Swim in the cliffside pool above Kingston Harbor at Strawberry Hill (from $195), an upscale resort of intricately carved cottages and villas created by Island Records founder Chris Blackwell in 1994. Ask to see the framed Bob Marley Gold Records, displayed in a little-used room within the main building.
Choose between the Swiss chalet-style main building and one of four rustic wood cabins at Forres Park (from $75), a 60-acre coffee plantation. (Request the one deluxe room with a private Jacuzzi.) Hike or bike along one of several trails to Blue Mountain Peak, the tallest mountain in Jamaica.
Sit on your private veranda overlooking the flower-filled gardens at Starlight Chalet (from $70), situated on its own small mountain. The Lily room, which is slightly secluded from the rest of the hotel and has an adjoining balcony, is the best choice for couples.