I like both of those dresses. I am on the short side, so I generally wear short dresses. I prefer shift (linen) dresses over shorts. All I have to do is to pull it over me and it’s cooler.
I am good with getting dressed for dinner. I stay away from buffet for dinner because I don’t like how some people are dressed.
I would look into booking some themed restaurants ahead of time or getting them booked as soon as you’ve arrived.
I have found some all inclusive resorts are short staffed and they make it more difficult to get restaurant reservations.
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