Bay Area Events | May 2023


Play ball! Some of the best events in May in the Bay Area happen at our very own Ballpark by the Water. Now that the weather has warmed up, soak up some sun and fun watching the San Francisco Giants in action at Oracle Park at one of 15 home games this month. A plethora of music events start heating up the calendar as we inch closer to summer, too! Check out some of the festivals below or reach out for more info. Need ideas for celebrating Mother’s Day on May 14? Book a beautiful outdoor table for a delicious brunch, or take her to a concert or on a sunset cruise. Our sunny California weather is back, so enjoy our gorgeous Bay Area by getting outdoors!


Cinco De Mayo Salsa Fest | Downtown San Jose | May 6

Enjoy the city’s huge annual Cinco de Mayo Festival featuring live music and salsa dancing, a lowrider car show, delicious gourmet food and drinks, and a beautiful array of local arts and crafts. For tickets and info, click here.

Lifestyles Home Tour | Willow Glen | May 6-7

Spend an afternoon touring five featured homes and a garden boutique in one of San Jose’s most treasured neighborhoods. Docents will be on site to answer questions about the history, architecture, and design of these enchanting homes. For tickets, click here.

Riverdance 25th Anniversary Show | Downtown San Jose | May 12-14

Immerse yourself in the thrilling energy and passion of this Irish and international dance, reinvented for its 25thanniversary with a new, mesmerizing soundtrack, innovative lighting, and dramatic stage and design. For tickets, visit

Wine & Jazz Festival | Half Moon Bay | May 13

Savor the perfect combination of coastal wine and jazz in Downtown Half Moon Bay. More than 40 California wineries plus delicious local food vendors will be set up on Main Street serving their finest wines and cuisine. World-class jazz musicians like Paula West, Marcus Shelby, and Grammy-nominated John Santos headline the main stage. Visit


KRTY Songwriter Series At Clos La Chance | San Martin | May 18-19

KRTY Radio and Clos La Chance partner together to bring a series of special country music events and artists to the winery. Once a month from May through October, you can enjoy a beautiful evening under the stars listening to some of your favorite songs performed by the songwriters themselves. For more information and tickets, visit

Kiwanis Pet Parade | Downtown Los Altos | May 20

Hundreds of kids and their pets – dogs, cats, birds, chickens, turtles, and even worms – parade through Downtown Los Altos in this beloved community tradition. Click here for more information or to register your pet!

Boogie Music Festival | Downtown Campbell | May 20-21 

Named one of the South Bay’s best music festivals for multiple years, this two-day event in historic Downtown Campbell features five entertainment stages, continuous live music, food, beer, wine, arts, crafts, and fun for the whole family. Admission is free with varying prices for food, drinks, and festival activities. Visit

Zappos Bay To Breakers Race | San Francisco | May 21

This legendary foot race is a “12K-long party” and a true San Francisco original. More than 50,000 runners race through the city in colorful costumes from the Bay on the eastern side all the way to the Breakers on the western coast of the city. For more information, click here.

Bottlerock | Napa Valley | May 26-28 

This large-scale music festival features three days of star-studded lineups, great food, and tasty wine, creating a vibrant atmosphere with a scenic backdrop. Visit for more info, tickets, and lodging packages.

Memorial Day Celebration | San Francisco | May 29

Honor our nation’s veterans on Monday, May 29, at the National Cemetery in the Presidio of San Francisco. This is one of the largest Memorial Day Celebrations on the West Coast. A band concert kicks off the celebration at 10:30am. Learn more here.