Hi all,

Anybody been to Cancun or Cuba (Havana) before? Wife wants to do CUN-HAV a couple of days after we get to CUN, but I wonder what the legalities are since we aren't doing a tour group. Anybody have loophole info on that or is it fine since we are heading from CUN anyways?
If we do end up going to HAV, I don't see any nonstop award possibilities for CUN-HAV. Revenue is $234 pax r/t for May 10-14, and award is 30k AV pax r/t on AM. Seems like eating revenue and paying with Barclay Arrival is the only way, but I'm open to other alts, if any.
Any recommended tour guides, excursions, places to eat, and places to visit in Cancun, Tulum, and Havana? We plan to use Uber in MX if cheap for closer locations, but if hiring a driver for a few days is best, let me know.
For hotels, we're going cheap with Aloft in CUN at 4k SPG/night. I'm still researching Tulum which is probably going to be AirBnb, and HAV has a Four Points, but it's 12k SPG and revenue is $184/night, so doesn't seem worth it. Worst case, we could stay at casa particulares, but I would need wifi to work. Any recommendations on CPs in Cuba? If we decide to do Four Points, would that be an issue being that my SPG account shows me as a US citizen? Would we need Visas still?Hope that makes sense.

Any other tips? All help appreciated.