Lace-up for a Valentine's Day adventure with a twist at the Left My Heart in S.F. 5K, 2Hr, an urban exploration event set to unfold on February 14, 2026, in the vibrant city of San Francisco, California. This isn't your average race; instead, prepare for a unique "scramble" where you and your team (1 to 5 participants) will navigate the city's charming neighborhoods with a custom-made map. Your mission: to discover "lovely Hearts sculptures" and other Valentine-themed checkpoints hidden in scenic spots across downtown, South of Market, and Mission Bay. At each checkpoint, you'll answer a simple multiple-choice question and tap a timing chip to log your progress, embarking on a playful urban orienteering challenge.

Choose your challenge from either a 5K distance, featuring approximately 20 checkpoints, or the more expansive 2 Hour Scramble, offering up to 30 checkpoints to find. The course winds through San Francisco's diverse urban landscape, utilizing paved paths, staircases, and ramps, ensuring an engaging and dynamic experience. While there won't be traditional aid stations along the route, participants can look forward to refreshments and socializing at the finish line, located at La Boulangerie de San Francisco Noe Valley (3898 24th St). The event kicks off with check-in and map distribution at 9:00 AM, followed by a briefing at 9:45 AM, and the start at 10:00 AM.

Typical race day conditions in mid-February include pleasant highs around 61°F and lows of 48°F, with a modest 16% chance of precipitation, though the event is held rain or shine, so appropriate gear is recommended. This Terraloco-organized event has a history of bringing participants a fun, navigation-focused challenge, having been a popular fixture in San Francisco's event calendar since at least 2015, with new heart locations keeping the adventure fresh each year. Whether you're a seasoned navigator or just looking for a fun and active way to celebrate Valentine's Day, the Left My Heart in S.F. promises an unforgettable journey through the heart of San Francisco.