Zach, what do you think your air-draft is? You could sent someone aloft beforehand and take the wind inst and your VHF antenna down. That would reduce risk and height. I think we're just under 52ft, without VHF and wind instruments. 3ft is a bunch to heel over. To get off while aground, no help was around. We filled the dingy with a bunch of water jerry-jugs, adding other items of weight like, dive gear, outboard motor & gas jugs. Then lifted the dingy on the port side with the boom and halyard. I guess it weigh about 380lbs and we got about 13-15 degrees. Using the Trig calculator I would need 20 degrees of heel to get to 49ft. Let us know if it works.
http://www.carbidedepot.com/formulas-trigright.asp