May is the month when San Francisco actually comes alive. From iconic city traditions to vibrant cultural celebrations, there’s something for everyone—whether you’re new to the city, a longtime resident, or just exploring your next neighborhood. Here’s a roundup of the can’t-miss events happening this May in the Bay Area.
Bay to Breakers – May 18, 2025
Source: https://www.baytobreakers.com/
A true San Francisco original, Bay to Breakers returns for its 113th year! This world-famous footrace attracts over 70,000 participants, the most of whom dress in outrageous, inventive costumes and race (or stroll) from the Embarcadero to Ocean Beach. Expect big crowds, lots of laughs, and a uniquely San Francisco sense of community. Whether you’re running or spectating, it’s a one-of-a-kind day to get outside and experience the city’s quirky side.
Yerba Buena Gardens Festival – May 10–29, 2025
Source: https://ybgfestival.org/
Looking for a mix of arts, music, and community? The Yerba Buena Gardens Festival kicks off its 2025 season with dozens of free performances and events in the heart of downtown. There will be live performances of dance, visual art, drama, opera, and other musical genres for you to enjoy. With nearly 100 events through October, the May lineup is a perfect excuse to soak up the sun and culture.
See the full calendar: ybgfestival.org/events/
CAAMFest – May 8–11, 2025
Source: https://www.facebook.com/CAAMFest/
CAAMFest, the nation’s largest showcase for new Asian American and Asian films, invites you to immerse yourself in stories that inspire, challenge, and connect. With over 130 works presented in San Francisco, Berkeley, and Oakland, this festival highlights the depth and diversity of Asian and Asian American storytelling. Expect powerful narratives, bold voices, and plenty of opportunities to engage with filmmakers and community leaders.
A Mother’s Day in Full Bloom – May 11, 2025
Source: sf.funcheap.com
Want to do something unique way to celebrate Mother’s Day? The Westin St. Francis offers an elegant afternoon tea on the 32nd floor, complete with panoramic city views, live music, and beautiful floral décor. Guests can craft their own bouquets with local studio Diosa Blooms, and children receive their own floral crowns. It’s an unforgettable experience for the whole family and a chance to treat mom to something truly memorable.
Carnaval San Francisco – May 24–25, 2025
Celebrate the rhythms, colors, and cultures of San Francisco at Carnaval! Taking over the Mission District Memorial Day weekend, Carnaval is the city’s answer to Mardi Gras—a two-day celebration of Latin American, Caribbean, and Afro-Brazilian music, dance, and food. Don’t miss the spectacular parade on Sunday, which brings together dancers, musicians, and artists from across the Bay.
Source: https://www.facebook.com/CarnavalSanFrancisco
Union Street Festival – May 31–June 1, 2025
Source: https://sunsetmercantilesf.com/unionstreetfestival/
Start off the summer with one of the city’s greatest street fairs! The Union Street Festival takes over Cow Hollow and the Marina with local vendors, live music, artists, and family-friendly activities. It’s a perfect way to enjoy San Francisco’s vibrant neighborhoods, support local businesses, and connect with your community.
Upcoming: Stern Grove Festival 2025
Looking ahead, don’t forget about the Stern Grove Festival—San Francisco’s beloved tradition of free summer concerts, starting soon. Since 1938, the festival has presented world-class music to the city in a beautiful outdoor setting.
Source: https://www.sterngrove.org/lineup
San Francisco is always buzzing with energy, but May brings out the best in our city’s community spirit. Whether you’re looking to put down roots or just explore a new side of the city, KeyOpp Real Estate is here to help you discover the best of San Francisco—events, neighborhoods, and homes.
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