San Diego Weekend Events Roundup September 14-17

Catch headliners such as Pink, Muse and Tom Petty & The Heartbreakers at KAABOO Del Mar.

From music festivals to decadent dining experiences, check out the best San Diego weekend events for September 14-17. 

Edited by Madelyn Harris.


San Diego Bayfair
Sept. 15-17. Crowds flock to Ski Beach to catch the World Series of Power Boat Racing, featuring intense water competition and fastest powerboats in the world. View website for full racing schedule. $20+. Racecourse runs between Crown Point and Fiesta Island. Mission Bay.




Oceanside Harbor Days
Sept. 16-17. Sun, sand, surf and lots of activities, from a sandcastle-building competition to boat-building contests, are all included at this free, family-friendly festival. 9 a.m.-5 p.m. Oceanside Harbor.




Santa Fe Marketplace
Sept. 15-16. Boho lovers and free spirits across the country will present their bold pieces and designs at Bazaard del Mundo’s arts and crafts marketplace. The collections will feature Native American jewelry, art, crafts and décor from Navajo, Cherokee, Hopi, Pima, Isleta Pueblo and Santo Domingo Pueblo tribe members. 10 a.m.-7 p.m. Free. Bazaar del Mundo. Corner of Juan and Taylor Street, Old Town, 619.296.3161.



Landlubbers Day at Seaport Village
Sept. 16. Celebrate all things pirate at this fun themed event, which includes live music from the Jackstraws (San Diego’s pirate-themed band), a costume content, a mermaid grotto with photo opportunities, pirates booty food and drink specials and crafting stations for kids. 12-4 p.m. Free. 849 W Harbor Drive, 619.234.4014.




Questival Adventure Race
Sept. 15. Form a team of 2-6 and race to complete hundreds of challenges within a 24-hour time period. San Diego-specific events this year include hiking to the Airplane Crash Memorial and taking a photo with the engine, visiting the oldest building in California that’s still in use and picking up 100 pieces of trash at a local San Diego beach. 7:30 p.m. kick off. $47 per person. Waterfront Park, 1600 Pacific Hwy.



Le Diner en Blanc
Sept. 14. Be part of San Diego’s largest dinner party. This epic pop-up and super secretive culinary event (the location is kept a secret until the day-of) will have guests dawn their best white attire and share in an elegant community dinner. Guests must bring a table, two white chairs, white tablecloth and a picnic basket comprising fine food and proper stemware and dinnerware. Time and location TBD. $49. Visit website to join the waitlist.






Sept. 15-17. This three-day experiential festival features live music, comedy, food, wine and art. Catch headliners Red Hot Chili Peppers, Pink, Muse and Tom Petty & The Heartbreakers, plus dozens of other music acts on multiple stages. View website for full lineup. $119+. Del Mar Fairgrounds, 2260 Jimmy Durante Blvd., Del Mar.




Taste of Downtown
Sept. 15. Feast your way around the Gaslamp Quarter at this foodie-themed event. Experience the flavors of downtown by sampling tasty bites from more than 40 restaurants, including Rustic Root, Tin Roof, Tender Greens, Lotus Thai, Social Tap Eatery, Tilted Kilt Pub & Eatery and many more. 5-9 p.m. $30 in advance, $35 day-of. 672 Fifth Ave., downtown. 619.234.0201.



Blind Tasting Wine Dinner
Sept. 15. Calling all aspiring sommeliers…this dinner is for you. Learn how to sniff and swirl in a 30 minute wine tasting class taught by Maurine DiMarino, followed by a blind wine tasting and five-course meal. 6 p.m. $75. Vintana, 1205 Auto Park Way, Escondido, 760.745.7777.




Head to Puesto for National Guacamole Day
Sept 16. Celebrate National Guacamole Day at one of San Diego’s hottest modern Mexican restaurants. Try their infamous Nogada Guacamole, made with pomegranate arils, mango, chile de arbol and candied walnuts. Available only at their La Jolla and Headquarters locations.





Homos, Or Everyone in America
Sept. 14-Oct. 15. As the pendulum of progress continues to swing, a Brooklyn couple attempts to navigate the complexities of contemporary gay life together in this brave, cutting-edge new play that confronts the lingering dangers and interconnected values of our nation. View website for full schedule and prices. Diversionary Theatre, 4545 Park Blvd. #101, University Heights.



Wild Goose Dreams
Through Oct. 1. A North Korean defector who has left her family behind and a lonely South Korean feather start an unlikely online romance as they each attempt to allay their fears and alienation in this inventive and darkly humorous piece. Visit website for complete schedule. $35+. Mandell Weiss Forum at the La JollaPlayhouse, 2910 La Jolla Village Drive, La Jolla.




Benny & Joon
Through Oct. 22. With unforgettable characters and a tuneful score, this world-premiere musical­­–—based on the beloved offbeat 90s romantic comedy movie–—explores what happens when we step out of our comfort zones and take a leap toward love. View website for shows and prices. Shiley Stage at the Old Globe Theatre, 1363 Old Globe Way, Balboa Park.