Liberty is the condition of duty, the guardian of conscience. It grows as conscience grows. The domains of both grow together. Liberty is safety from all hindrances, even sin. So that Liberty ends by being Free Will.
A trip to the mainland was a big event and happened maybe once a year, although now you can get across in a speed boat in seven minutes but then it was a long way away.
If you lose, it hurts, but as long as you have fought hard, you can still feel good about yourself.