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The Best Things to Do in San Diego: September 2025

Attend SoCal's biggest food festival, catch live country music, or cheer on the Savannah Bananas at Petco Park
Fun things to do in San Diego this month September 2025 featuring the Oceanside Museum of Art Oceanside Plein Air Festival
Courtesy of Oceanside Museum of Art

We’ll wake you up when September ends—but you’ll miss out on a lot. This month, there are plenty of fun things to do as you enjoy the last remnants of summer. From indulging your food cravings at the Del Mar Wine + Food Festival and San Diego Restaurant Week to checking out an inaugural country music festival, September in San Diego has something for everyone. Theater fans can catch the first shows from Cygnet at the brand-new Joan Theater in Liberty Station, and sports enthusiasts can see a game from the second-best team to play at Petco Park, the Savannah Bananas. Welcome to September—goodbye summer, hello locals’ summer.

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

Fun things to do in San Diego this month September 2025 featuring the Del Mar Wine + Food Festival
Photo Credit: Jorge Aguilar
Del Mar Wine + Food Festival

Food & Drink Events in San Diego This Month

Del Mar Wine + Food Festival

September 10–14

Local icons and gastronomic giants will team up once more for the third annual Del Mar Wine + Food Festival. Explore parties, dinners, pickleball, and the epic finale: a two-day Grand Tasting at Surf Sports Park.

The Del Mar Wine + Food Festival Grand Tasting 2025

San Diego Restaurant Week

September 14–21

Canvass the county for your new favorite dishes during San Diego Restaurant Week. Tailor your fall dining experience by menu, budget, or neighborhood, with more than 100 participating businesses.

Taste of College Area

September 28

Sample university students’ favorite grub with Taste of College Area, a culinary adventure packed with international eats, VIP locations, and an afterparty.

Fun things to do in San Diego this month September 2025 featuring MJ Lnederman and The Wind at Humphreys Concerts by the Bay on September 9th
Courtesy of Humprheys Concerts by the Bay

Concerts & Festivals in San Diego This Month

Boots by the Bay Festival

September 4

At the San Diego Mission Bay Resort’s inaugural Boots by the Bay festival, several prolific country songwriters share stories and perform unplugged in a cozy sunset concert.

MJ Lenderman and The Wind at Humprheys

September 9

Alt-country artist MJ Lenderman specializes in irreverent songwriting and Gibson guitar shredding. Hear him play alongside his live ensemble The Wind at Humphreys Concerts by the Bay.

Fun things to do in San Diego this month September 2025 featuring the Oceanside Plein Air Festival at Oceanside Museum of Art September 6-13
Courtesy Oceanside Museum of Art

Theater & Art Exhibits in San Diego This Month

Oceanside Plein Air Festival

September 6–13

The Oceanside Plein Air Festival encourages all artists— experienced and aspiring— to paint outdoors and join workshops, challenges, and more at the Oceanside Museum of Art.

Cygnet’s Follies at The Joan Theatre

September 10–October 5

The Cygnet Theatre begins its stay at The Joan in Liberty Station with Follies, Stephen Sondheim’s wistful portrait of a run-down theater and a fading era of showgirls.

Huzzah! at The Old Globe

September 13–October 19

Two sisters valiantly attempt to save their father’s renaissance fair in the humorous Huzzah! Thou will not want to miss this brand-new musical at The Old Globe.

The Sound of Music Sing-A-Long at Civic Theatre

September 26

Come dressed in costume, compete in movie trivia, and belt an unforgettable soundtrack at The Sound of Music Sing-A-Long in celebration of the Civic Theatre’s 60th anniversary.

Boundless Exhibit at Mingein International Museum

September 26–June 7, 2025

Comprising roughly 150 items from the Mingei International Museum’s permanent collection, Boundless: Reflections of Southern California Landscapes in Midcentury Studio Ceramics explores our state’s history and culture through craft.

Fun things to do in San Diego this month September 2025 featuring the Hot Wheels Monster Trucks Live event at Pechanga Arena
Courtesy of Hot Wheels

More Fun Things to Do in San Diego This Month

Savannah Bananas at Petco Park

September 5–6

With dancing umpires, silly shenanigans, and a whole new rulebook, the Savannah Bananas offer an entertaining alternative to America’s pastime. Learn the basics of Banana Ball when they come to Petco Park.

San Diego event the Sports Illustrated Women's Games happening October 28 to Sunday, November 2, 2025 at Frontwave Arena in Oceanside featuring pro tennis player Sloane Stephens

Hot Wheels Monster Trucks Live at Pechanga Arena

September 20–21

Hot Wheels Monster Trucks Live is bringing the heat to Pechanga Arena with its Glow-n-Fire experience, a hot new feature for this family- friendly action sports show.


By Ryan Hardison

Ryan Hardison is a freelance arts and entertainment writer and recent graduate of San Diego State. When he's not staring at his laptop, he's likely eating an adobada burrito or getting sunburnt at the beach.

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