Assuming you are coming down through Junction, stop in Ridgway to go fishing at the reservoir. Head on to Ouray and get some chocolate at Mouse's, drive up into Yankee Boy basin at a minimum (any 4x4 will make it to the bathrooms). Worst case, 4x4 tours are fun. Imogene Pass goes from Ouray to Telluride, but you definitely need a higher clearance 4x4 for that. From Ouray, head to Durango, but stop in at Silverton. Really cool old mining town! I subscribe to a extremely low carb diet, but I always stop at Durango Doughworks for a good donut. From Durango, head to Mancos then Dolores. Stop at Dolores River Brewery for a beer and good pizza. Then Telluride and hit towards Naturita/Paradox to get to Moab. There will be tons of Camping, fishing, and rafting opportunities in the loop between Ridgway and Telluride, however I can't say if the rafting will be good as I usually head up to the Arkansas River between Buena Vista and Sailda for that.
If you stop in Montrose at all, I can point you towards good food or grab a beer with you if I'm around!
ETA: The gondola is free in Telluride, so hit that!