Samantha goes sailing around the historic British Virgin Islands with Capt. Lisa Roland and learns sailing essentials while at sea. For her first stop in Virgin Gorda, Samantha plants coconut trees in Spring Bay as part of the Seeds of Love initiative, then hikes through the Baths, a Caribbean natural wonder. Arriving at Anegada Island, a local guide takes Samantha for a cruise and makes her conch ceviche with freshly harvested conch and she has the honor of depositing the conch on "Conch Island". Samantha next meets Chef Sam at Potters by the Sea, who preps Caribbean lobsters in the most unusual way at this local favorite. In Cane Garden Bay, Samantha chats with famed musician Quito Rymer and watches him perform live with his band. Back at sea, Capt. Lisa brings Samantha to Josh Van Dyke to the world-famous Soggy Dollar Bar to try its legendary Painkiller drink. Finishing off her trip, Samantha and Capt. Lisa snorkel at one of BVI's top snorkel sites, the Indians.