Step through the stones of Craigh na Dun and travel through the Scottish Highlands with the handsome Jamie. The year is 1743, and the outlaw James Fraser is by your side as you navigate the thrills and dangers of the Highlands. Use your wit, reach the right locations, make the right friends, and gather the items you will need, all while keeping Jamie out of the hands of the many who would do him wrong. The gallows await fair Jamie (or worse!) if you fail. Complete your destiny and win his heart, only then will victory be yours!

Players pick an Event scenario to fulfill. During turns, players can bid to get cards, move meeples, or reduce Danger. As Jamie moves around the board, he may encounter any of three enemies: The Watch, The Red Coats, and Black Jack Randall. If Jamie should meet an enemy with no means of escape, the Event is failed and the game is lost for every player. As a co-operative game, every player aims to complete the Event in play to win the game. Competitively, the player who has gained the most Favour from Jamie will win his heart and is the true winner of the game. The game is over when all of the conditions in the Event are fulfilled, or if Jamie is captured. Once the event conditions are fulfilled, the player who has gained the most Favour from Jamie wins the game.