I spent one week in Tobago in Feb 2002 with my family, and we went to Pigeon Point most days. We thoroughly enjoyed ourselves, and at no time did we experience any hassles or unpleasantness from, or in any way feel threatened by, the staff or guards, or harassed by vendors, and we did not experience any problems taking photographs. Therefore, it was to my great surprise that I read the anti-Pigeon Point sentiments in the Pigeon Point Forum, and other Forums of this website.
As far as I'm aware, an entrance fee has always been charged, not just by the current owners, but also by the 2 previous owners, and I really don't think that TT$ 18/ person (GBP 1.60) is exhorbitant.
The only difference that we found, compared to visits under the previous owners, was a vast improvement in the bar and eating facilities, with the addition of a proper restaurant, and even a roti hut, the availabilty of beach loungers for rental, and a new, well-paved access road, and some attractive landscaping. Also, if you like windsurfing, there are excellent windsurfing facilities on the Point.
In my opinion, the swimming there is the best in Tobago - you can wade or swim out a couple hundred meters to where boats are moored, and stand in crystal clear water. When we tired of swimming and playing in the water, it was back to the beach to slake our thirst and mellow out with a beastly cold Stag or Carib, and then to top it off, a roti for lunch.
We certainly were not the only ones enjoying Pigeon Point - there were between 20 - 40 others, also lapping it up, Italians, Germans, French , British, North American and Trinis.
Although the situation might possibly have changed since Feb 2002, my advice to anyone going to Tobago, is do not be put off going to Pigeon Point by all the negative comments on this otherwise excellent website. Go there with an open mind and positive attitude, to enjoy yourself, and not with a negative, suspicious, antagonist towards the people who work there.