My family sailed on the Pride while it was in the Carribean in 2002. It is a beautiful ship!! From what I understand the ship is a culmination of what Carnival past guests wanted to see on a ship. Therefore, it is quite a sight. I would sail on her again anytime. As far as the ports go, I personally have not been, but my dad has been on this route when the Elation was going in 2003, he said the ports were great. He raved about snorkleing in Cabo.
Hope this helps.