In January 2008 and October 2010 I visited the Algarve and Alentejo region in southern Portugal. First time was a family holiday and second on invitation of the bureau of tourism Algarve. Southern Portugal is ideal for a family holiday while spending the first and last hours of the day birding and photographing. In the winter period temperatures are a comfortable 18 degrees and in October we could go out in our t-shirts. If experiencing nature is your main objective then you should avoid the high season. From June to August it's hot, dry and very busy and less birds which are also not at their best looking.
Places worth visiting (moving west to east along the map)