[modells]

Suggestion for anyone in this bracket and unmarried: once a year, rent a massive coastal villa in a South American country on the cheap ($1.5-3k/week) either alone or with 1-2 cool (emphasize cool) friends. I'll let your imagination run wild as to what follows. Now up that a bit as your imagination wasn't wild enough. Have fun, be safe.

ProTip: Use VRBO or other vacation rental sites rather than airbnb.

[feel_the_need]

South America is huge. Can you recommend some cities / countries where you can do this?

[Markoff]

you could rent something similar for that amount in Indonesia for a year (or Thailand for half year) instead of week

[pacomerh]

Can you expand on why VRBO rather than Airbnb?