Best Things to Do in the South Bay This June

Best Things to Do in the South Bay This June

The best things to do in the South Bay this June revolve around the region’s rich art, music and culture. Outdoor festivals, maker markets and county fairs round out the calendar, along with June’s yearly celebrations like Gay Pride Month, Fathers Day and Juneteenth. 

We’ve done the deep research for you on the best things to do in the South Bay including museums, cultural events, food tours, athletic events, hikes and more. Speaking of food, we also have an extensive list of our best restaurants in the South Bay, and if you’re planning a weekend, the best places to stay

The South Bay is sunny and warm this month. There may be a few hot days that inch into the 80s in areas like San Jose, while coastal towns along the Peninsula should stay milder, with maybe even a bit of cool fog à la June gloom. 

Featured photo: Half Moon Bay Wine and Jazz Fest by Lèzanne Fourie. 

Wine pours into glass with label for Half Moon Bay Wine and Jazz Festival
Photo by Lèzanne Fourie.

Half Moon Bay Wine and Jazz Fest

Date TBD

In the beautiful oceanside city of Half Moon Bay, a weekend of libations and improvisations awaits you. This relatively new music festival takes place on historic Main Street, which musicians and wine vendors will line with tents and plenty of tunes. There are evening concerts — including one on May 31 that highlights the jazz history of San Francisco’s Fillmore District, AKA the “Harlem of the West” — and a full day of great music during the outdoor fair on June 1. And for the other titular component of this festival: you can look forward to wines from nearly 50 vintners. 

More info: hmbwineandjazzfest.com

An artisan makes a craft at the San Jose Made Festival
Photo courtesy of San Jose Made Facebook.

SJMADE Fest

Dates TBD

Over 200 artists, designers and makers from around San Jose come to History Park for this festival of local creatives and their fans. Admission is free! Beyond the countless items for sale from talented makers, there’s also the “Moveable Feast” marketplace of food vendors. Need to take a rest from all the shopping? Have a seat in the lounge full of kittens, brought by the rescue group Mini Cat Town

More info: sanjosemade.com

Neon ride at San Mateo County Fair.
Photo courtesy of San Mateo County Fair.

San Mateo County Fair

Dates TBD

San Mateo County Fair boasts its, ahem, fair share of the typical activities: thrilling rides, carnival games and mouth-watering fried food. But this award-winning fair goes even further with exciting events and interesting exhibitions. There are cultural days and special events, like Pacific Islands Day on June 1 and el Día de la Feria on June 9. Add to that the Great American Duck Race, the Juggers Racing Team’s interactive racing exhibit and a number of free family activities, and you’ve got a great fair to kick off your summer. 

More info: sanmateocountyfair.com

Pair of people pose with indie sunglasses at SubZERO Festival in San Jose, California
Photo courtesy of SubZERO Festival Facebook.

SubZERO Festival

Dates TBD

Street meets geek at this festival for all things subcultural. If you’re DIY, indie, totally niche or just love unique art and music, this is the festival for you. Now 15 years running, SubZERO takes place in San Jose’s SoFA District and hosts local makers, installation artists, film screenings and live music on both Saturday and Sunday from 5–11 p.m. Want a taste of the offerings? Think custom arcade games. Typewritten poems written on the spot. Pirate rock bands jamming out on the street. It’s all fair game.

More info: subzerofestival.com

A line of classic cars drives down a curved road. The lead car is a red vintage vehicle followed by several other colorful classics, their passengers enjoying the ride. Trees line the background, evoking the charm of a car parade—a perfect June event and one of the best things to do in South Bay.
Photo by Mick Haupt via Unsplash.

Downtown Redwood City Car Show

Date TBD

Walk amongst sporty hot rods and classic cars of yesteryear at this fourth annual car show on Redwood City’s Courthouse Square. A total of 150 pre-screened cars participate in this show, and all flavors of automobiles can be seen, from muscle cars to exotic luxury vehicles to that old pickup that your grandfather always kept spotless. Spectators get in for free, and all can enjoy food vendors, wine and beer. Check it out from 10 a.m. to 3 p.m. 

More info: redwoodcitydowntown.com

Event Venues

Looking to see what’s happening right now in the South Bay? Our comprehensive list of venues below will help you find what you need to know what’s going on.

Looking for more things to do in the area?

Visit our What to Do in Northern California page!

More Activities in Northern California

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