We did helicopter dogsledding in Skagway for several reasons- first, it is often cancelled due to weather, and we chose an operator that runs out of both Skagway and Juneau so that if we were cancelled in Skagway we could try again in Juneau. Second, we were in Port longer in Skagway. We had plenty of time to do White Pass train up/van down in the morning, have a relaxed lunch, and then go dogsledding without feeling rushed.