The La Jolla Rough Water Swim has been running continuously since 1916 — making it the oldest open water swimming event in the United States. September 13 at La Jolla Cove. From the 1-mile Gatorman to the 3-mile championship course, the cove is wall-to-wall swimmers and spectators from dawn. Even as a spectator, watching a thousand swimmers enter the Pacific at once is something you don't forget. Registration at ljroughwater.com.
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In 5 days· Jul 31 – Aug 29
$40-$150
Conrad Prebys Performing Arts Cent…
La Jolla's SummerFest turns 40 this summer, and the La Jolla Music Society is marking the occasion with four weeks of chamber music, jazz, world premieres, and free community programming at the Conrad Prebys Performing Arts Center — one of the genuinely beautiful performance spaces built in the last decade anywhere in the American West.
SummerFest 2026 runs July 31 through August 29. The main concert series features more than 20 performances including Brad Mehldau's Ride Into the Sun — a reimagining of Elliott Smith songs with Chris Thile and Blake Mills that does not fit into any existing genre and is selling fast. Imani Winds performs Wayne Shorter's Terra Incognita during the second week. One marquee night moves to the Balboa Theatre in downtown San Diego for a program built around the American musical tradition.
The Conrad is at 7600 Fay Ave in the heart of La Jolla Village, a 10-minute walk from the water. Parking is available in the adjacent structure; street parking is possible but fills early on weekend nights. The venue seats roughly 500 in the main hall and is intimate enough that the third row and the twentieth row feel equally close to the stage.
The free programming is serious: open rehearsals, artist conversations, master classes, and youth performances run throughout all four weeks. If you want to understand what SummerFest actually is — a working music residency where internationally recognized artists collaborate and perform — the free open rehearsals are where you see it clearly.
Tickets for individual concerts went on sale May 4. The festival has sold out multiple nights in prior years. This is the 40th. Book early.
In 5 days· Jul 31 – Aug 1
The Conrad Prebys Performing Arts …
There is a room in La Jolla where the acoustics are so precise that you can hear a cellist breathe between movements. The Conrad Prebys Performing Arts Center was designed for this. For the kind of listening that requires the audience to meet the music halfway.
La Jolla Music Society SummerFest returns from July 31 through August 29, 2026, with a month-long series of concerts featuring top-tier classical artists and ensembles performing diverse programs that range from traditional chamber music to genre-crossing collaborations. This is San Diego premier classical music event, running since the 1980s, and it draws performers and audiences from across the country.
SummerFest is not a single concert. It is a season compressed into four weeks. Multiple performances per week, each programmed to stand alone but designed to reward the listener who attends several. The repertoire spans centuries from Baroque precision to Romantic sweep to 20th-century dissonance to contemporary compositions that have not yet decided what tradition they belong to. Guest artists rotate throughout the festival, bringing interpretive approaches that keep the same Beethoven quartet sounding different on different nights.
The Conrad Prebys center is intimate enough that every seat feels like a front-row experience. The La Jolla setting with ocean air, evening light, and the particular quality of a summer night in a neighborhood that takes its culture seriously adds a dimension that indoor-only venues cannot replicate.
For anyone who has been meaning to explore classical music but finds symphony halls intimidating, SummerFest is the entry point. The scale is human. The programming is curated. The audience is there because they want to be, not because they have season tickets they feel obligated to use.
Sep 26, 2026
TBD
Museum of Contemporary Art San Die…
Somewhere between your third sip of a barrel-aged Manhattan and the Pacific Ocean turning gold behind the museum, you stop thinking of this as a tasting event and start thinking of it as the best room you have walked into all year.
The 17th San Diego Spirits Festival returns to the Museum of Contemporary Art San Diego in La Jolla on September 26-27, 2026, for two days of premium spirits, craft cocktails, and culinary pairings set against one of the most stunning backdrops in Southern California. Seventeen years running — this is not a pop-up trying to find its audience. This is a San Diego institution that discovered long ago that the best way to appreciate a well-made drink is to put it in someone's hand while they are standing on a cliff overlooking the ocean.
Expect tastings from craft distillers and major spirits brands alike, food from local chefs designed to pair with what you are drinking, live music threading through the crowd, and the kind of conversations that happen when strangers discover they both have opinions about mezcal. The festival has built a reputation for curating experiences that feel personal despite the crowd size — a cocktail demonstration at sunset, a whiskey flight with the distiller standing next to you explaining what happened in the barrel.
The MCASD La Jolla campus sits at 700 Prospect Street, perched above the La Jolla coastline. Tickets are available through the festival's website and Eventbrite. If you care about what is in your glass and where you are standing while you drink it, this is the intersection you have been looking for.
You browse with a glass in hand, turn a corner, and find work you weren't expecting - then you get to have a real conversation with the person who made it. That's the trick the La Jolla Art & Wine Festival pulls that a gallery never can: it makes discovering art feel like a party you were already at.
More than 170 juried artists exhibit across painting, sculpture, jewelry, ceramics, glass, woodworking, photography, and mixed media, making this one of the more seriously curated outdoor art events in Southern California. The wine and craft beer component is what turns it from a viewing into a genuine community gathering. La Jolla Village in October brings ideal weather - cool mornings, warm afternoons, and the kind of light that makes outdoor art look its best.
It runs along Girard Avenue and Prospect Street in downtown La Jolla, San Diego, CA 92037, on Saturday October 10 and Sunday October 11. General admission includes a wine glass and tasting tickets, with additional tasting tickets available inside. There's parking throughout La Jolla Village, but the event closes several blocks to traffic - arrive early or walk from peripheral lots. Proceeds benefit the La Jolla Village Merchants Association and local arts programs.
A particular kind of silence happens when someone hands you a plate that took three hours to compose and you realize the person who made it is standing two feet away, watching your face. That is what this afternoon is made of.
Celebrate the Craft gathers chefs, vintners, and artisans under the Torrey pines once a year at the Lodge at Torrey Pines in La Jolla — one of Southern California's most quietly prestigious culinary showcases. This is not a food festival with a beer garden and a cover band. This is the event where San Diego's most serious cooks show what they have been working on, using locally grown ingredients that often traveled fewer miles than you did to get here.
Renowned chefs from across California present seasonal tasting stations. Winemakers pour side by side. A curated group of makers — pottery, handmade leather, jewelry, cowboy hats — set up among the trees because the organizers understand that craft is craft, whether it is on a plate or on a workbench.
What veterans know: arrive early and head straight to the stations furthest from the entrance — the lines build there last, and the chefs are still doing full pours. The Lodge's bluff-top setting overlooking the ocean makes the 11:30am start time feel intentional — by midafternoon the light through the pines is worth the ticket alone.
October 18, 2026, 11:30am to 3:00pm. Tickets sell out. The kind of afternoon where you leave knowing exactly what San Diego tastes like at its best.