Do the math and figure how long the payback might be for the cost of labor and parts for re-gearing based on the couple of few mpg's you might gain back. I presume the 50 miles a day is to and from work (250) plus weekends. For the sake of argument let's say a total of 300 miles a week. Gaining 3 mpg would save you 3 gallons a week x $3.85/gal = $11.55/week x 52 weeks = $600/year saved (or $200 for every 1 mpg gained). And that's if you gain 3 mpg's, but it's also likely you may not since your tires aren't all that over-sized. Whoops, looks like I figured most of it for you!!
Mine is manual as well, but I only put on a little over 100 miles a week. To me, I'm not going to own my liberty long enough to pay back for the cost of re-gearing, so I'm staying with the 3.73's with my 265's.