I prefer the water type (though something tells me it's not the safest type for me). I'd probably be 5th or 7th or even 2nd gym, just for kicks. But, anyway, here's my team/gym/appearance.
Gym: Quite similar to a port, the trainer would have to work their way up the dock and challenge sailors before reaching me at the end of the dock and onto land. On land, there's a small beach area to the left, where the trainer and I would battle.
Team:
;230; Kingdra Lv. 50 - Dragon Pulse, Dragon Dance, Waterfall, Ice Beam
;395; Empoleon Lv. 52 - Flash Cannon, Ice Beam, Brine, Surf
;226; Mantine Lv. 50 - Toxic, Confuse Ray, Earthquake, Water Pulse
;195; Quagsire Lv. 50 - Yawn, Amnesia, Earthquake, Muddy Water
;365; Walrein Lv. 51 - Ice Beam, Earthquake, Surf, Hail
;121; Starmie Lv. 49 - Psychic, Recover, Rain Dance, Thunder
My appearance would be in a gray turtleneck with blue details to make me look like that of a Prinplup (the gray posing as the light blue; for idea, look at my avy). I'd wear charcoal pants, and, just for show, a black fedora.