You drove to Sleeping Bear and back in a day? That's a lot of driving! My ex-girlfriend's grandma has a cabin on Grand Traverse Bay, just south of Sutton's Bay. . .was nice to spend some time there.I don't think it'd be that hard for smaller groups. Just depends on the location I guess. I try to take weekend trips whenever possible unless I'm going somewhere farther away. Last Saturday my brother and I drove up to the northern edge of the lower peninsula. We went to Sleeping Bear Dunes National Lakeshore. Even tho it was just a day trip, it was still awesome. It's hard finding people who are willing to do that kind of thing. I've been traveling to places where I have friends I can stay with recently, but don't want to limit myself to that. This winter I'd like to go skiing at least once and also have wanted to climb a frozen waterfall.
Like you, I try to travel to places where I can stay with friends or family. Luckily I have some friends in nice places like southern AZ and CO. It does eventually get old going to the same places over and over though. So I joined an outdoors club from metro Detroit and have done some travelling with them--they go a lot more places than I have time to and there are always people available to do stuff. Went backpacking at Pictured Rocks National Lakeshore with them last October, cross country skiing on Mackinac Island in February, car camping in Ohio for Labor Day, plus several day trips.
Are you looking to do the ice climbing locally? There is an ice climbing club in Fenton that has a frozen climbing tower in the winter. There is also Winterfest in Munising where they climb waterfalls in the area.
The ice climbing Mecca is Ouray, CO, though. I went last February with some friends, might be able to hook you up next year.