My family had a terrific experience on a full-day private rock climbing trip in Telluride, Colorado with the San Juan Outdoor School in mid-August. Owner Tara was very friendly and we talked about the different possibilities. She arranged a truly custom trip for us on a two-day notice.
Our guide Keaton took my 10-year old daughter, 13-year old son, my husband and me to Pipeline---a jeep ride up the box canyon at the end of town. We are at different skill levels, and Keaton handled that beautifully. My ten-year old daughter rocks --- scrambling right up 5.7 and 5.8 cliff faces almost 100 ft high. And she enjoyed turning her head around to view the valley far below her. In contrast, I was a bit put out at first, expecting something not quite so tall and not quite so hard, and I decided not to climb. Keaton sweet-talked me into cimbing, at least part-way.
My husband and son both went to the top, and we all enjoyed the day outside, the beautiful views, and good information Keaton provided about the San Juan Mountains and the town. We stopped at Bridal View Falls on the way back and heard about ice-climbing there in the winter. Even though this may not be considered an "adventure," next time I'd ask to see the wildflowers at the top of the Falls ... and, yes, do a bit of adventuring by climbing higher.
We vacationed in Telluride without a car --- great! --- and our trip was a good way to experience a 4-wheel drive trip up the box canyon. Go take a trip with Keaton or another San Juan Outdoor School guide. Do the full day so you'll have a chance to savor it.