Tick anything you already have, in any order. Quests unlock once this is done.
A lake, a canal or a slow river. They will lend you a boat and a paddle for an afternoon, which is far better than owning one before you know what you like.
Find kayak hire near you2 things left above. Quests are real things you go and do, so they only make sense once you have what you need.
First one waiting: Paddle a straight line across flat water