sex. I come here to learn, be challenged and be inspired in the art of safe off-shore passage. I am NOT afraid of dying in the sea, but I am afraid of dying in a nursing home and burdening those who I love.
I am old school; doing the right even when no one is watching is important to me.