2023 ENZN Urban Art Takeover: Everything You Need to Know

September is San Diego’s unofficial second summer—the crowds thin, the weather stays warm, and the city’s calendar somehow gets even busier. This month brings stadium-sized rock shows, Broadway’s buzziest comedy, a new anime convention, world-premiere theater, gallery openings, food festivals, and the first signs of spooky season. Whether you’re ready to lean into fall or determined to keep summer going, here are the best things to do in San Diego this September.

Concerts & Festivals | Theater & Art Exhibits | More Fun Things to Do

Concerts & Festivals in San Diego This Month

9/2 

As Guns N’ Roses storm into decade five, their appetite for destruction persists. During their Snapdragon Stadium concert, hear the hard rock anthems, new material and a set from The Black Crowes.

9/23

Kehlani is proof that the romance and earnest sensuality of old-school R&B will never go out of style. Hear her take it back to the aughts at Viejas Arena.

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Theater & Art Exhibits in San Diego This Month

9/6-10/11

From the silver screen to The Old Globe stage, John Carney will Begin Again (again) with a world premiere musical adaptation featuring new songs—courtesy of Train—and a story overflowing with hope. 

9/12-10/17 

The concept of work is a guiding principle for San Diego native and multidisciplinary creative noé olivas. Observe his community-informed approach via Tierra y Cielo (Earth and Sky) at Best Practice Gallery. 

9/18-10/25 

Two workers grapple with the weight of their roles at a temporary migrant shelter in Mario Vega’s world premiere play Our Lady of the San Diego Convention Center, set for citywide performances. 

9/26-2/28/2027

Luminous visions of peace and the Punjabi-American roots of Rupinder Kaloti inform The Gathering, a wondrous unification of family foretold via paintings at Oceanside Museum of Art. 

9/29-10/4 

It’s Mary Todd Lincoln’s world and we’re just living in it. See the presidential paramour barrel to her way to stardom at the Civic Theatre during Oh, Mary!, Cole Escola’s political spoof. 

More Fun Things to Do in San Diego This Month

9/5 & 9/6

Pros and Con(vention)s: Anime San Diego will debut at the San Diego Convention Center with cosplayers, panels and more than 400 vendors well-versed in Japanese animation.

9/11-10/31 

Scaredy cats beware: SeaWorld San Diego’s Howl-O-Scream embraces frights forged in darkness. Enjoy an ominous lineup of live shows, scare zones and bloody bars ahead of Halloween. 

9/12

The best parts of Artivál and the Alley Cat Art Walk have united for the free Alley Cat Art Fest, an all-day outing for live music and immersive artwork in Downtown El Cajon.

9/12 & 9/13 

Take a Grecian vacation for a fraction of the price during the annual Cardiff Greek Festival, two days of immersive cuisine and culture—with plenty of dancing—on the Encinitas coast.

9/13-9/20

Step away from the stove! The California Restaurant Association has eight days of eating experiences with your name on it. During San Diego Restaurant Week, explore by meal, neighborhood or cuisine for your personal dining plan. 

9/16 

Nourish yourself with an all-inclusive spread of Pacific Beach eats and locally-crafted artwork during the HeArt of PB Restaurant Walk on Garnet Avenue.

9/19 

When it comes to stand-up comedy, Chelsea Handler is always ready to roast. See Handler tell anecdotes and skewer an assemblage of victims during her Balboa Theatre performance. 

Ramona Rodeo

Meet some rodeo queens (or be crowned as one yourself) in R-Town’s annual celebration of the Wild West. Three days of mutton bustin’, tie-down roping, and barrel racing are all doing the community some good: Proceeds from the event funnel into local organizations like Ramona Town Hall and the Guy B. Woodward Museum. This month marks the 45th annual Ramona Rodeo, which takes place in the Fred Grand Arena and draws more than 12,000 attendees each year.

Ocean Beach Street Fair & Chili Cook-Off

For nearly half a century, OB has hosted a chili cooking competition that has drawn thousands of hungry locals. (Buzz Cannabis presented this year’s event, so taste testers could have been under the influence of munchies-enhancing drugs.) Non-chili-related street fair festivities include beachfront live music, Fun Zone family-friendly play areas, and a Dirty Birds wing-eating contest.

Chicano Park Day

In 1970, Chicano Park was set to become a California Highway Patrol station. The problem: The city had promised a community park in that area. After decades of development fractured Barrio Logan and displaced thousands of families, Chicano locals were tapped out. So, for 12 days, locals occupied the area under the Coronado Bridge, blocking bulldozers and planting cacti. It worked. Construction stopped, and that area is now Chicano Park. Each year, locals celebrate the successful preservation of Chicano Park and the resilience of the Chicano Movement.

Fiesta del Sol

Solana Beach gathers at Fletcher Cove Park at the start of each summer for two days of live music ranging from country to pop to Chicano rock, plus an arts and crafts fair, an international food court, a beer and wine garden, and the Solana Beach Firefighters Association’s pancake breakfast. The event is free, but if you want an elevated experience, grab Seaside Pavilion ($75) or VIP Deck ($160) tickets for reserved seating, private cash bars, exclusive restrooms, and discounted swag.

North Park Music Fest

The entire North Park neighborhood hosts an annual music festival, meaning a dozen venues—from Queen Bee’s to Bacari to North Park Community Park—become live music spaces each June. Some locations are open to the public, but if you’d prefer lounge access at Granada House and line-skipping privileges, check out the $65 VIP passes. General admission otherwise starts at $25.

Lemon Festival

It’s weird if you don’t wear a lemon-themed outfit at Chula Vista’s annual Lemon Festival. For one day each August, Third Avenue pays tribute to the city’s former “Lemon Capital of the World” status with live music, citrus-themed photo ops, arts and crafts vendors, a lemon cook-off competition, and plenty of other food that doesn’t include the famed hesperidium. But who would want that at Lemon Fest?

Play is underrated. Somewhere along the way, someone decided it was something we should outgrow. That you A good song comes on, and they dance. A game appears, and they’re in. Someone hands them a melting ice cream cone, and somehow it’s the best part of the day.

Adults tend to need a reason. Or maybe just the right setting.

That’s part of what makes the Del Mar Wine & Food Festival feel different. Yes, the week revolves around food and wine, with celebrated chefs, winemakers, and restaurants drawing crowds from across the region. But what lingers afterward is the conversations that stretch a little longer than expected, the strangers who become dinner companions, the live music that pulls people out of their seats, and the rare chance to spend a few hours simply enjoying yourself without much of an agenda.

The Grand Tasting is the festival’s centerpiece, bringing thousands of guests together over two days for hundreds of bites and pours. But some of the week’s most memorable experiences happen on a smaller scale. In the days leading up to the main event, intimate dinners, chef collaborations, and guided tastings create opportunities for guests to interact more closely with the people behind the food and wine and with each other.

Here’s your guide to the 2026 Del Mar Wine & Food Festival happening September 30–October 4.

Wednesday, September 30

Signature San Diego Opening Night Party at Monarch Ocean Pub

Start festival week the San Diego way: ocean views, Baja-inspired bites, and a drink in hand as the sun goes down. The Signature San Diego Opening Night Party at Monarch Ocean Pub sets the tone for the week ahead with a walk-around tasting experience celebrating the flavors that make this city impossible to replicate. It’s an evening of fresh coastal cuisine, bold Mexican flavors, Baja seafood, and plenty of local favorites—all served against one of Del Mar’s most iconic backdrops. Consider it your first official toast to the weekend ahead…

• Monarch Ocean Pub | 1555 Camino Del Mar, Del Mar
• 5–9 p.m.
• Get Tickets 

Friday, October 2

Celebrity Pickleball Tournament Presented by Justin Vineyards & Winery

Wine and competition make an unexpectedly perfect pair. You can join Drew Brees and celebrity players at Barnes Tennis Center for a pickleball tournament benefiting Feeding San Diego, where the sidelines are just as exciting as the court. Grab a paddle, cheer from the sidelines, or simply enjoy a glass of wine while the action unfolds. The day blends friendly competition with an all-inclusive tasting experience.

Since year one, Del Mar Wine & Food Festival has partnered with Feeding San Diego to raise $100,000 in support of the organization’s mission to fight hunger across the region. Every serve, sip, and bite helps give back to the community that makes this festival possible.

Remember that pickleball paddle you swore you’d use? Time to put it to work.

• Barnes Tennis Center | 4490 W Point Loma Blvd, San Diego, CA 92107
• 11 a.m.—3 p.m.
• Get Tickets

Thursday, October 1

Rioja Uncorked at Rancho Valencia

This is essentially a passport to Spain with no airport required. Set among the lush grounds of Rancho Valencia, Rioja Uncorked celebrates one of Spain’s most iconic wine regions with an evening of exceptional pours and thoughtfully paired bites. Guests will sip their way through Rioja wines while enjoying a menu featuring everything from Hiramasa crudo and uni toast to duck rillette, birria mini tacos, Cardiff Crack tri-tip sandwiches, and a sweet finale from Karen Krasne of Extraordinary Desserts (date night plans, solved).

• Rancho Valencia | 5921 Valencia Cir, Rancho Santa Fe
• 6–9 p.m.
• Get Tickets

Friday, October 2

Justin Wine Dinner with Chefs Kaitlyn Weber, Buddha Lo & Jackson Kalb

Justin Wine Dinner sounds simple: three chefs, one unforgettable table. But chefs Kaitlyn Weber (Estancia La Jolla), Buddha Lo (Top Chef), and Jackson Kalb (Top Chef) are taking you on a one-night-only culinary ride where three styles collide over a multi-course menu paired with exceptional pours from Justin Vineyards & Winery. Set in Estancia’s coastal estate, the evening unfolds course by course with pairings from Justin wines as each chef brings their own style to a menu focused on craft, connection, and a bit of friendly culinary overlap. It’s the kind of culinary conversation that only happens when very, very talented people cook together. 

• Estancia – Olive Lawn | 9700 N Torrey Pines Road, La Jolla, California 
• 6–9:30 p.m
• Get Tickets

Saturday, October 3

Official After Party at Guesthouse La Valle

Best Statewide Arts Flex

Arts District Liberty Station

Arts District Liberty Station officially became one of the state’s designated cultural districts, joining a list reserved for places with thriving creative communities. Considering the campus is home to more than 100 galleries, artist studios, museums, and arts organizations—not to mention The Joan, the 42,000-square-foot performance center housing Cygnet Theatre—it was only a matter of time until the district got its flowers.

Best Deterrent of Public Vandalism

Vision Culture Foundation

If you can’t beat ’em, join ’em. The National City Public Works building has been a target of graffiti artists for years, only to be constantly painted over (and the cycle restarts). Now, it’s working with the local artists from Vision Culture Foundation to create intentional public murals. A win-win in our book.

Best Champion of the Arts

Vanguard Culture

One of the biggest questions this year is who will show up for San Diego arts and culture—so a Best Of nod goes to a nonprofit that’s been doing it for years. Founded by longtime arts advocate Susanna Peredo Swap, Vanguard Culture has staged events for creatives, told their stories, and just created an SD ARTS Pass—a single ticket that gets you access to 39 creative spots.

Best Way to Overcome Your Fear of Ghosts

The Rosin Box Project

Ballet’s already got a sort of otherworldly thing going for it, with people morphing into 90-degree angles and defying gravity with each pirouette. The Rosin Box Project feels like a raw, creative new force in the classic art form, though—especially with its annual Ghost Light Masquerade. It’s a dance of eerie spirits that makes you second-guess what’s real and what’s not.

Best Music Venue That Also Sells Hot Dogs

Gallagher Square

Once upon a time, Gallagher Square was just a grassy knoll behind the outfield wall at Petco Park. Now, it’s a concert venue, playground, play ball field, dog park, and unofficial home for those who prefer the vibe of baseball more than the actual game. Big-time performers are showing up: Ms. Lauryn Hill, Cypress Hill, and Peach Pit.

Best Local Canvas

Casa Casillas

Casa Casillas has filled a long-standing gap in Chula Vista’s art scene. Open since last August, the space gives local artists a dedicated venue to display their work and visitors a chance to explore the neighborhood’s vibrant art. Two rotating resident artists always keep the space moving, so it rarely looks the same twice.

Best Place to Say “I Think It’s About Capitalism”

Alley Cat Art Fest

El Cajon translates to “the box” in Spanish—a nod to the city’s surrounding hills—but Alley Cat Art Fest (previously called Artivál) doesn’t stay inside it. As the first arts festival in East County, it celebrates local galleries, sculpture, live music, and food trucks—the whole nine.

Best On-Two-Feet Art Tour

Barrio Art Crawl

Every second Saturday, Barrio Logan turns into a choose-your-own-adventure with the Barrio Art Crawl, a free self-guided art tour through galleries, museums, and murals, with street food and music filling in the gaps. Barrio is one of the city’s most thriving arts neighborhoods, and it’s worth getting a bit lost in.

Best Peek Inside Alicia Keys and Swizz Beatz’s Living Room Without the Awkward DM

Museum of Contemporary Art San Diego

MCASD is showcasing two powerhouse exhibits—Giants: Art from the Dean Collection of Swizz Beatz and Alicia Keys and The Dean Collection Presents: Hometown Heroes. The pop music titans are highlighting local artists, with an intentional focus on diverse experiences. It was one of the biggest (and coolest) art openings of the year, and it closes August 9. So get on it.

Best Season Opener

The Old Globe

Leave it to The Old Globe to give the local theater scene some Hollywood glamour. Katie Holmes led the premiere of Henrik Ibsen’s Hedda Gabler this past spring, turning the classic Norwegian play into one of the most buzzed-about theater productions of the year.

August is San Diego at full volume. Summer crowds are still chasing sunshine, but the calendar belongs to locals who know this is when the city really shows off. One night you’re dancing under the stars, the next you’re watching thoroughbreds with a plate of oysters in hand, catching Broadway hits, wandering gallery exhibitions, or rallying on a downtown pickleball court. Whether you’re looking for live music, festivals, theater, food, or an excuse to spend as little time indoors as possible, these are the August events worth putting on your calendar.

JUMP TO: Concerts & Festivals | Theater & Art Exhibits | More Fun Things to Do

Concerts & Festivals in San Diego This Month

August 9

On the heels of Cross Pollination II’s release, house musician Lane 8 will co-headline FNGRS CRSSD x Cross Pollination, a day of back-to-back grooves at Waterfront Park.

August 11–16

Cross coasts at the Civic Theatre for a jukebox musical rooted in family, coming of age, and blossoming talent in Alicia Keys’ Hell’s Kitchen, inspired by the 16-Grammy Award-winning singer’s NYC upbringing.

August 23

Jeff Goldblum is a classic man. In his show at The Rady Shell, Goldblum will accentuate his old-school charm with his Mildred Snitzer Orchestra and the San Diego Symphony Orchestra.

Theater & Art Exhibits in San Diego This Month

August 1–October 10

Explore gallery walls lined with artwork juried by acclaimed artist Paul Mpagi Sepuya and chosen by the Athenaeum Music & Arts Library for its esteemed 34th Annual Juried Exhibition.

August 7

As you already know, we adore San Diego. That’s why we’re assembling the city’s crème de la crème—including over 90 curated vendors—in Liberty Station for our annual Best of San Diego Party, presented by Pechanga Resort & Casino.

August 12

Helado Negro and Reyna Tropical each specialize in bilingual music, songs overflowing with proud markers of Latinx identity. Hear the ear-tingling transmissions from their collaborative LP at Epstein Family Amphitheater.

August 16

Country music superstars, proud Georgians, and close pals Jason Aldean and Luke Bryan are doubling down on their summertime stadium tour with a boot-stomping concert at Petco Park.

August 27–September 6

The one-woman play Eleanor—told via the eloquent perspective of Eleanor Roosevelt—will make a limited return to the North Coast Repertory Theatre.

More Fun Things to Do in San Diego This Month

Now Through September 3

For six straight Thursdays, downtown’s Fifth Avenue will shut down and become the city’s first-ever street-style pickleball event. Bring a paddle and enjoy DJs, a wellness market, and zero-proof drinks at Gaslamp Urban Pickleball.

August 8

Del Mar Thoroughbred Club’s newest foodie event, the buttery Turf & Surf Festival, offers a luxurious combo of land and sea, built for watching trackside with a loaded plate in hand.

August 22

For the first time since 2019, the free Chula Vista HarborFest will hit the shores of Bayside Park with a classic car expo, lucha libre showdowns, and the chance to meet a mermaid.

August 29

Celebrate the seven decades (and counting) spent upholding Point Loma’s coastal landmark during Cabrillo Under the Stars, a 21-plus fundraiser with bites, Beatles covers, and, best of all, twinkling lights.