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Living on Key West, where we also take the stairs, I don't see a 20 million dollar problem here. Most semi-tropical and tropical island destinations do not have jet ways. Many airports have stairs with a side elevator for those who can't navigate the incline As for the rain, you can buy a heck of a lot of umbrellas for much less than $20,000,000.
IMO, traviling to Cayman is expensive enough now thank you. Let's be honest here, a big chunk of what the CIG spends comes from tourist fees and the import duties we pay on the goods we purchase on-island. The more they spend, the more it will cost us to visit.