Hi Jon
Kayak fishing is really taking off here in the UK and we are now very much aware of the large pelagic species that have been caught around the world from yaks.
Assuming that you can rent a kayak (maybe World of Watersports at Pigeon Point or by the Conrado Hotel, same area) you would have access to the crown point and
outer Buccoo reef areas.
Tarpon are a good bet a few hundred yards off Crown Point - out from the airport runway and around to the oil tanker buoys. The same area will offer schooling horse-eye and crevalle jacks and bonito, if the baitfish are present. If they are, the birds will also be working the baitfish, so a good sign of likely sport.
There are some very strong currents past the buoys, so please be careful - next stop Trinidad
Around the outer edges of Buccoo reef (inside is a marine reserve) you can catch bonito on a regular basis. Occasional dorado and even rarer yellow-fin may be present, but further out would be a better bet for these and wahoo and sailfish.
Further up-island you can catch kingfish close in (a few hundred yards out from shore) by either spinning or trolling lures like rapalas or metal jigs and there are always barracuda hanging around the rocky outcrops.
The North of the island is the place for YFTs, especially the Sisters and around Giles Island, but I don't know of any kayak rental /hire this far North and it's a bl**dy long way to paddle from Crown Point
Have you read the myTobago fishing pages, here -
http://www.mytobago.info/fishing.php
This should give you an idea of what is available, both inshore and offshore.
Let us know how you get on.
Very tight lines
Cheers
Steve
Take only photos - leave only footprints. I like that concept.