Good idea, i've seen quite a few youtube vids of St. Maarten. Alas, I have yet to travel there.
300 f/4 IS + 2.0x ii, handheld standing in my front yard, 1D Mark IV, cropped to 100%, ISO 1250, a bit of NR in ACR and PS, opened as a 16 bit file. Center point-only AF, effectively an f/8 lens...shot at f/10...about 40 minutes before sunset. This is one of the sharper shots I got with this combo (of planes or otherwise). The 2.0x ii is fussy, and so was this lens. But renting the 1D IV was (I imagine) about as fun as visiting the bunny ranch...ahahahah.