From a small sample of conversations with residents and businesses in the Caribbean, tourism is down 10-30%. Even in the slow season, tourists are either staying home (staycations) or seeking more affordable travel options.
If you are in the market for a second home, sales are slow and prices are dropping to more reasonable prices.
Interesting note, while some flights are booked, others (namely the weekly runs and not the daily runs) may have plenty of seats available. And given that this is the hurricane season, try booking at the last minute to get some great deals. How about $1000 for six nights in a hotel and flight? I sometimes use lastminute.com for ideas.