- The alt-rock band behind hits like Renegades and Unsteady stops in San Diego on their VHS(X) North American Tour. Expect anthemic choruses, soaring vocals, and a night of high-energy live music inside the House of Blues.
- SAY San Diego hosts its annual fundraiser with bocce ball, cornhole, ladder golf, and more. Teams are encouraged to dress up as they support underserved youth and families.
Chicago at The Rady Shell (September 10) - Legendary rock band Chicago brings nearly six decades of hits to The Rady Shell for a night celebrating their iconic horn-driven sound and countless classics. Still touring strong in their 58th consecutive year, the group delivers a career-spanning set that continues to make them one of the most enduring acts in rock history.
Cygnet Theatre’s Follies at The Joan Liberty Station (September 10 - October 5) - Cygnet opens its new residency at The Joan with Stephen Sondheim’s bittersweet classic about fading glamour and memory.
Del Mar Wine + Food Festival at Surf Sports Park (September 10-14) - Now in its third year, this out-of-towner-organized, copycat of the San Diego Food + Wine Festival brings star chefs, celebrity hosts, pickleball, dinners, and a remote, Grand Tasting finale.

Demetri Martin: The Quick Draw Tour at Balboa Theatre (September 12) - Stand-up comedian, writer, and director Demetri Martin brings his Quick Draw Tour to the Balboa Theatre on September 12. Known for his sharp wit, clever illustrations, and offbeat style, Martin has built an acclaimed career with Comedy Central’s Important Things, multiple Netflix specials, and bestselling books. Fans can expect a night of inventive comedy from one of the most original voices in stand-up.
Urban Campout: Defying Gravity at Girl Scouts Balboa Campus (September 12) - Themed after
Wicked, this fundraiser transforms the Balboa Campus into an emerald oasis to benefit Girl Scouts of San Diego.
Tommy Davidson at The Comedy Store La Jolla (September 12-14) - Beloved comedian and actor Tommy Davidson brings his sharp wit and spot-on impressions to The Comedy Store in La Jolla for a weekend of shows. Known as one of the original stars of
In Living Color and for roles in films like
Booty Call and
Ace Ventura: When Nature Calls, Davidson’s high-energy stand-up blends personal stories, social commentary, and improvisational flair.
Ube Day 2025 at Harland Brewing Co. Scripps Ranch (September 13) - Harland Brewing's Ube Day returns with the release of its Ube Milkshake IPA, joined by a slate of specialty drafts and limited can releases. The event features live music from
Through The Roots, DJs, ube-themed food and desserts, and local vendors for a four-hour celebration of all things purple.
Tribal Seeds and The Movement at The Rady Shell (September 13) - San Diego’s own reggae staples Tribal Seeds join forces with Grammy-nominated The Movement for an evening of soulful rhythms by the bay. With global tours, chart-topping albums, and a new record Ancient Blood, Tribal Seeds return to their hometown stage alongside The Movement’s genre-bending reggae blend.
Bollywood Cruise 2025 with DJ Browny (September 13) - Tamasha Nights hosts its annual Bollywood Cruise aboard the Adventure Hornblower, featuring two decks of nonstop music and dance overlooking San Diego Bay. DJ Browny from New York spins Bollywood, bhangra, hip-hop, and desi EDM for a one-of-a-kind floating nightclub experience.
Swim for SOF (September 13) - More than 100 participants swim from Coronado Island to the USS Midway to raise funds for The Honor Foundation, which supports veterans transitioning from military service.
Grape Day Festival 2025 (September 13) - Escondido’s oldest and most iconic celebration is back at Grape Day Park, blending historic charm with modern flair. Enjoy live entertainment, local food and artisan vendors, a wine and beer garden, historic vehicle displays, and even an animal kingdom exhibit. Presented by the Escondido History Center, the festival highlights the region’s roots while offering family-friendly fun and community spirit.
Taste of South Park (September 13) - After a five-year hiatus, this neighborhood favorite returns with a self-guided tasting tour along 30th and Fern Streets. Explore signature bites and sips from over 20 of South Park’s acclaimed restaurants, cafes, and bars, alongside discounts at local boutiques and storefronts for a full-sensory urban adventure.
Bark, Boards & Babes (September 13) - SUP Pups hosts this one-of-a-kind all-women paddle celebrating community, connection, and the special bond with our dogs. Launch from the water with fellow paddlers and pups, share stories, and enjoy the healing power of a group adventure on San Diego’s bays. No dog required to join, but canine companions are more than welcome.
Huzzah! at The Old Globe (September 13 - October 19) - This brand-new musical follows two sisters trying to save their father’s renaissance fair, blending comedy, heart, and plenty of renaissance flair.
San Diego Restaurant Week (September 14-21) - More than 100 restaurants participate in this county-wide dining showcase, with special prix-fixe menus designed for every budget and palate.
Les Misérables at San Diego Civic Theatre (September 16-21) - Cameron Mackintosh’s acclaimed production of Les Misérables returns to San Diego Civic Theatre as part of its 48th season. Hailed as “Les Mis for the 21st Century,” this updated staging of Alain Boublil and Claude-Michel Schönberg’s Tony Award-winning musical phenomenon has been seen by more than 130 million people worldwide. With iconic songs like “I Dreamed a Dream,” “On My Own,” and “One Day More,” this sweeping story of love, sacrifice, and redemption remains one of the most celebrated musicals in history.
Rombauer Wine Dinner at Peohe’s (September 18) - Coronado’s bayside restaurant Peohe’s hosts an indulgent five-course dinner paired with Napa Valley’s celebrated Rombauer wines. The menu includes dishes like black pepper-crusted salmon with Merlot, grilled lamb chops with Cabernet Sauvignon, and molten chocolate cake with Zinfandel ice cream. Tickets are $159 per person, tax and gratuity included, for this refined evening of food and wine.
Xzibit at The Observatory North Park (September 18) - Rapper, actor, and former
Pimp My Ride host Xzibit takes the stage at The Observatory North Park for a career-spanning set. With a catalog that includes West Coast classics and crossover hits, he remains one of hip-hop’s most recognizable voices.
San Diego Fundraising Conference at Hilton Bayfront (September 18-19) – Nonprofit leaders gather for two days of workshops, panels, and networking to strengthen San Diego’s philanthropic sector.
Jon Batiste with Andra Day and Diana Silvers at The Rady Shell (September 19) - Multi-Grammy and Oscar-winning artist Jon Batiste headlines The Rady Shell as part of his Big Money Tour, joined by powerhouse vocalist Andra Day and rising star Diana Silvers. Known for his expansive sound and genre-defying performances, Batiste reimagines Beethoven and blends global influences for a boundary-pushing live experience.
38th Annual Pasta & Jazz at Liberty Station (September 19) - Crossroads Foundation’s biggest annual fundraiser returns September 19 to the Courtyard Marriott at Liberty Station. The evening includes a black-tie dinner, live jazz, and heartfelt community connection, with proceeds supporting programs that help women rebuild their lives with dignity and hope.
Whiskey & Wine Bash at Estancia La Jolla (September 19) - Estancia La Jolla’s annual Whiskey & Wine Bash brings together top labels like Macallan, Whistle Pig, Angels Envy, and Caymus for an evening of tastings paired with southern-style BBQ fare. Guests can sip, savor, and dance under the stars in the hotel’s lush gardens.
Eddie Griffin at Balboa Theatre (September 20) - Comedy veteran Eddie Griffin returns to San Diego for a night of raw, unfiltered stand-up at the Balboa Theatre. With a career spanning more than three decades, Griffin has starred in hit films like
Undercover Brother and
A Star is Born, and his Showtime special
Undeniable remains a fan favorite. His outrageous humor and fearless commentary promise a raucous evening of laughs.

Fit Athletic Yoga at The Rady Shell (September 20) - Start your Saturday morning bayside with a free community “Bootcamp Yoga” class led by Viktoria Talbot of Fit Athletic. Attendees are invited to bring mats and enjoy a full-body workout in one of San Diego’s most scenic settings, overlooking the downtown skyline and Coronado Bay.
29th Annual Taste of Gaslamp (September 20) - San Diego’s longest-running tasting tour returns to the historic Gaslamp Quarter with over 20 of the neighborhood’s hottest restaurants serving up signature small bites. Spanning 16 walkable blocks, the self-guided tour features live entertainment, exclusive sips for VIP ticket holders, and plenty of downtown atmosphere.
Classic Albums Live Performs Purple Rain at The Rady Shell (September 20) - Prince’s iconic Purple Rain album comes to life note-for-note at The Rady Shell, as Classic Albums Live recreates hits like "When Doves Cry," "Let’s Go Crazy," and the title track in a tribute to one of pop music’s most innovative works.
San Diego Sake Festival at JULEP Venue (September 20) - San Diego Sake Club hosts the city’s largest sake tasting, offering unlimited pours from over 100 Japanese and U.S. breweries. The festival also features food vendors, live performances, and the traditional kagami biraki barrel-opening ceremony, with upgraded tickets offering early entry and exclusive tastings.
Sports San Diego Bocce Bash at Liberty Station (September 20) - Liberty Station’s annual Bocce Bash returns with teams competing in round-robin and knockout tournaments across the park. Each entry includes three guaranteed games, drinks, and music, making this a lively afternoon of competition and community for players and spectators alike.
31st Annual Pacific Islander Festival at Vacation Isle (September 20-21) - More than 200,000 people gather at Ski Beach for this massive celebration of Pacific Islander culture, the largest of its kind in the U.S. The weekend features hundreds of entertainers performing music and dance, plus craft and food vendors, a cultural village, and informational booths. Don’t miss the raffle for a free Hawaii getaway for two as you soak in the vibrant traditions of the islands.
Hot Wheels Monster Trucks Live Glow Party at Pechanga Arena (September 20-21) - Family-friendly action sports spectacle with the debut of its “Glow-n-Fire” experience.
43rd Annual Adams Avenue Street Fair (September 20-21) - Southern California’s largest free two-day music festival returns to Normal Heights with 75 musical acts across seven stages. The neighborhood celebration spans 10 blocks and features carnival rides, beer gardens, food vendors, Fern Street Circus performances, and more than 300 unique exhibitors. With three beer gardens pouring San Diego craft brews and cocktails from local distilleries, this beloved street fair remains one of the city’s most vibrant community traditions.
Alejandro Fernández at Viejas Arena (September 21) - International superstar Alejandro Fernández, often called “El Potrillo,” brings his powerful voice and passionate performances to Viejas Arena. Expect a night of rancheras, ballads, and Latin pop from one of Mexico’s most beloved and enduring artists, continuing a legacy that has captivated audiences across generations.
Gaslamp Mini Golf Returns! (September 21) - Downtown’s bars and restaurants transform into an 18-hole mini golf course for this fan-favorite event. Participants enjoy exclusive food and drink specials, an event map and scorecard, and an afterparty at Swing Social with free simulator play.
The Rapture at Humphreys Concerts by the Bay (September 23) - Indie dance-punk pioneers The Rapture reunite for a night by the bay at Humphreys. Known for hits like “House of Jealous Lovers” and “How Deep Is Your Love,” the band helped define the early 2000s NYC rock revival with their energetic, groove-heavy sound.
Beer Bingo at Liberty Public Market (September 25) - Part of Craftoberfest, this lively night combines Coronado Brewing pints with bingo games on the main patio. Winners can score tasty prizes while enjoying food and drink specials.
Twilight in Concert at San Diego Civic Theatre (September 25) - The world of
Twilight comes alive in this immersive concert event, pairing the beloved 2008 film with a live 12-piece rock and orchestral ensemble. As the movie plays on the big screen, iconic moments are reimagined through a sweeping live score, from Bella’s Lullaby to climactic battle scenes. With over a thousand candles illuminating the stage, this romantic and atmospheric performance offers
Twilight fans a magical way to relive the saga.
Disclosure at The Rady Shell (September 25) - Electronic duo Disclosure, brothers Guy and Howard Lawrence, bring their acclaimed live show to San Diego. Known for global hits like "Latch" with Sam Smith and four studio albums including 2023’s Alchemy, the Grammy-nominated producers return with a high-energy night of dance music.
Band of Horses & Iron and Wine at The Sound (September 26) - Two beloved indie acts join forces for one night at The Sound in Del Mar. Band of Horses bring their sweeping anthems while Iron and Wine offers his hushed, poetic storytelling, together creating a show that blends indie rock’s grit with folk’s intimacy.
Eladio Carrión DON KBRN World Tour at Cal Coast Credit Union Open Air Theatre (September 26) - Latin trap and reggaeton star Eladio Carrión brings his DON KBRN World Tour to San Diego, riding the momentum of hits like “Kemba Walker” and collaborations with Bad Bunny and Karol G. Known for his sharp bars and genre-crossing sound, Carrión is among the most exciting voices in Latin music today.
Civic Theatre’s Diamond Anniversary: The Sound of Music Sing-A-Long (September 26) - Celebrate 60 years of the Civic Theatre with a full screening and sing-along of Rodgers & Hammerstein’s classic musical. Expect trivia, costume contests, pre-show festivities, and plenty of chances to belt out favorites like “Do-Re-Mi” and “My Favorite Things.” Complimentary tote bags with interactive props make this anniversary screening even more unforgettable.
Harland Williams at The Comedy Store La Jolla (September 26-28) - Quirky Canadian comic Harland Williams, known for his eccentric stand-up style and roles in cult classics like
Half Baked and
Dumb and Dumber, headlines a weekend at The Comedy Store in La Jolla. Expect a mix of surreal observations, crowd interaction, and his signature offbeat humor.
El Cajon Oktoberfest Weekend 1 (September 26-28) - The German American Societies host San Diego’s largest and most authentic Oktoberfest with bratwurst, pretzels, folk dancing, beer, and live entertainment. The family-friendly festival includes kids’ activities, contests, and cultural performances.
Ice Cube at Viejas Arena (September 27) - Hip-hop icon and cultural legend Ice Cube headlines Viejas Arena for a night of raw energy and timeless hits. From his days with N.W.A. to his acclaimed solo career, Cube’s influence spans music, film, and culture at large. Fans can expect a dynamic set of hard-hitting classics that solidify his place as one of rap’s greatest voices.
Taste of Bonita (September 27) - The beloved Taste of Bonita returns September 27 from 5–9 p.m., highlighting local restaurants and chefs in the South Bay’s Sweetwater Valley. Hosted by the Bonita Museum & Cultural Center, the event pairs bites and drinks with live music and community spirit. Guests can sample a wide array of cuisines while supporting free educational and cultural programs for more than 5,000 local schoolchildren and families.
Benson Boone: The American Heart World Tour at Pechanga Arena (September 27) - Rising pop star Benson Boone brings his American Heart World Tour to San Diego following a breakout year that cemented his place among the industrys biggest names. Boone’s hit single "Beautiful Things" became the most streamed song in the world in 2024, earning 5x Platinum certification and topping charts globally while racking up billions of streams.
San Diego Spirits Festival at MCASD La Jolla (September 27-28) - The 16th annual San Diego Spirits Festival takes over the Museum of Contemporary Art in La Jolla with unlimited cocktails, spirit tastings, and entertainment by samba dancers, DJs, and live performers. With more than 65 spirit brands and sweeping ocean views, the festival is billed as the city’s biggest happy hour.
CRSSD Festival Fall ’25 at Waterfront Park (September 27-28) - San Diego's premier electronic music festival returns to Waterfront Park for two days of house, techno, and cutting-edge live acts. This fall’s lineup features heavy-hitters like Empire of the Sun, John Summit, Purple Disco Machine, Jamie Jones, Boys Noize, Elderbrook, Caribou, and Claude VonStroke, alongside a stacked roster including Ben Böhmer, Maribou State, Dombresky, Brutalismus 3000, and many more. With multiple stages set against downtown’s bayfront skyline, craft cocktails, and a devoted dance community, CRSSD has become one of the most anticipated events on the West Coast festival calendar.
WASTED: Save the Food Festival at The Soap Factory (September 28) - Kitchens for Good hosts this sustainability-focused food festival, where top chefs compete to transform food scraps and kitchen extras into inventive dishes. Held at The Soap Factory in Logan Heights, the event features tastings, mocktails, interactive activities, and voting for your favorite creations. Proceeds benefit Kitchens for Good’s programs tackling food waste and barriers to employment in San Diego.
Taste of College Area (September 28) - Explore international eats, VIP tastings, and an afterparty at this self-guided food crawl showcasing San Diego's College Area dining spots around SDSU.
Big Thief at The Rady Shell (September 28) - Brooklyn-based indie folk favorites Big Thief close out September at The Rady Shell. Since their 2016 debut Masterpiece, the band has earned critical acclaim and a Grammy nomination for U.F.O.F., crafting a raw, intimate sound that has made them one of the most beloved groups in modern indie rock.
Suffs at San Diego Civic Theatre (September 30 - October 5) - Fresh from Broadway,
Suffs brings the story of the American women’s suffrage movement to the San Diego Civic Theatre. Written by Shaina Taub and winner of the Outer Critics Circle Award for Best New Musical, the show explores the struggles, triumphs, and unfinished fight for equality led by brilliant, passionate suffragists. Both funny and inspiring,
Suffs shines a light on history while connecting it to the present.
From pickleball showdowns and plein air festivals to monster trucks and musical theater, September’s lineup is as diverse as San Diego itself. Did we miss something big? Send event tips to
[email protected] or DM us on Instagram
@SanDiegoVille - we’re always looking to keep our monthly list the ultimate guide to what’s happening around town.