As with everything, location and conditions play a major role in the decision.
Irrigated, dryland, gophers, how smooth or rough the fields are, size of fields, and swath width. You stated your cutting with a 16' header, that is going to limit you a little bit. You would have to keep your windrows a little on the narrow side to be able to pick them up with a hydraulic rake. Sometimes its very difficult to spread a hydraulic rake wide enough to pick everything up, and still function properly. Narrower windrows works fine in lighter crops, but 2-3 ton p/ac p/cutting, you need the swaths a little wider.
If you fight gophers/dirt, a hydraulic will make cleaner hay than a wheel rake. I don't care what anybody says about properly setting a wheel rake, they still put more dirt in the hay. If the fields are clean, it's hard to pass up the speed you gain with a wheel rake. The big wheels aren't as agile as a hydraulic, so if you have small fields, with a lot of corners to contend with, a hydraulic gets around better. Especially compared to a Sitrex type design, with the tires on the very rear of the rake.
If your in a area where getting rained on is a concern, at some point you will have to re-rake. This is a weak point for the Vermeers, and the wire wheel type wheel rakes.
If the fields are rough, you should look for a rake with walking beams on the tire setup. Makes a big difference in the longevity of the frame work.
Adjustability: the more adjustments a rake has the better IMO. When the hay is dry you want to "rope" it up a bit, when it's wetter, you want to lift and fluff. On most of the hydraulics you can change the pitch of the basket up or down. Up for fluffy, down for ropey.I'm not sure on the 2800 Vermeers, but the 2300 I used to own, had little to no adjustment for this. The only wheel rake I'm aware of that does this is the H&S/New Holland.
Generally speaking, a wheel rake is gentler on the hay. With a hydraulic, you need to match the ratio between basket rpm and ground speed, not saying it can't be done, you just have to be aware of it all the time. As conditions in the hay change, so must your speeds.
FWIW: I have owned 3 rakes in my 15 yrs in the miserable custom haying business. 1st was a Vermeer 2300. Loved it in dry light hay, hated it in heavy, and it absolutely would not re-rake. Broke the pipe frame on both sides where the lift chains wrapped around, stripped out the ACME threads on the front tires height adjustment, changed one hydraulic motor, and broke a rear tire spindle. 2nd was a New Holland 216. All around great rake. Wore the teeth of it twice. I had trouble keeping the front tongue welded together after a few years, and the control cables always gave me some trouble. Crossing pivot tracks was terrible with the single tires. 3rd, and still using is a H&S wheel. I can't say enough good about this rake. It will be getting its third set of teeth, and second set of bearing this spring. I've only welded one time on it-one of the pivot arms for a wheel broke off. The weak point I've found is the tire spindles and bearings aren't big enough.
Again FWIW, and that ususally isn't much, if I was going rake shopping I would look at a Twin Star for hydraulic, and H&S for wheel.