Summer in San Francisco starts now. Pride Month kicks off, street festival season is in full swing, and the concert calendar is stacked. Here are the 25 events worth your time over the next three weeks -- from a free rooftop bluegrass festival to Bob Dylan under the eucalyptus trees.
Weekend Picks
Union Street Festival
Union Street, Cow HollowSat-Sun, Jun 6-7FreeWeekend Pick
The 48th year of one of SF's longest-running street festivals. Cow Hollow transforms into an open-air market with live music, local craft brews, food vendors, and handmade goods. Don't miss the iconic Waiter Relay Race on Sunday at noon -- local hospitality crews racing uphill balancing trays of drinks. Pure SF.
Salesforce Park (Rooftop)Sat, Jun 6 · 11:15 AMFreeWeekend Pick
A free daylong bluegrass festival 70 feet above the city on Salesforce Park's rooftop oasis. Almost a dozen acts across two stages, surrounded by 600 trees and 16,000 plants. Bring a picnic blanket, grab a craft beer, and watch the fog roll in while Critical Grass and Rare Company play. The Pride Month kickoff event that nobody talks about but everybody loves.
Bob Dylan
The Greek Theatre, BerkeleySat-Sun, Jun 13-14From $140Weekend Pick
Bob Dylan at the Greek Theatre under the eucalyptus trees is a Bay Area rite of passage. At 85, every show could be his last, and the unpredictability is part of the magic -- you might get a radical rearrangement of "Blowin' in the Wind" or a deep cut nobody's heard live in decades. Two nights. Don't overthink it. Just go.
The Cubs at Oracle Park is always a draw -- Chicago travels well and the energy in the park goes up a notch. Friday night at 7:15, Saturday at 7:05, and a Sunday matinee at 12:10. The Sunday day game with garlic fries and a McCovey Cove view is the definitive SF baseball experience.
Columbus Ave & Green StreetSat-Sun, Jun 20-21FreeWeekend Pick
The 70th anniversary of SF's original street festival, presented by Zoox. Over 200 vendors across 11 blocks of North Beach, with live music, outdoor bars, jewelry making, live silk screening, and a kids zone. Grab a slice, a Negroni from a sidewalk bar, and get lost in the crowd.
Chase CenterSat-Sun, Jun 20-21$75-$250Weekend Pick
The biggest Punjabi artist on the planet brings the Dil-Luminati Tour to Chase Center for two nights. Diljit's live shows are legendary -- Bhangra energy meets arena-scale production, the crowd sings every word, and the bass hits your chest. If you've never been to a Diljit show, prepare to have your expectations of what a concert can be completely reset.
Three of the most important synth-pop acts of the '80s on one stage. "Don't You Want Me" and "Tainted Love" are generational anthems, and Alison Moyet's voice remains one of the most powerful instruments in pop. A nostalgia hit that actually delivers.
The Kid LAROI
The MasonicFri, Jun 5 · 7:00 PM$45-$120
The Australian wunderkind who went from SoundCloud to topping charts with Justin Bieber. His live show has matured significantly -- less teen pop, more genuine artistry. The Masonic's intimate Nob Hill setting makes this feel like catching someone before their next arena leap.
Louis Tomlinson
Bill Graham Civic AuditoriumSat, Jun 6 · 8:00 PM$55-$150
The former One Direction member has carved out a surprisingly credible solo career with indie-pop leanings. Bill Graham is the right size for his sound -- big enough for the energy, small enough to feel connected.
Conway The Machine
The IndependentMon, Jun 8 · 8:00 PM$35-$55
The Griselda Records co-founder is one of the best pure lyricists in hip-hop, full stop. His gritty, sample-heavy production and razor-sharp bars hit different in The Independent's 500-capacity room. If you care about rap as a craft, this is the show of the month.
Belle and Sebastian: Tigermilk + If You're Feeling Sinister
The MasonicWed-Thu, Jun 10-11 · 7:00 PM$55-$85
Two nights, two of the most beloved indie records ever made, played front to back. Night 1 is Tigermilk plus B&S classics. Night 2 is If You're Feeling Sinister plus classics. Combined ticket available. If you grew up with these records, this is a pilgrimage.
The Lemon Twigs
The FillmoreWed, Jun 17 · 8:00 PM$35-$55
The D'Addario brothers make glam-rock-meets-power-pop that sounds like it was beamed in from 1972 but somehow feels completely fresh. Their musicianship is absurd -- they trade instruments, harmonize like the Everly Brothers, and play with a theatricality that The Fillmore was built for.
Alex Isley: When The City Sleeps
The FillmoreThu, Jun 18 · 8:00 PM$35-$60
The daughter of Isley Brothers' Ernie Isley has one of the silkiest voices in modern R&B. Her collaborations with Robert Glasper have cemented her as the real deal, not just a legacy name. The kind of intimate, soulful Thursday night SF does best.
Comedy
Craig Conant
Cobb's Comedy ClubFri-Sat, Jun 5-6$25-$40
One of the sharpest rising comics working right now. Conant's crowd work is dangerously good -- he'll roast the front row with surgical precision, then pivot into bits that somehow feel personal to everyone in the room. Multiple shows across the weekend; the late sets tend to get looser.
Helen Hong
Punch Line Comedy ClubWed-Sat, Jun 10-13$25-$35
You know Helen Hong from The Late Late Show and Kim's Convenience. In person, she's sharper than any screen appearance suggests -- her timing is impeccable and she can pivot from absurdist to deeply personal in the same breath. The Punch Line's intimate Battery Street room is one of the best comedy venues in the country.
Arj Barker
Punch Line Comedy ClubMon, Jun 15 · 7:30 PM$25-$35
The Flight of the Conchords alum and Australian comedy legend brings his deadpan delivery to the Punch Line. His observational humor hits a frequency that makes you laugh and then think about why you laughed. Monday night comedy is underrated.
The Sklar Brothers
Cobb's Comedy ClubFri-Sat, Jun 19-20$25-$40
Randy and Jason Sklar are the twin kings of observational sports comedy, but their range extends far beyond ESPN jokes. Their back-and-forth delivery is almost telepathic -- they finish each other's setups in ways that feel unrehearsed even when they're clearly not.
Sports
Escape from Alcatraz Triathlon
Citywide (start: Alcatraz Island)Sat-Sun, Jun 6-7Free to spectate
The 46th year of the most iconic triathlon in the world. Athletes swim from Alcatraz Island through the freezing Bay, bike through the Presidio, and run along Baker Beach. Even if you're just spectating, watching people emerge from 55-degree water is worth the trip.
Giants vs. Washington Nationals
Oracle ParkMon-Wed, Jun 8-10From $21
The first home stand of June at Oracle Park. Monday and Tuesday are evening games at 6:45 PM with cheap tickets from $21, perfect for a weeknight garlic fries and craft beer situation. Wednesday is a 12:45 PM day game -- play hooky, sit in the sun, and watch baseball the way it's meant to be watched.
Pop-Ups on the Plaza: Juneteenth on the Waterfront
Ferry Plaza Farmers MarketSun, Jun 7 · 11:00 AMFree
The Ferry Building's waterfront plaza hosts a Juneteenth celebration with curated pop-up vendors, live music, and food that centers Black-owned businesses and culinary traditions. Pair it with a Saturday morning farmers market stroll -- get there early for the best pastries.
Castro Night Market
18th & CastroFri, Jun 19 · 5:00 PMFree entry
The Castro's night market takes over 18th Street with food vendors, local artisans, and live entertainment. The June edition lands during Pride Month, so expect the energy to be turned up. Come hungry, stay for the vibe, and grab dinner from one of the rotating pop-up kitchens.
Art & Culture
Downtown First Thursdays
Second Street (Market to Howard)Thu, Jun 4 · 5:00 PMFree
SF's best free monthly block party takes over downtown with DJs, live music, drag performances, two outdoor bars, and street food. The energy on Minna and Natoma alleyways after dark is genuinely electric. No cover, no tickets, just show up.
Built This City: SF Pride Kickoff
The Castro TheatreWed, Jun 10 · 7:00 PM$30-$125
The official launch event for SF's 56th Pride season inside the newly restored $41 million Castro Theatre. This is the first major gathering of Pride Month and the energy in the room sets the tone for everything that follows. Included with the $125 Pride Pass or available separately.
Castro Theatre + various venuesJun 17-27$15-$20/screening
The world's largest and longest-running LGBTQ+ film festival turns 50. Screenings across the city feature documentaries, dramas, shorts, and experimental work you won't find anywhere else. The Castro Theatre screenings in the newly restored space are the marquee draws, but the smaller venues often have the best discoveries.
The soaring Gothic interior of Grace Cathedral transformed by immersive light projections and a spatial soundtrack. The combination of century-old stained glass and cutting-edge projection technology creates something genuinely transcendent -- this isn't another "Van Gogh experience" cash grab. It's art that uses the architecture as its canvas.