For those of you in the pacific time zone (sf bay). If you're interested in doing this, I recommend Tahiti or Hawaii. It's three hours off from pacific time during the summer months but only 2 hours off during winter. You can easily work a local time of 6-3 which would be 8-5 in PT. This gives you the rest of the day to enjoy paradise.
A tip on how to convince your boss to let you do this: Plan to go on a two week vacation somewhere. When asking for time off, ask your boss if they mind you working remotely for a couple weeks following your vacation. It might just work--and like in my case I found out that my boss didn't care if I stayed longer.