Cannot decide where to live this summer (2017) - suggestions please.

Perhaps the epitome of a "first world problem", I cannot decide where to live this summer.

A bit of background, I'm rather fortunate to do most of my work remotely, and have "resided" in 17 countries in the past 5 years. ("resided" as in, lived for more than 2 months). Looking back, yes, I might've foregone the typical corporate drudgery of analyst - associate - vp - md, but I would do it the same all over again - the experience is priceless.

Anyways, I need some suggestions. I'm a history buff and enjoy extreme outdoor activities . Not too big into clubs/bars, more of a discreet high-end lounge type of guy.

Below are a few criteria:
- must have working, reliable internet
- maximum of +/- 6 hour differential from New York time
- should have nice weather from June-Aug (no colder than 50-60 at night)
- have females who are easy on the eyes
- hassle-free tourist Visa for US Citizens (i.e. no Russia or Bolivia, etc)

I have a few places in mind, but would love to hear your experiences for cities/countries.

Thanks guys.