While there are dozens of stairways or “step-streets” as they were known on St. Thomas, 99 Steps (there are actually 103) is the most popular one, thanks to the lush foliage that adorns either side, as well as the spectacular view from high atop the mountain once you make the climb. At the top, you'll be able to spot Blackbeard’s Castle. You can also reach the top via a taxi, and avoid walking up the 103 steps. It’s easy, however, to take 99 Steps downward at a leisurely pace. Some guided tours of the island include a stop at the steps but typically don’t allow time for the climb.