Address: Grand Harbor, off Shamrock Rd.
City: Grand Cayman Islands, Cayman Islands
Features: Bowls, moguls, cradle. hips, and some street bits like stairs, ledges, and handrails.
Website: http://www.blackpearl.ky/skate.php
Bowls, moguls, cradle. hips, and some street bits like stairs, ledges, and handrails.

The largest outdoor skatepark in the world is a transition skater's dream, and includes beginner, intermediate, and expert courses. The biggest drawback is the price: at $16.25 CI (more than $20 U.S) for a day skate, it's one of the most expensive parks in the world. But you're in the Caymans, so you've stacked a little paper, right?