Escape from Alcatraz: A Once-in-a-Lifetime Race

The Escape from Alcatraz Triathlon had been on my bucket list for years. When I entered the lottery in December 2024 and got in on my first try, I took it as a sign—it was finally happening.

Race week doubled as a “racecation” in wine country, but when race morning rolled around on June 1st, the sunny California skies were replaced with fog, wind, and temps in the 50s. Not ideal. Still, as I set up transition on the corner of Scott and Francisco streets (my bike brand and my middle name—another good omen!), I knew this day was going to be special.

The Swim

At 7 a.m., 1,500 athletes jumped from the San Francisco Belle into the icy Bay. When my turn came, I braced for the 56° shock and settled into a rhythm—freestyle for a stretch, then breaststroke to sight against the currents and swells. Spotting Fort Mason and the red roof of St. Francis Yacht Club kept me on course. Exiting the water, I couldn’t help but smile—years ago I feared open water, and now I had just swum from Alcatraz.

The Bike

The first two miles tested me—not physically, but mechanically. My electronic shifting was stuck in the big ring, and I crawled along while others flew past. Quitting crossed my mind, but finally the gears clicked back in, and I was off. The course delivered punishing climbs and teeth-chattering descents through fog and wind. By the halfway point, I’d warmed up and was flying.

The Run

The 8-mile run was more obstacle course than road race: narrow trails, a dark tunnel, a mile on the beach, and of course the infamous Sand Stairs—hundreds of sandy steps that torched the legs. Cresting the stairs, the final miles downhill opened up to breathtaking views of the Bay and a finish chute that felt like it went on forever. Hearing my name announced at the line was the perfect ending.

Final Thoughts

The Escape from Alcatraz was hands down the most unforgettable race I’ve ever done. From battling cold water and mechanical issues to conquering the Sand Stairs, every moment was an adventure. Huge thanks to my coaches and training partners who got me ready for this. If you ever get the chance—don’t pass it up. This race is truly the experience of a lifetime.