Where does Skedaddle operate? Megan Hansen June 08, 2018 18:13 Updated Follow Skedaddle currently operates in Boston and New York City. We plan to expand to other cities soon, so stay tuned! Related articles Who can Skedaddle? How is a Charter trip different than a Skedaddle trip? What is Skedaddle? How do I know my bus is safe? Do I need an account to use Skedaddle? Comments 0 comments Please sign in to leave a comment.