25+ Ways to Upgrade Your Weekend

October 2: Drew Brees Celebrity Pickleball Tournament

Former NFL quarterback Drew Brees will host a slew of celebrity athletes, chefs, and other hunger-relief supporters for a Celebrity Pickleball Tournament to raise money for Feeding San Diego. The tournament at the Barnes Tennis Center in Point Loma is part of the Del Mar Wine & Food Festival, which has raised more than $100,000 for Feeding San Diego and other local nonprofit organizations since 2023.

October 3: Sanford Burnham Prebys Medical Discovery Institute Illumination Gala

Sanford Burnham Prebys Medical Discovery Institute will celebrate 50 years of groundbreaking research at its Illumination Gala at the Fairmont Grand Del Mar. Support from the gala will help Sanford Burnham Prebys continue to advance medicine and change lives.  

October 3: San Diego Humane Society’s 40th Annual Fur Ball

San Diego Humane Society supporters—both people and pets—will get dressed to the nines for the 40th annual Fur Ball. Proceeds from the event at San Diego Humane Society’s Gaines Street campus will support the organization’s efforts to care for more than 40,000 animals each year. 

October 3: Voices for Children Starry Starry Night Gala

Voices for Children will celebrate the impact of its Court Appointed Special Advocates (CASAs) at its Starry Starry Night Gala on the Heron Lawn at the Park Hyatt Aviara Resort. The 46-year-old organization is the only agency in the county designated to provide CASAs to advocate for local foster children.

October 3: Autism Society of San Diego Diamond Anniversary Gala 

Show off your sparkle at the Autism Society of San Diego Diamond Anniversary Gala at the Town & Country Resort. The nonprofit will celebrate six decades of service with dinner, entertainment, and special guests.   

October 11: Robin’s Nest Rescue Rockin’ Robin Music Fest

More than 30 performers will take the stage to support Robin’s Nest Rescue at its fourth annual Rockin’ Robin Music Fest. The five-acre animal sanctuary in Ramona will also celebrate America’s 250th birthday, showcase local artisans, and introduce guests to some of its rescue animals. 

October 17: Adjoin Soil to Soul Garden Party

Local nonprofit Adjoin will host a whimsical garden party fundraiser at a private home in La Mesa. The Soil to Soul Garden Party will support Adjoin’s mission to build inclusive communities and support independence for people with disabilities and veteran families experiencing homelessness.

October 24: Living Coast Discovery Center Farm to Bay

Enjoy bites, beverages, and animal encounters at Living Coast Discovery Center’s Farm to Bay fundraiser. The annual event at the nonprofit zoo and aquarium on the San Diego Bay National Wildlife Refuge will support coastal conservation efforts.

This week marks summer’s last hurrah before the seasonal transition to fall, and there are plenty of ways to make the most of it. There’s the Surf Lounge Festival, the fifth annual BirdStock, and the two-day Adams Avenue Street Fair, all of which boast a plethora of live music options and local artisans. There are also world premieres, including the first chances to see the play A Black-billed Cuckoo at La Jolla Playhouse and MCASD’s Visiones Nocturnas: Queer Nightlife in Contemporary Art exhibition. On top of that, the Padres are back in town, and fans can pack the stands at Petco Park to support the team in their playoff push.

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Food & Drink Events in San Diego This Weekend

Harvest for Hope 

September 17

With September being Childhood Cancer Awareness Month, the Emilio Nares Foundation will present its 23rd annual Harvest for Hope fundraiser dinner this Thursday (5:30 p.m.). Guests will have the chance to try food from a curated selection of more than 20 chefs, breweries, and wineries from the SoCal and Baja regions while supporting a worthwhile cause. General admission is $250 online; tickets support free medical transportation, emotional care and critical services through the Emilio Nares Foundation for kids facing cancer and life-threatening diseases. 

5300 Grand Del Mar Court, Del Mar

Capital of Craft Beer Fest

September 19

Though San Diego Beer Week won’t start pouring until Nov. 6, Christmas has come early for enjoyers of locally crafted brews. The 21-plus Capital of Craft Beer Fest returns Saturday (1-4 p.m.) at Broadway Pier, with local food and merchant vendors, performances by 80s Resurrection and Agent 51, and best of all, more than 70 beers to sample via unlimited two-ounce tastings.Ticket options include general admission ($57) and VIP passes ($78), which come with in-and-out privileges and an exclusive hour of premium beer sampling from noon to 1 p.m.; a portion of proceeds will go towards the San Diego Brewers Guild. 

1000 North Harbor Drive, Embarcadero

Taste of Bonita

September 19

Toast to Bonita’s culture, history, and cuisine this Saturday (5-9 p.m.) during the Taste of Bonita. Held at the Bonita Museum and Cultural Center, this charitable and educational soirée will feature tastings from local restaurants, as well as silent auction drawings, children’s activities, artisans and craft items, and a gallery exhibit on BonitaFest. Tickets, which come with unlimited tastings and a beverage, are $55 for guests ages 12 and older, $20 for ages 5-12 years old, and free for kids ages four and younger; proceeds will help support the year-round free programming offered by the Bonita Historical Society.

4355 Bonita Road, Bonita 

Concerts & Festivals in San Diego This Weekend

BirdStock Music Festival & Artisan Market

September 19

Who needs Woodstock when there’s BirdStock? This Saturday from 10 a.m. to 7 p.m., all are invited to La Jolla’s Bird Rock neighborhood for entertainment from local musicians, an artisan market, and all-day activities to fundraise for arts and music programming at La Jolla Coastal Conservancy and Bird Rock Elementary. The 5th annual BirdStock Music Festival & Artisan Market will also include live DJs, a wine and beer garden, VIP libation areas, food trucks, pro BMX athletes and skateboarders, pickleball, a pet parade, and a custom hat bar.  

5500-5700 La Jolla Boulevard, La Jolla

Surf Lounge Festival

September 19

The legend of Pacific Beach’s bygone Surf Lounge lives on this Saturday from 2-10 p.m. during this 21-plus party at The Soap Factory. Surf Lounge Festival is a passionate celebration of surf culture with a healthy dose of indie rock, featuring performances by the bands Summer Salt, Three-Legged Dog, Tropa Magica, Couch Dog, and Bēd. The festivities will also include five vinyl DJs, tattoos, and 20 local vendors. General admission is $50, and $60 the day of the festival.

2995 Commercial Street, Logan Heights

Earth, Wind & Fire at Civic Theatre

September 19

Technically, “the 21st of September” doesn’t arrive until Monday, but any concert from Earth, Wind & Fire is certainly cause for celebration. The legendary group is still carrying its legacy of love, soul, and R&B brilliance more than five decades after its formation. Experience the jubilant rhythms of the band’s greatest, most danceable hits when they play the Civic Theatre this Saturday (8 p.m.). Tickets start at $138 for this concert. 

1100 Third Avenue, Gaslamp

Adams Avenue Street Fair

September 19-20

Tickets to the Del Mar Wine & Food Festival get you in the door. The real fun is figuring out who you’ll run into once you’re there. This year’s weeklong schedule of exclusive events, running September 30–October 4, includes dinners, tastings, and loosely-supervised chaos where celebrity chefs and local icons finally let their hair down.

The festival has a track record of the unexpected: Bryan Cranston and Aaron Paul once toasted their mezcal brand Dos Hombres with an intimate dinner at the Lodge at Torrey Pines (and then, evidently unsatisfied, kept drinking it on the cliffs above Blacks Beach with a rotating cast of San Diego and Food Network chefs. Alex Morgan showed up for a dinner under the lights honoring the country’s most badass women chefs). Drew Brees ran a celebrity pickleball tournament where the guy from It’s Always Sunny in Philadelphia got absolutely humbled by locals.

If you scored a ticket to last year’s Grand Tasting, you might’ve caught Guy Fieri doing exactly what Guy Fieri does: strolling the grass, signing t-shirts and foreheads, and hanging off the DJ surf van like it was built for him. Meanwhile, local chef Ethan Yang of Glass Box walked off with the Chef Competition surfboard.

So whether your plan for 2026 is to corner legendary San Diego chefs like Victor Jimenez of Cowboy Star and Jon Sloan of Juniper & Ivy in person, or just aim for a spontaneous golf cart ride with a Food Network star—here’s your cheat sheet for where to run into a celebrity chef, TV personality, award-winning winemaker, or pro athlete at this year’s Del Mar Wine & Food Festival.

Troy Johnson, Karen Krasne

Signature San Diego Opening Night Party

September 30 | 6 – 9 p.m. | Monarch Ocean Pub 

Consider this your soft landing into festival week—the walk-around tasting that eases you in before things get chaotic later on. Monarch Ocean Pub hands its patio over to the flavors that define San Diego eating: Baja seafood done right, coastal bites, Mexican flavors with some heat behind them, all the staples locals will fight you over. 

The celebrity sightings here lean more “bump into” than “spot from across the room.” Troy Johnson—Food Network judge, San Diego Magazine chief content officer and co-owner, Emmy-winning host, a man who has eaten his way across the entire country professionally—is the type to materialize at whichever station has the longest line, because he already knows it’s worth the wait. Ask him what he’s had so far. He’ll have opinions.

Then there’s celebrity pastry chef Karen Krasne, owner and executive pastry chef of Extraordinary Desserts, James Beard House alum, and a woman Forbes once ranked among the top 10 pastry chefs in the country—which tracks, because you might find her holding court next to a tray of her roasted pecan shortbread dipped in white chocolate, explaining exactly why this is the flavor combination. You will listen to every word, too, because you’ll want to try that cookie.

This is an opening night party where the person next to you in line might just be the one who baked the thing you’re about to eat.

Bryn McArthur, Mawa McQueen

Chateau Montelena’s 50th Anniversary Celebration

October 1 | 6 – 9 p.m. | Fairmont Grand Del Mar

Fifty years ago, a Napa Chardonnay beat France at its own game and rewrote what the world thought it knew about wine. This dinner is that legacy, poured by the family who built it, course by course.

Under the arches at Fairmont Grand Del Mar, Ernie Hahn and the Hahn family, who partnered with the Barretts to revive Chateau Montelena into the Napa powerhouse it is today, host an evening built entirely around the winery’s most iconic pours. Every course gets its own pairing straight from the Montelena portfolio, so you’re not just hearing about the Judgment of Paris, you’re tasting the wine that started it.

Chef Mawa McQueen, a former James Beard Best of the West winner out of Aspen, brings globally inspired cuisine and serious technique to the table. Alongside her, Fairmont Grand Del Mar’s executive chef Bryn McArthur leans into farm-to-table sensibility shaped by a career of global kitchens. Together they’re building a menu meant to hold its own against wine that already changed history once.

This is the rare dinner where the wine isn’t just accompanying the meal, it’s the reason the meal exists. Fifty years after Paris, the rematch is happening right here in Del Mar.

Karen Krasne, Martin Munguia

Rioja Uncorked

October 1 | 6 – 9 p.m. | Rancho Valencia 

Jonathon Glus is the Prebys Foundation senior fellow leading the development of the Art + Design District at the Downtown San Diego Partnership. He has been asked what an arts and design district is many times. In our conversation, I asked him instead to describe what it isn’t. His answer opened up a broader discussion about what San Diego has and hasn’t invested in, what it has the capacity to become, and what other cities have done that we haven’t. Glus speaks about global art fairs and architecture biennials in Chicago and long tables at dinner parties all with the same fluency. He also discusses who gets to live in the neighborhoods where creative work happens, and what it means when they can’t afford to stay.

Claire Johnson: You have been asked what an arts and design district is many times. Can you tell me what it isn’t?

Jonathon Glus: It is not a place designed intentionally and specifically for tourists. Of course there will be opportunities for tourists to come, but the district is really focused on creatives, on creative education, and on the creative workforce—as well as our major performing arts organizations. That is the emphasis.

What does the district need to do in the next five years for you to consider it a success?

[It needs to] develop greater connectivity between the anchor institutions—the symphony, Broadway San Diego, the opera, all the wonderful things happening in Balboa [Park]—and the creative workforce that will be living and working in that neighborhood 24/7.

What does San Diego not have that you wish it did?

We have not been intentionally investing in the contemporary art product that other major cities have been building. A contemporary art fair. A biennial that reflects the ethos of this region. Chicago developed an architecture biennial about eight years ago. London has a design biennial. Desert X, right here in Southern California, invests in and elevates contemporary artists inside a city. We have not really been playing in the global art market in a way that we have the capacity to.

What capacity do we have?

We have a wonderful foundation. Two theater companies that produce work that goes to Broadway more than many regional theaters in the country, major museums, artists teaching at UC San Diego and University of San Diego. What a city does when it wants to take itself to the next level is intentionally create the product. Miami went after the Art Basel fair; they did not passively receive it. You have to have the intention and the will, and you have to go after it. We haven’t done that in the way that other cities have.

Look at what we did with the tech sector; we’re now a major tech center. That was intentional. Leadership organized around it. We have to do the same thing around the arts. We have a lot of contemporary art collectors here. We have a lot of galleries. But the ecosystem of the business of contemporary art is not as organized or as visible as it should be.

Which city is your North Star?

It’s bits and pieces of different cities. Dubai has invested very quickly and very intentionally in contemporary art—art fairs, design fairs, higher education, artist residencies from all over the world. London has centered artists and creatives in the contemporary zeitgeist in a way that was not true 40 years ago. They built biennials. They ensured British artists had affordable housing and workspace. They made sure the media paid attention to what they were doing.

If you don’t have an artist at your dinner table, it’s not a dinner party. That sounds elitist, but it’s true. It shows the value that artists have in a community. Our relationship culturally with Tijuana is really significant here because artists in Baja seem to be at the table.

We’ve talked before about how food, fashion, design, and art aren’t siloed anymore.

They aren’t. When super creative people are in a community doing extraordinary work, that draws other super creative people doing extraordinary work. That’s why other arts and design districts around the world end up populated with some of the most interesting restaurants and young fashion designers. Creatives want to be around other creatives.

Which leads to the economic argument…

Our creative economy already employs about 170,000 people and generates more than $11 billion in economic activity. It’s large and robust. But we must center all of this in accessibility and affordability. Williamsburg used to be affordable. Artists can’t afford to live there anymore. Wicker Park and Bucktown in Chicago—artist central, now unaffordable. If we’re going to invest in this district, we have to be really intentional about housing and workspace, so creatives have a place in the future of this district.

I see all these new supper clubs and creative collectives popping up. What is the lesson there for San Diego in terms of the commercialization of cultural and creative groups?

I think the lesson is that nothing changes. What do people love? Long tables. Why? Because you’re with a lot of people—some you may have known your entire life, but most you don’t. And if it’s driven by a creative process, all the better. We know one of the best ways to do that is around food, but also music.

For the Art + Design District, part of why we’re leaning into the process is because, culturally, we’re bringing down the barriers between film, fashion, multimedia, tech, and architecture. It’s an experiential mashup in the best possible way.

And it’s not just about art and design, but community writ large. Creative expression is something we all desire. Whether it’s at a long table, at the opera, or in your studio, we gravitate toward creative expression as a way of building community and communicating with the people around us.

Is there a question I should have asked you but haven’t?

I hope you are writing about this in seven years when the district is fully mature. But this is just the beginning for all of this. I think that’s what’s most exciting to me. We don’t know what this is going to be like, but we know it’s going to be creatively centered, and that’s super exciting to me.

Sebastián Morúa is the Senior Vice President of Brand & Innovation for San Diego FC. He oversees Playmakers, the program through which the club has, over the past three years, engaged with over 80 working artists—not as marketing partners, but as co-creative directors.

Morúa didn’t build Playmakers as a community-outreach program bolted onto a Major League Soccer franchise. He built it as the identity of the franchise. When we sat down, he talked about the World Cup, San Diego’s creative workforce, his challenge to other sports franchises in the city, and the mural of heroes he hopes people will see one day when they close their eyes and picture San Diego FC.

Claire Johnson: Why does an MLS team invest in arts and culture?

Sebastián Morúa: I want to answer that in two parts. Philosophically first—because I think what you’re really asking is why should any sports team do this when most don’t.

Sport is a platform for transformation. It has proven that over and over. We saw it this summer with countries participating in the World Cup for the first time and what that did in their home countries—the sense of self-identification, pride, possibility. That is the power of sport.

When you take a sports team that’s fueled by that principle and understands what it could mean for other stakeholders in a community, you start to think about what you can accomplish in collaboration with them. One of those stakeholders, very early on, was the creative community. If we were going to build a team that represents this place and its people, we needed to go to the source. Artists are uniquely positioned to translate the essence and the soul of a community. When you zoom out and look at the multitude of artists in a place, you start to see the fabric of that local culture. That’s where the sense of pride and possibility gets unlocked.

But you’re also San Diego FC specifically. That matters.

Our mission is to create opportunities for talent to flourish and make San Diego shine. That means the club is a platform. When we started doing the early research for the brand, we brought artists into our focus groups. The response was immediate. There was a clear need. In 2024, we ran the first full year of what became Playmakers, working with more than 20 artists to help us tell the story of how San Diego FC could weave 18 distinct communities together.

We’re in the business of developing communities through sport. We’re not in the business of fútbol to entertain communities. That is an outcome—but not the purpose.

When you started, were you thinking about the profitability of this type of program?

No. I wasn’t thinking about where this was going or how much it would cost. It instinctively felt aligned with our organizational purpose, and we made a decision to go for it. Now it’s become what it’s become.

What does Playmakers look like in 10 or 20 years?

If a fan closed their eyes 20 years from now and tried to paint a mural of the heroes that make up the club, they would see a big percentage of Playmakers artists on that mural. Ask any fan about the team they’ve supported for decades, and they’ll tell you about players, maybe a coach, maybe an owner. We’re expanding that. In our mural, there’ll be artists, entrepreneurs, community leaders, youth coaches. The community will be present.

Three to five years from now, Playmakers is an established community of creatives who have co-directed the identity of the club and the evolving identity of San Diego. If we keep the pace we’ve kept, we should have collaborated with 150 to 200 artists whose stories we’ve told and whose next steps we’ve helped support.

What would you tell another organization considering this kind of investment?

There’s a huge benefit for us as a club and as a brand. This is symbiotic. The artists have a need, we can support that need, and in return the community cares more about our club because of the investment we’re doing in the community. That’s what I would tell another organization.

What excites you most about how San Diego is changing?

San Diego is waking up to how much it has to offer the global conversation around culture. There’s a purity to life here—partly because of the weather, which allows us to spend so much time outside, in nature—and that exists alongside this incredible richness in food, music, art, and now sports.

I have a sense that San Diego is ready to unlock its full potential. You see it in the artists and creatives here. They’re ready. There’s very little hesitation. It’s more like: “Hell yeah, of course I want to do this. I know I’m talented. I’ve been waiting for something like this.”

That energy, combined with the unique lifestyle and character of this place, creates a really exciting sense of what San Diego can become in the years ahead.

Is there a question I should have asked you that I haven’t?

I would ask: What would you say to the other big players in San Diego who are—or could be—shaping the cultural fabric of our community? Do they understand the symbiotic benefit? Are they supporting it?

Because Playmakers, in the end, is a cultural compass. It’s making sure that San Diego still feels—and will always feel—represented in the creative process of building San Diego FC and what that means for San Diego.

The pitch is a canvas. Athletes are painting collectively during every game. There is a story in every game. That’s the link between sport and art. At the core, it’s the same creative process.