If long-term travel is a retirement dream, as it is for a lot of people, the blog www.seniornomads.blogspot.com could be of interest. It tells the story of Michael and Debbie Campbell from Seattle who have been travelling around Europe and the Mediterranean area for some 20 months. They stay mostly at places they book through www.airbnb.com.
This blog is heavy on pictures, but also contains quite a lot of useful information. It actually was picked up for a story in the New York Times. If you want to get the nitty-gritty on costs and other practical matters, look at the post for March 15, 2015.
They try not to spend more than $90 per night for lodging, and also economise on sight-seeing and travel. They have rented their house in Seattle out, thereby reducing their fixed expenses at home. By renting apartments and houses they eat most meals at home, and enjoy the adventure of buying food at markets in Europe. They exercise with the free walking tours offered in many European cities, where the only cost is a tip to the guide. There are even free walking tours in Tel Aviv, Israel, where they are now.
Both members of the couple post to the blog, and Michael writes a lot about his adventures securing tickets to matches of his favourite sport, soccer (which is, of course, called football in Europe.)