Bay Area Events | June 2023


Oh, hello Summer! Jump right into seasonal fun and enjoy the long, glorious days ahead of exploring our diverse and colorful Bay Area. From local traditions like cherry-picking and visiting your favorite Farmers’ Market to seasonal events like signature music festivals and outdoor concerts, you don’t have to travel far to enjoy an exciting array of options. Try one of the ideas below, or send me your top Bay Area picks—I’d love to know your favorites!


U-Pick Orchards | Morgan Hill & Gilroy | Early June

Celebrate the start of summer with an outing to Borello Family Farms and pick your own cherries! The orchards are bountiful for three to four weeks and stay open until they sell out. Go to for ranch openings and details.

Greek Festival | St. Nicholas Greek Orthodox Church | June 2-4

Experience the culture, hospitality, and food of the Greek people in an outdoor, open market under the summer sun. This lively festival is fun for the whole family–enjoy live music, dance performances, and of course, delicious Greek food and pastries! Get tickets here.

Carmel-by-the-Sea Culinary Week | Carmel | June 2-10

Food, wine, and fun await at Carmel-by-the-Sea’s annual Culinary Week! Taste your way through this world-renowned, sun-kissed village, meet celebrity chef Tim Allen, and immerse yourself in culinary events and special prix-fixe menus at 30+ participating restaurants. The fun begins with the Kick-Off Party at Carmel Plaza and ends with the 30th Annual Monterey Winemakers’ Celebration in Downtown Carmel-by-the-Sea on Saturday, June 10.

AIA Silicon Valley Home Tours | Atherton to San Jose | June 3

This self-guided tour is a celebration of homes designed by Bay Area’s talented residential architects, showcasing five homes in Atherton, Menlo Park, Monte Sereno, San Jose, and Sunnyvale. Come get inspired! For tickets, click here.

Beach Boardwalk Free Summer Concerts | Santa Cruz | June 15, 22, 29

Enjoy FREE summer concerts by Bay Area bands on the beach Thursday nights all summer at the Santa Cruz Beach Bandstand on the Colonnade. For the concert line-up, go here. Also, enjoy free movies on the beach on Friday nights, from June 16 – Aug. 11.

Jazz Festival | Healdsburg | June 17-25

Located in the heart of wine country, the 25th Annual Healdsburg Jazz Festival features nine days of concerts with top jazz performers from around the world. Enjoy masterful music, taste award-winning wines, and eat at top-rated restaurants all at the same time! Visit for more info and tickets.


Ainsley House Spring Garden Concert | Downtown Campbell | June 18

Los Gatos singer/songwriter Ren Geisick returns for a Sunday afternoon show at the Ainsley House Garden—including her full band! For tickets, visit

Boots & Brews Country Music Festival | Morgan Hill | June 24

Grab your best dancing boots and get ready for a country-style line-up at Morgan Hill’s biggest music festival of the year. Jake Owen, Randy Houser, and Dylan Scott headline this year’s festival. Buy tickets here.

Pride Parade & Festival | San Francisco | June 24-25

San Francisco’s Pride Weekend attracts visitors from around the world and provides an opportunity for the LGBTQ+ community and allies to celebrate diversity, equality, and love. This weekend-long festival includes music stages, gourmet food, community events, and 300+ exhibitors. The wildly popular and colorful parade on Sunday is the highlight of the event. Learn more at