I second Breakaway's recommendation to join SSCA. You can purchase
a CD of past bulletins which is searchable so you can find what you are looking for.
I lived aboard in Portugal
the last two winters. One winter in Cascais, where there were few other cruisers except short stay transients. The next winter I stayed in Lagos where there is a large and very active live aboard cruising community. Cascais was great for quick access to Lisboa and Portuguese Riviera, but expensive. Lagos wasn't inexpensive, but less so than Cascais. Lagos was by far the more friendly location.
Staying in Europe for the winter does require at least one trip out of the Schengen Treaty countries for a short time to renew your 90 day tourist visa. I used the UK for that purpose.
Again if you join the SSCA you will have access of reports from dozens of members currently cruising Europe. There many great places to stay for the winter and tour Europe by car or just hang out.