Re: Travel advice needed - going somewhere tropical this February
I'd put Cancun near the bottom of your list. That whole region is a tourist trap in disguise. There's no local flavor there at all. It's really just So-SoCal (hate that phrase.)
I'd say either Aruba or the Bahamas, although the Bahamas are also pretty densely populated by resorts, so you might not find an interesting side trip to plan there.
I hope it's never sunny in Philly again.