You'll see some outrageous costumes, lots of public drunkenness,  many scantily clad gay men, lots of gay PDA, gay nudity, maybe some public sex,  and some freaky shit. The bars overflow like Mardi Gras. Make sure to bring a camera, and wear a wild costume.  I had some gay guys hit on me when I was there (even though I had a hot date).   I've been 3 times. It's wild for sure.

It's like nude Halloween coupled with Mardi Gras. Lots of older folks. It's most active beginning Thurs. to Saturday night, when they have the parade. Crowds like you wouldn't believe. Lots of civvies taking pictures. Being exhibitionists, the revelers love having their pictures taken. Parking: I was on my motorcycle so I could park right on Duval where my seat got lots of action--gals wanting to pose for pictures on the bike. If you're coming in from out of town, you might park in the lot where the Waffle House/Days Inn is (just as you enter Key West). Take a cab from there. Appointments would work if prearranged and they have accommodations to go to. I don't think you'd want to solicit in town.

Just go and have fun. No need to preplan. Just participate.

a large police presence who weren't hassling anyone; but, I'm sure if they saw public sex they'd step in.

as evidenced here

Looking forward to seeing your pictures.

Contact me for some great suggestions. I haven't steered you wrong yet