15 Things to Do in San Diego This Weekend: August 27–31

by Cole Novak

Similar to newly minted fiancée Taylor Swift’s globetrotting world tour, this weekend’s event lineup is all about eras, with a selection of art, music, and visual storytelling that looks to the past and eyes what’s to come. Vanguard’s production of Henry V will jump back to 15th-century England, while Oceanside Theatre Company’s Spring Awakening is set in 1890s Germany. Concertgoers can catch nostalgic shows from Nelly and the Pixies and groove to 2000s and 2010s reggae at the Holo Holo Music Festival. Meanwhile, the new exhibitions Fragmentos del Barrio (Chicano Park Museum and Cultural Center) and Visions for Civic Gardens (Two Rooms Gallery) envision the possibility of a better, more community-centered world. 

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

Emily Brubaker, winner of NBC’s new cooking competition show Yes, Chef hosted by Martha Stewart and José Andrés
Courtesy of NBC

Food & Drink Events in San Diego This Weekend

Nerissa Sounds Jazz Brunch Cruise

August 31 

Savor a morning meal aboard the Nerissa as it sets sail from the San Diego Sheraton Hotel & Marina. The 73-foot yacht will take patrons on a luxurious two-hour cruise with curated brunch service and live jazz from alto saxophonist Charlie Arbelaez and his four-piece band. The cruise’s 49 guests will board at 11:30 a.m. and grab a complimentary glass of Champagne. General admission is $185 ($239 with the open bar add-on).

1380 Harbor Island Drive, Harbor Island

Winner of the first season of NBC's "Yes Chef" cooking competition show Emily Brubaker of Omni La Costa with Troy Johnson and Jackie Bryant on the Happy Half Hour podcast

Dueling Chefs x Dueling Pianos at VUE

August 31

This Sunday from 6 to 8 p.m, the first installment in Omni La Costa’s Chefs & Friends series pits VUE chef de cuisine Cameron Dixon and the resort’s executive chef Emily Brubaker (who recently won season 1 of Yes, Chef!) against each other in a friendly cooking competition. While the two culinary artists throw down in the VUE kitchen, dinner guests can watch a live dueling piano show before trying the duo’s dishes and deciding on the winning chef. Reservations are $157 per person, including sales tax and gratuity, and can be secured here.

2100 Costa Del Mar Road, Carlsbad

Fun things to do in San Diego this weekend  August 27-31, 2025 featuring Nelly with Ja Rule, Eve & special guests at North Island Credit Union Amphitheatre
Courtesy of Nelly

Concerts & Festivals in San Diego This Weekend

Nelly with Ja Rule, Eve & special guests at North Island Credit Union Amphitheatre

August 27

It’s only appropriate that, as the summer heat reaches a sweltering fever pitch, the man who blessed our ears with “Hot in Herre” is making his way to San Diego. Nelly’s “Where The Party At” Tour celebrates 25 years since the release of his debut album Country Grammar, one of only ten rap albums to ever be certified Diamond. Ruff Ryders alums Ja Rule and Eve and some special guests will join him for his stop at North Island Credit Union Amphitheatre this Wednesday (7:30 p.m.). Tickets start at $55 for this concert. 

2050 Entertainment Circle, Chula Vista

Fun things to do in San Diego this month September 2025 featuring the Oceanside Museum of Art Oceanside Plein Air Festival

Pixies with Spoon at Gallagher Square 

August 27

The Pixies were the forebearers of alternative rock’s ’90s renaissance. The icons stop by Gallagher Square Wednesday night (6 p.m.), with indie rock favorites Spoon and Fazerdaze opening. Tickets are $80 and can be purchased here.

899 J Street, Downtown

SDTJ Jazz Festival Pre-Party at Quartyard

August 29

Before it hosts the opening concert of the three-day, three-venue San Diego Tijuana International Jazz Festival on Oct. 2, Quartyard is throwing a free festival pre-party for all ages this Friday from 6 to 9 p.m. In the spirit of the festival’s cross-boarder fusion of musical styles, the festivities will kick off with the sounds of the 12-piece salsa ensemble Charlie Chavez y su Afrotruko. RSVP for the event here.

1301 Market Street, East Village

Tchaikovsky Spectacular at The Rady Shell

August 30

This Saturday at 7:30 p.m., the Rady Shell crowd will tune into Tchaikovsky Spectacular. The San Diego Symphony Orchestra and pianist Kiron Atom Tellian will perform five of the Russian composer’s finest compositions. As the show closes with “1812 Overture,” attendees will see fireworks booming overhead. Tickets range from $65 to $105 for this concert. 

222 Marina Park Way, Embarcadero

Holo Holo Music Festival

August 30–31

Holo Holo Music Festival features artists like The Green, Wyclef Jean, and headliners J Boog (Saturday) and Common Kings (Sunday). As reggae rhythms rain over Gallagher Square, attendees can chow down at the Great Island Cook Out, a food fest with vendors selling Hawaiian poke, dole whip, BBQ, and more. Ticket options include weekend general admission ($266), Sunday VIP ($218), and two-day admission for little ones ages 4 to 10 years old ($106). All festival tickets include access to the cook out, with food-only tickets available online ($6) and at the door ($10). 

899 J Street, Downtown

Fun things to do in San Diego this weekend  August 27-31, 2025 featuring Visions for Civic Gardens art exhibit at Two Rooms Gallery in La Jolla featuring art from Esteban Cabeza de Baca
Esteban Cabeza de Baca

Theater & Art Exhibits in San Diego This Weekend

Ramsés Noriega: Fragmentos del Barrio opening reception at Chicano Park Museum and Cultural Center

August 29 

The new exhibition Fragmentos del Barrio at Chicano Park Museum and Cultural Center traces the 60-year career of Ramsés Noriega, a vital force of the Chicano Art Movement. Be among the first to see the show at its free opening reception this Friday from 5 to 8 p.m.; RSVP here

1960 National Avenue, Barrio Logan

Henry V at Westminster Theatre 

August 29–31 & September 5–7

The thespians of Vanguard transport audiences back to the Middle Ages with William Shakespeare’s Henry V. The Bard’s story begins in the midst of the Hundred Years War as England’s King Henry V advances into the pivotal Battle of Agincourt against the French. There will be nightly performances of Henry V this Friday through Sunday at 7 p.m. at Westminster Theatre, with another three shows the following weekend. There is a suggested donation of $20, which can be paid online or at the door.

3598 Talbot Street, Point Loma 

Spring Awakening at Brooks Theater 

August 29–September 14

In the rock n’ roll musical Spring Awakening, presented by the Oceanside Theatre Company, a group of teens in 1890s Germany explore their burgeoning sexuality. Tickets for Friday’s preview night ($22) and Saturday’s opening night reception, performance, and post-show Champagne toast ($53) can be purchased here; tickets for all other performances ($43) are available here. Sunday brings a military matinee, with two free tickets for military service members and veterans with ID. 

217 North Coast Highway, Oceanside

Visions for Civic Gardens at Two Rooms Gallery

August 29–October 4 

In Visions for Civic Gardens, a new exhibition at Two Rooms Gallery, artists and longtime collaborators Esteban Cabeza de Baca and Heidi Howard depict San Diego as a lush, hopeful paradise built upon collaboration, where people and plants live in harmony. The two artists will discuss the show at the Museum of Contemporary Art San Diego on Friday from 6 to 7 p.m. as part of MCASD’s Artist on Artist series; tickets range from $5 to $15. After the talk, head to the free opening reception at Two Rooms from 7 to 9 p.m.

5560 La Jolla Boulevard, La Jolla

Asian American Dance Festival at Saville Theatre 

August 31

To cap off TILTshift Dance and bkSOUL’s inaugural Asian American Dance Festival, the Saville Theatre at San Diego City College hosts the festival’s Mainstage Showcase this Sunday from 6:30 to 8:30 p.m. Tickets range from $15 to $45 for this show, which features the work of five AAPI choreographers. 

14th Street and C Street, East Village

Fun things to do in San Diego this weekend  August 27-31, 2025 featuring a San Diego Made Summer Market vendors
Courtesy of San Diego Made Markets

More Fun Things to Do in San Diego This Weekend

Barona Powwow 

August 29–31

All are invited to the 53rd annual free Barona Powwow this Friday from 6 to 11 p.m. and Saturday and Sunday from 1 to 11 p.m. at Barona Sports Complex. Attendees can eat Indian fry bread tacos; peruse vendors selling handmade goods; and take in dancing, singing, and drumming performances, beginning with Friday’s gourd dancing and regalia-filled display. 

1095 Barona Road, Lakeside

San Diego photo booth at Holy Matcha coffee & tea shop in North Park

San Diego Final Bash with Sew Loka at WNDR Museum 

August 30

As WNDR San Diego approaches its September 2 closing date, the museum teams up with Sew Loka founder and slow fashion savant Claudia Biezunski-Rodriguez for Final Bash, a creativity-fueled party this Saturday from 7 to 10 p.m. Expect live artists, interactive booths, music from DJ Beazie Beats, and a host of local vendors. Admission is $32 and can be purchased here.

422 Market Street, Gaslamp

San Diego Made Summer Market

August 30–31

Hunt for handmade goods at the San Diego Made Summer Market, taking over Liberty Station’s NTC Park this Saturday and Sunday from 10 a.m. to 5 p.m. Check out more than 120 local vendors, with small businesses selling everything from apothecary essentials and sustainable apparel to handpainted art, jewelry, and stickers. Attendees can also enjoy craft workshops, lawn games, tarot card readings, photo booths, live music, cocktails, and food trucks. Single-day admission is $5, while children ages 10 and under will receive free entry.

2455 Cushing Road, Point Loma

The post 15 Things to Do in San Diego This Weekend: August 27–31 appeared first on San Diego Magazine.

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