San Diego, CA – As the Southern California summer season approaches, the San Diego region is preparing for a vibrant month of musical performances in June 2025. The calendar is marked by diverse offerings, from community-focused outdoor festivals in historic towns to large-scale jazz events at the waterfront and intimate club gigs featuring local favorites. Music enthusiasts have a range of genres and venues to explore throughout the month.
Spotlight on Key Festivals
Kicking off the month’s major events is the 4th Annual Julian Town Square Music Festival, scheduled for Saturday, June 7th. Set against the picturesque backdrop of the historic Julian Town Square, this festival invites attendees to enjoy a full day of live music. Performances are slated to run from 12 p.m. to 6:30 p.m., showcasing a lineup that spans various styles.
The roster for the Julian event is particularly strong, featuring beloved local and regional artists. The stage will host Donn Bree and Friends, Subconscious Culture, and The Ordeal. Notably, The Ordeal features Josh Weinstein, recognized as a 2025 San Diego Music Award (SDMA) winner, adding a layer of local prestige to the performance. The lineup also includes Thea The Band, Dolly’s Revenge, and Tim Flannery and the Lunatic Fringe, a group known for their engaging folk-rock sound. Closing out the festival’s announced acts is Kimmi Bitter and Westside Twang, another prominent name from the 2025 SDMA winners list, promising a strong finish to the day’s music.
Later in the month, the focus shifts to San Diego’s waterfront for the 7th Annual San Diego Smooth Jazz Festival. This popular two-day event is scheduled for June 21st and 22nd and will take place at the stunning Rady Shell at Jacobs Park, a venue renowned for its acoustics and scenic bay views. The festival is a significant draw for fans of contemporary jazz and R&B.
The lineup for the Smooth Jazz Festival features internationally recognized artists. Scheduled to perform are Grammy-nominated keyboardist Brian Culbertson, soul and R&B vocalist October London, smooth jazz standard-bearer Will Downing, acclaimed saxophonist Jackiem Joyner, and the dynamic trio BPM featuring Brian Bromberg, Paul Brown, and Michael Paulo. This collection of artists promises a weekend of sophisticated grooves and high-level musicianship at one of San Diego’s premier outdoor performance spaces.
Other Notable Performances
Beyond the major festivals, June 2025 offers several compelling individual performances across the county. On Thursday, June 20th, the band Daring Greatly is scheduled to perform at The Belly Up Tavern in Solana Beach. The Belly Up is a legendary venue known for hosting a wide array of artists in an intimate setting, making it a popular stop for touring and local acts alike.
Additionally, fans of local music legends will note the performance by The Farmers on Friday, June 21st. The band is set to play at The Downtown Café in El Cajon. The Downtown Café is a well-known spot for live music in the East County area, providing another opportunity for the community to see established local artists in a familiar setting.
Conclusion
June 2025 in the San Diego area presents a diverse musical landscape, catering to various tastes. From the rustic charm of the Julian Town Square Music Festival featuring award-winning local talent to the smooth sounds of international stars at the Rady Shell and club performances in Solana Beach and El Cajon, the month offers numerous opportunities for residents and visitors alike to engage with live music. Planning ahead is recommended to experience these key events shaping the region’s cultural calendar.


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