The youngster turns to each person individually, points, and asks them their name.
They all reply, and most return the question to which he politely replies "Oliver".
The boy's mum, who filmed the heartwarming moment, says he just likes to make new friends wherever he goes.
She posted a video of his chats online, writing: "He runs up to playgrounds and joyfully exclaims
''hello my friends'' to random people. He starts full conversations with strangers anywhere we go.
"He loves to make people laugh and smile every chance he gets and this was just a normal day with Oliver.
"People often tell me he is the happiest kid they've ever met and I completely agree. I am one incredibly lucky momma."
Little Oliver, who is wearing a white t-shirt with a skateboarding logo on it, was flying on a Southwest Airlines in Florida.