Where should I go?

File: 57864124234.jpg (369KB, 2560x1440px) Image search: [Google]

369KB, 2560x1440px

/trv/ please help me plan my next vacation in the Americas or Caribbean (7-10 days or so)

>burger, male, tall, white, clean cut/professional looking, mid 20s, basic spanish
>Interested in history, nature, art, scuba diving, golf, food, drinking, whoring, maybe a little gambling, etc
>Flying out of Denver, would like ticket to be less than $500ish
>Not a backpacker/'real traveler' type so no hostels/couchsurfing type shit
>prefer airbnb over hotels, say $35~ a day budget, but not interested in all inclusive gated resort type places
>plus another $50~ or so a day for general food/transportation/activities (can spend more on a couple of days for 'big ticket' activities, diving, etc)
>don't want to go anywhere especially dangerous
>I've been to SEA, so I can deal with petty theft, hustler type shit but if I need a local guide to wander around the markets so I'm not kidnapped/murdered it's not for me
>I've been to Guyana for work before, but don't want to go there as tourist.
>Same thing with Puerto Rico

Open to just about anywhere else, any recommendations?