Paradise Point Skyride

The Skyride leaves from the Havensight side of the harbor and climbs Flag Hill in a few minutes. At the top, the whole port is laid out: cruise piers, Hassel Island, red roofs, and, on a clear day, the islands beyond.

Where: Havensight, above the cruise docks
Time: 45–90 minutes
Cost: Tram fare; the overlook itself is the point

Best for. A first look at the island, or sunset

What you are going for

The tram is the attraction, and so is the pause at the top. Order something cold, walk the deck, and pick out Water Island and the channel. Sunset is the generous hour: the town lights come on while the harbor is still blue.

It is not a half-day outing. Treat it as the opening or the close of a Charlotte Amalie walk — Fort Christian and the 99 Steps are both downhill from here in spirit, if not on the same path.

Before you ride

Fares have sat in the mid-twenties to mid-thirties depending on the season and the operator’s current card. The bar and restaurant keep their own hours, which do not always match the tram. If a ship is not in port, call ahead so you are not standing at a still cable.