I've collected my last 2 boats in adverse conditions. The current one came from the Hamble round to Poole in a 6 Westerley straight on our nose with green water everywhere. Previous boat was at Lymington brought home to Poole in a strong 4-5 SW. Survived both trips and glad to have had the experience to build confidence but not sure the first foray out is the best one to get that confidence on
Anyhow go out, play and have fun, that's what boat ownership is all be about.