1. You're right, I've also found it's hard to find out ahead of time what entertainment will be available in Negril. Seems like the only place that does a good job promoting their concerts in advance is Negril Escape - but they are winter. The closest thing I've found, so far, is the "Negril Event & Nightlife" facebook page:
https://www.facebook.com/permalink.p...0576472638955/
2. It doesn't involve food, but a tour I really enjoyed was of Accompong - maroon town that was center of Jamaica fighting for it's Independence. Besides learning the history, the trip up into the cockpit country is very scenic. And it's near enough to YS Falls or Appleton Rum factory, you can do a combo trip.
4. Clive's Transport is $20 each way for a "shared" transfer, which many times turns out being a solo ride.
Even if shared, it's usually such a small group that you get to your hotel with little delay - if that is your concern.
They will stop along the way for a food/drink/bathroom pit stop, if desired.
Very reliable with great vehicles and friendly, safe drivers.
http://www.clivestransportservicejam...ransfers_1.htm