Well...This is where my Crazy Coax-feedline Truly comes into play
Andrews Heliax (what i use for HF as well as VHF & UHF)
For HF (in this case for 27 Mhz)
at 30 Mhz one sees a loss of 0.195 Db per 100 ft
or 0.641 Db for 100 meters (333 ft)
( would be a little lower loss given you would be transmitting 26,905 to 27,405 Mhz)
This is not ( as was pointed out cheep stuff )
But comes with a 10 year guarantee
I like your plan to use the tower for the beams and the tree for vertical.
I like using PVC pipe to keep coax clear of critters..lol.
There is another advantage to using the tree (for vertical) beyond the lowered take off angle.
Seems nearly all tree installed Verticals Obtaining Excellent natural Grounding carituristics (over and above using a grounding rod..that you still will need to use)
It is sought of like the natural advantage afforded from salt water grounding
Anyways...
Keep the tower for the beams.
Use the tree for the vertical (perhaps to be bold enough to put a Interceptor I-10K up there)
Good Luck however you do it..
Let us Know which way(s) you went