In the first of this two-part episode, Madi and Rosario are challenged to get a message to Ruff's friend in Hawaii - even though Ruff has only sent them as far as Colorado. They learn about reading topographical maps and compasses, and get on a dogsled to cross the Continental Divide and throw Ruff's message into a westward flowing river, trusting that it will eventually find its way to Hawaii. Willie and Nina embark on a race following Paul Revere's famous ride through the streets of Boston. They must solve puzzles and learn about the Revolutionary War to complete the challenge.