Ashton Kutcher joins Bear to challenge the coastal jungles of Costa Rica. Their adventure begins with a helicopter jump into the Pacific Ocean. Once they swim ashore, they must canoe up a river to fish for their dinner, then descend a 300-foot cliff into the jungle. The next day, Bear sets up a commando crawl rope challenge. Ashton must use all the strength he can muster to cross a massive ravine.

Rappelling from a helicopter, Bear takes Florence Pugh to the volcanic rainforests of Costa Rica. Bear shows Florence how to traverse rapids, test river depth with a rope and rock, and avoid poisonous snakes and deep cliff edges. Crossing an alligator-infested swamp, they catch eel for dinner. On day two, Florence must test the depth of a waterfall pool before choosing to leap from a high cliff into a set of rapids below. Finally, they jump out of an airplane at 10,000 feet to their extraction.

Anthony Anderson joins Bear in the Sierra Nevada mountains. Tossing their backpacks from the helicopter, Bear challenges Anthony to survive with just a rope and compass. On the ground, Bear teaches Anthony navigation and knot-tying skills. On day two, Bear leaves Anthony to use his new skills to secure his climb up a sheer rock face. Anthony will dig deep to make it to their extraction point.

Bear puts Rob Riggle through survival tests in the Great Basin to prepare for Rob’s latest movie role. They begin by rappelling from a helicopter to travel west, where Riggle learns the ropes and then faces an even bigger ropes challenge. Once on the canyon floor, Bear teaches Rob river crossing skills, foraging for food and building a rudimentary shelter. The next day, Rob must evade being spotted by Bear or face his fear of skydiving.