South Bay Annual Events

Kids wave from hot air balloon ride at Gilroy Gardens

Best Things to Do in the South Bay This March

Flowers are blooming and St. Patrick’s beer is flowing… It must be March! There’s so much to do this month in the South Bay and […]

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Four people are walking on a dirt path through a grassy field with a large tree and dense greenery in the background. The sky is clear and blue. A wooden sign and a log are visible near the path, capturing some of the best things you can experience in South Bay this January.

Best Things to Do in the South Bay This January

It’s a new year filled with great things to do in the South Bay and Peninsula. We’ve pulled together the best events, festivals, museum exhibitions

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A large red Christmas ornament with the text "Welcome to Christmas in the Park" stands in front of festively decorated structures. Colorful lights adorn Christmas trees, and tall buildings are visible in the background, making it one of the best things to do in the South Bay this December.

Best Things to Do in the South Bay This December

With the holiday season in full swing, December is full of exciting and festive events — from Christmas in the Park and a Santa-bedecked fun

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A man and woman walk hand in hand through an outdoor art installation featuring illuminated blue rings at night. The background includes a lit dome structure and tall buildings. This vibrant urban scene, one of the Best Things to do in South Bay in November, creates a captivating tunnel effect.

Best Things to Do in the South Bay This November

November in the South Bay is full of exciting and festive events. As the weather cools down, the season makes a surprisingly good time for

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A man in a cowboy hat poses next to intricately carved pumpkins displayed on hay bales. The pumpkins feature various faces, a pirate, and a happy character. One large pumpkin at the top reads "50th Annual." Autumn leaves decorate the arrangement. One of the best things to do in South Bay this October!

Best Things to Do in the South Bay This October

Not sure what to do this month? With so many offerings in the South Bay region, we’ve curated some of the top events this month

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A young girl with glasses sits on a man's shoulders, clapping and smiling amidst a crowd at an outdoor event. Nearby, a woman looks in the same direction, also smiling. Sombreros and hats are worn by some attendees as they enjoy one of the best things to do in South Bay this September. Urban streets and buildings are in the background.

Best Things to Do in the South Bay This September

Looking for the coolest things to do at the beginning of the fall season? From Labor Day to the equinox, we’ve got you covered. We’ve done

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A dog wearing a red life jacket surfs on a blue and white surfboard, riding a wave in the ocean. A person can be seen in the background, partially submerged in the water. Both appear to be enjoying the activity on a sunny day—one of the best things to do in the South Bay this August.

Best Things to Do in the South Bay this August

Street festivals, food shows and music events — this is just a sampling of the many fun things to do this August in the South

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A large crowd watches an illuminated stage under a modern, tent-like structure during an evening performance. Colorful fireworks burst in the sky above, creating a festive and vibrant atmosphere—one of the Best Things to Do South Bay July.

Best Things to Do in the South Bay This July

In the sunny South Bay, you’ll find many exciting events and celebrations happening this July including a Fourth of July symphony show, street festivals, endless

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A small child stands captivated by a street band performing in an outdoor setting, one of the best things to do in South Bay this June. The drummer is in focus, playing an emerald green drum set. An upright bass player is visible in the background as a crowd of people and a dog watch the performance. Trees and tents are in the background.

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

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A marching band parades down a suburban street with participants wearing kilts and black hats. Five individuals at the front hold large orange letters spelling "MATEO." Spectators line the street, enjoying one of the best things to do in South Bay in May. Trees and houses are visible in the background.

Best Things to Do in the South Bay This May

On the Peninsula and into the South Bay, temperatures are rising and people are turning out for fun events and festivals. This May, there’s a

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