Jane heads to St Lucia. taking a trip to the heart of the rainforest to get view of the flora and fauna from above the canopy, and going on a boat ride from the north to the south of the island en route to an outdoor hot tub heated by a volcano. Jane also meets Helen DeMacque-Crockett, aka Pepsi of Pepsi & Shirlie fame, who has St Lucian heritage and has moved to the island to run a sailboat charter business.

Jane visits Antigua, which she visited during her cruise ship years, and decides to track down island celebrities she has always wanted to meet and fulfil a dream of chartering her own yacht. She begins her trip by swimming with stingrays, before stooping off at the world-famous English Harbour - home to some multimillion-pound yachts.