Lhb1239 [Attribution-ShareAlike], via Wikimedia Commons
The likeliest place to spot the endangered Cayman Brac parrot—and other indigenous and migratory birds—is along this National Trust hiking trail off Major Donald Drive, aka Lighthouse Road. Prime time is early morning or late afternoon; most of the day they're camouflaged by trees, earning them the moniker "stealth parrot." The loop trail incorporates part of a path the Brackers used in olden days to cross the bluff to reach their provision grounds on the south shore or to gather coconuts, once a major export crop. It passes through several types of terrain: old farmland under grass and native trees from mango to mahogany unusually mixed with orchids and cacti. Wear sturdy shoes, as the terrain is rocky, uneven, and occasionally rough. The 6-mile (10-km) gravel road continues to the lighthouse at the bluff's eastern end, where there's an astonishing view from atop the cliff to the open ocean—the best place to watch the sunrise.
Lighthouse Rd., ½ mi (1 km) south of town, Tibbetts Turn, Cayman Brac, KY2-2101, Cayman Islands