Montego Bay 
in $240s-$280s RT
AkashaJFC
Meet Jude and Jack.
Jude's passport says he's well-traveled, but it never leaves the walls of his hotel resort. Neither does Jude. He came for the dazzling blues of the Caribbean. Zero notion that in reality only 1% of Jamaica's beaches are accessible to locals.
He doesn't lose sleep on his crisp white embroidered hotel sheets - except for maybe counting his buffet ROI.
Jack, on the other hand. He's trading AC for the sea breeze, sinking his toes in the real Jamaica. Probably drinking Red Stripe out of a cooler with a local fisherman on Treasure Beach or sharing a hammock at a family-run guesthouse in Port Antonio. He's the guy funding the actual community, not a mega corporation. And you can guarantee his journal is bursting at the seams with tips on how you can do the same.
And just like Jude, he doesn't lose a wink of sleep either.
Jack's take
We've never seen non-stop flights to Jamaica go lower than this, and they haven't been this low in over a year, too!