A windy hike to Cuyamaca Peak

Having knocked out two peaks on the San Diego Six Pack of Peaks challenge on New Year’s Day, I decided to cross another off the list — Cuyamaca Peak. While the forecast did call for some windy conditions, that did not deter me. I arrived at the trailhead just before 8. Unlike last time when I was racing against the heat of the day, this time I wanted some of the sun’s warmth to offset the winter chill. I cruised along Milk Ranch Road, falling into a nice groove. I wondered if I might see any wild turkeys, and a few minutes later, almost 20 stood in a field next to the road.

The day felt more like a fall day rather than a day in January. I turned on to the Conejos Trail and began the climb in earnest. The legs still felt good, even after the adventure in the desert the day before. I passed two hikers making their way back from the summit. They said it was quite breezy up there. I thanked for the information and continued on. Once at the service road I slipped rubber tips onto my trekking poles as there was no need to wear down the metal tips on the asphalt. As I approached the summit, I could hear the wind at times whistling through the communications tower. The summit itself was actually fairly well sheltered, so I snapped my photos and enjoyed my PB&J. I didn’t linger past that, set off back down the road, and passed a few other hikers making their way to the summit.

The legs continued to feel good as I turned on to the Azalea Glen Fire Road. Just after the spring, I saw the SD Sloth group. Some of them had been on yesterday’s hike, so I knew they had this on their calendar. I said a quick hello before continuing on. Before too long the end of the trail came into view. I had resisted really looking at my time/pace, but was very curious what my final time would be. I did the 8.6 miles in 3:17! That was a great pace for me on this climb. Since I was solo, I decided to grab some tri-tip from Grand Ole BBQ in Flinn Springs, which hit the spot.


I am an avid peak bagger, sometimes backpacker, and former sea kayaker living in San Diego. In 2019, I became the third person to complete the San Diego 100 Peak Challenge. Not stopping with that accomplishment, I set my sights on the harder San Diego Sierra Club 100 Peak list, which I completed in 2021. In addition, I have conquered several Six-Pack of Peaks challenges (SoCal, San Diego, Central Coast, and Arizona-Winter). Beyond attempting the San Diego Sierra Club 100 Peak list a second time, I am looking forward to exploring new summits and new adventures across the southwest. 

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