for over a year now i have been looking at weekend free and easy package tours where travel agencies package accommodation and airfare. however, i have only taken two such trips because it has been difficult to find someone to twin-share rooms with. oftentimes it becomes a major production with tons of people, which defeats the purpose of a quick and hassle-free getaway.
the deal is just to travel together, share the room, and once at the destination do what suits oneself.
you can list yourself in this page if this is your cup of tea, then we will have a stable of people we can contact to take such random trips.