That may be a bit of a tight timeline. I would change the order around so you're going one stop on the monorail at a time (and remember you have to go through security each time you get on the monorail now). GF to Poly is one stop short of a complete circle on the monorail, and Poly to CR is three stops.
I forgot about new security check on the monorail, IMHO, what a PIA. I do think I need to eliminate a few stops.
For DS
Morimoto has some great inventive cocktails including the Smoke and Fire, Ishikawa 75, and some other thing I had that isnt up on the menus yet with a bunch of Lavender in it
Jock Lindsey's was pretty cool too drinks were ok, food was meh but that was 3 years ago.
Paddlefish's rooftop bar and bar area has some great albeit seriously expensive cocktails including the Prohibition Mai Tai and Captain Handsome, they also had a fantastic Chablis by the glass, ask for Owen if you get a table especially if you're looking for wine, he's going for his foundation level certification with the Court of Master Sommeliers and absolutely nailed the entree wine pairings.
I feel the same way about Jack Lindsey's. Was there in Feb 2016 , we sat inside the bar, not outside. I thought the decor was cool as I am a huge Indiana Jones Fan. The drinks were OK, food wasn't bad but wasn't exceptional, service was slow. Morimotos and Paddlefish are great suggestions. I am thinking after Ragland Road, to try Morimotos !
I see Trader Sam's is included at the Poly but I would encourage everyone to try a Lapu Lapu at the Tambu Lounge which is adjacent to 'Ohana. Excellent drink they serve in carved out pineapple.
I luv me a Lapu, Lapu, one of my favorite drinks ! A staple whenever I visit the Poly, whether at Kona or Ohana or just a stop at the bar.
You might want to consider walking from GF to Poly or even taking an uber so you aren't backtracking on the monorail so much.
Any reason you are doing tea over a lounge at GF?
I agree with going to the bar at Morimoto - they have some great drinks. Might want to check out the Boathouse as well.
If you feel like heading to the Boardwalk after DS, go to AbracadaBAR. They have some pretty unique cocktails there including one with absinthe in it.
Doing tea at the GF, as many, many years ago we had the Tea and it was delightful. So it has been on the "repeat bucketlist" for a number of years and this year it is working out, in terms of a day, and an ADR. We really enjoyed the experience and generally get the champagne pairing.
I would like to try Morimotos after Ragland Road ! AbraCadaBar is a great suggestion, we have that & Jellyrolls on another evening.
In reading all the replies, it seems our plans should be ADR for Tea at 2:30 at GF, walk over to the Poly for Trader Sams or take the Monorail. If we have time either Geyser Point or Cali Grill. Than bus it over to the Springs for Raglan Road and after possibly Morimoto.
Both the Boathouse and Paddlefish are on the bucketlist for another year !