Worked on international development projects in South America for 4 months sleeping in a hammock in the jungle. When transiting to another location had to get up at 3 am and paddle down the tributary of the Amazon pushing floating islands away. The waters were infested in anacondas, piranhas, alligators and everything else.
OK. I have a lot of choices. I'm a pretty adventurous guy. Glassblowing, flying a tiny airplane (just one lesson), multiple different circus classes, travelling to Argentina by my lonesome, dogsledding, ski-biking, indoor skydiving.
But I'd say the most adventurous thing I have ever done is when I locked myself out of my 4th floor apartment. At that time in my life I was young, broke, and way too overconfident. So I walked up to the roof, climbed down the fire escape to my window. Then, hanging on to the cable wire, I raised the window that my air conditioner was fit into - NEXT to the fire escape, not by it, and climbed through over the air conditioner. It moved while I was doing this. At least one screw gave way.
By all rights I should be dead. All to save $10 to have a locksmith pick my lock.
Believe it or not but once upon a time in Africa i (17) went into this remote jungle and was attacked by monkey's, i ran as fast as i could and after an hour or so i got lost. It turning night and i went into this cave covered with plants and spend the whole night not being able to sleep because of the danger, at that moment all i could think about was to avoid being bitten by venomous snakes. The morning came and i could see the sunbeams shining through the jungle trees, i was hungry for food and thirsty for water, very thirsty actualy but too scared to eat or drink any kind of edible thing because i did not know what the effect would do to my mind or body of all those unknown source of plants/flowers. I thought i was going to die that day but when everything seemed like it couldn't get any worse it did.. i was face to face with 2 black panthers, there was no time to pray i froze and all i could think about was why went to Africa for vacation when i could be enjoying a milkshake in Italy surrounded with adorable women. Luckliy for me a group of activist showed up and scared the panthers away.. at that moment i was one of the happiest man on earth. Now 10 years later (27) i'm alive and going for a trip to USA to enjoy the good food, the nice weather and good looking women.