I've hike this area with my dog a few times(on leash) and there are a few side trails you can take to make it longer if you would like. This area is full of ticks so be sure to check yourself and your dog after. If you do this hike and take one of the side trails to end up on East Laurel Creek Rd the best option is to turn around and go the way you came. Many times people walk E. Laurel Creek Rd or San Juan expecting to "loop around" but it will actually take you an additional 5 -10 miles to get back where you started if you go this way.
Joe F. on Sugarloaf Hill
I bike this trail just about everyday. Great scenic views of the bay on all sports played on it such as sail boarding and kite boarding which are awesome to watch. Only bad thing is that there really no areas for off roading. Overall great for a relaxing walk/run/bike ride.
Bringing a mountain bike on this ride is like taking a Range Rover to the grocery store. It's all flat, paved, marked, etc. There is this one area south of the San Mateo Bridge and north of Oracle that is off the path. It's basically a little mountain bike trick course and it's pretty fun. Other than that, it's a road bike along the bay which means its flat and mostly windy.