I have had Progressive for years and have never had any trouble. My car got plowed into by a deer, and Progressive was reasonable to deal with. Their rates are also about the best I can find. We bundle in our home insurance (through some licensed third party) and save even more! Our rates just actually went down this past 6-month period which was a pleasant surprise.
Safeco is not the best, but if you have a classic car you want to drive as your regular vehicle, Safeco is the insurance for you. Safeco allows you up to 10,000 regular use miles which is similar to what someone may drive on a normal policy. Most collector of cars are not looking to drive them regularly, but if it happens your 1968 Ford Mustang has to be your premier car, Safeco is your best bet. The limitation to Safeco is its stricter list of vehicles it will insure, including a ten year required minimum.