Cunningham, who was born in South Africa, speaks Swahili (and has a grasp of Afrikaans and Zulu), and spent her childhood in Zimbabwe roaming the Nyanga Mountains and relaxing on Lake Kariba. In adulthood, she spent time running safari camps in Kenya before transitioning to the travel advisor role; now, she specializes in luxury, multi-country trips across the continent that combine safari lodges, resorts, and city stays. (A recent itinerary included Kenya, Tanzania, South Africa, Zambia, and Botswana.) One trend she has her eye on: adding Zanzibar, the beachy island off Tanzania, as a relaxing reward at the end of a safari trip. Her passion for wildlife conservation and commitment to empowering communities is evident in her itineraries, which typically include eco-minded activities and local guides. Always an adventurer (with experience in planning intrepid itineraries outside the Africa continent), she can also plan an expedition to Antarctica, say, or a sailing and diving trip to Fiji.