My wife and I did a bit of the RTR in 1999, with each of us sagging the other.
We started in Durango, went to Cortez - a pretty nice and relatively easy ride.
From Cortez, we went up the Dolores River where there there was a homemade pie and ice cream stand - sold out REAL fast. A group of local housewives raising money for a local charity.
The town of Rico was a real nice stop for a bit.
After Rico, going into Telluride, it started hailing and snowing over Lizard Head Pass and they had to sag 100's of folks into Telluride. There were some injuries, and they sent the ambulance out, also.
As we had not been able to get reservaations in Telluride, we drove over to Ridgeway, where we spent the night.
The next morning, my wife wanted to ride a bit with me into Montrose, so I drove 10 miles down the road and rode back to Ridgeway. However, the road has absolutely NO shoulder, and lots of big trucks, so she lasted only a mile before giving up.
So, I rode down to the car,drove back, and she drove into Montrose while I rode the bike wiht a few extra miles.
We then rode upto Gunnison, me riding most of the time, changing with her every so often.
At Gunnison, we decided we didn't want to try Monarch Pass, so we went up to Crested Butte and spent a couple of days riding around Crested Butte, and then went home.
My wife was 62 and I was 60 at that time.
The year before I did the RTR by myself on a mountain bike!