My boat has been my EU summer home (typically May to September) since 2004, although I have changed the actual boat twice in this period.
I usually have a general plan for my summer cruising, but this is flexible based on weather and crew availability.
My sailing involves day sails of less than 50NM, but there is sometimes a need (or desire) for longer passages including the occasional overnight. I may not sail every day and take days off to explore new places.
I prefer to avoid sailing in adverse (strong wind / swell) conditions and when these arise will plan a few days extra in port.
The boat is well equipped with all the usual safety equipment.
I regard sailing as an adventure and hope you can bring your adventurous spirit and join me!