Sunny and 77 with no rain. The 50th Sunnyvale Art & Wine Festival takes over downtown Sunnyvale, Devon Gilfillian plays a free R&B set at St James Park at 4:30, and Pitbull closes the night with Lil Jon at Shoreline.
South Bay Today
Sunday, June 7, 2026
☀️ mostly sunny · high 77°, low 48°
Sunny and 77 with no rain. The 50th Sunnyvale Art & Wine Festival takes over downtown Sunnyvale, Devon Gilfillian plays a free R&B set at St James Park at 4:30, and Pitbull closes the night with Lil Jon at Shoreline.
South Bay Today field guide for Sunday, June 7, 2026
Today's field guide
Anchor downtown San Jose around the free 4:30 concert
Devon Gilfillian's free St James Park set is the natural center of gravity. Coffee on N Capitol Ave, a gallery drop-in on S Second St, and Oaxacan at Mezcal all keep you within a few blocks. The Saratoga momo lunch and the Palo Alto evening stretch are there if you want to wander further out.
Breakfast
Breakfast · San Jose
Coffee, pastries, and cafe bites in San Jose on N Capitol Ave.
Morning
Morning · San Jose
San Jose gallery on S Second St, low-key drop-in.
Lunch
Lunch · Saratoga · $15–30/person
Saratoga Himalayan dumpling spot for momos, curries, and Himalayan plates.
Afternoon
4:30 PM · St James Park · San Jose · Free
Watch R&B vocalist Devon Gilfillian perform live in concert free at St James Park.
Dinner
Dinner · San Jose · $15–30/person
Traditional Oaxacan cooking & mezcal served in the warm, exposed-brick dining room or on the patio.
Evening
Evening · Palo Alto
Palo Alto sports club for an outdoor stretch.
Open the live guide →
Damon Wayans Jr.
Tonight's pick
Damon Wayans Jr.
6:00 PM · San Jose Improv · San Jose
Damon Wayans Jr. (New Girl, Happy Endings) does stand-up at the San Jose Improv at 6. A smaller, recognizable-name show on a night where the other big pick is an arena.
Get tickets →
Also on the calendar
The Sunnyvale festival hitting 50 years is the dominant daytime draw; the rest of the slate is unusually deep for a Sunday. Open the full calendar →
10:00 AM · Downtown Sunnyvale · Sunnyvale · Free
Browse 200+ artists, sip wine, enjoy live music and local food at this 50th annual festival.
11:00 AM · Gamble Garden · Palo Alto
Stroll the gardens with a guide explaining the layout and plant collections.
1:00 PM · Excite Ballpark · San Jose
Cheer on the San Jose Giants against Inland Empire 66ers.
3:00 PM · Cupertino Library · Cupertino · Free
Listen to the San Francisco Scottish Fiddlers play traditional Scottish music in the library courtyard.
6:30 PM · San Jose Center for the Performing Arts · San Jose
Watch the beloved film come alive as a Broadway musical with all the time-travel chaos.
8:00 PM · Shoreline Amphitheatre · Mountain View
Catch Pitbull and Lil Jon perform at Shoreline Amphitheatre.
Newly opened
A dumpling spot in Palo Alto, two San Jose cafes, and a matcha bakery near Vallco.
Bonbon Aoyama Matcha Bakery & Cafe — 19900 Vallco Pkwy, Ste. B170, Cupertino
Opened 6 days ago
Dumpling Time/Kappo — 180 El Camino Real Tenant 1410, Palo Alto
Opened 4 days ago
Ben Sandwiches — 221 San Fernando St, San Jose
Opened 6 days ago
Kokoro Tea And Craft Coffee — 100 N Almaden Ave, #170, San Jose
Opened 6 days ago
From the South Bay threads
A Campbell food vacancy gets filled, the Earthquakes preview a June 15 fan-zone debut, and a couple of open recommendation threads from San Jose.
Nature's Organic Ice Cream opening in Campbell's former Snake & Butterfly location.
r/campbell
San Jose Earthquakes announce El Camino Health as presenting partner and new fan zone opening June 15.
r/sjearthquakes
Brazilian seeking authentic acai recommendations from fellow Brazilians in North San Jose area.
r/SanJose
Young person seeks run club recommendations to stay active and meet people in San Jose.
r/SanJose

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