My wife and I love tropical fruits and hope we can plant durian, jackfruits, and longan just for personal consumption.

(I looked at the ones on tropical just east of Decatur.) but you need a reason.  

Hurricanes are a tricky business, we’ve had 3 in the last 3 years, and I’m actually flying back to Wilmington right now just ahead of Elsa, which I’m hoping is down to a tropical storm by now!

Here in Florida there is also a pretty ridiculous insurance lead time during hurricane season (they won't issue homeowner's policies when there a tropical storm lurking in the area).2. 

First of all, I completely sympathize with your position, when I purchased my first home here, the first tropical storm, The BUCKETS (that were taken down and hidden during inspections and walkthrough) in the attic overflowed and began to damage the home.

Our proximity also provides a level of reduced anxiety when a tropical storm jumps into the gulf.We could give up the management (and someday, likely will) to a local management company but we would also be giving up the management fee which is ~20% (of gross) on average.  

Or at least take a very hard look at the "severe repetitive losses".Our primary residence was flooded in Tropical Storm Eta in 2020, so I have recent first-hand experience. 

Tropical REIA (2nd Wednesday evening of the month) and Coffee with Investors in Delray (2nd Saturday of the month) are my two favorite and I'm always at them.   

A cruise or a trip to a tropical Island that may raise red flags, I'm sure that's not what you're trying to deduct.

There are dozens of tropical paradises that are just as nice or nicer, without the crowds, without the government regulation, without the threat of disasters, and with property for 1/4 - 1/2 the price.