The idea that Western women, even in 1961, would necessarily not travel to Kenya and other Third World destinations without a chaperon is a non-starter. Based on experience, I often traveled to such international destinations with unchaperoned women as seatmates. (chuckle) In one instance I was traveling in uniform and the lady next to me took it upon herself to cuddle in real close and go to sleep on my shoulder. The stewardess came by and asked if my wife needed anything. “uhh, no thank you,” I replied. While leaving the airport terminal at the destination, I was more than a little surprised to see her go up to her children and hugged her husband. Her hand had on a wedding ring that wasn't there aboard the flight....
Ann and her parents were committed members of the Communist Party USA, and she was living out her ideas of what it meant to be a good Communist. The idea that she would only travel to Kenya with a chaperon is exactly contrary to the spirit and life she was dedicated to follow. Telling her she could not and would not do so would have been tantamount to a dare she could not ignore. In later years, she lived in places such as Indonesia without a husband or other chaperons to accompany her on her travels. So, there is no evidence to indicate she did not and could not have done so as a rebellious 19 year old ideologue.