May 2023 Calendar of Events

May 2023 Calendar of Events

Cat Cuddle Hour   Saturdays & Sundays

Enjoy a whole hour cuddling and playing with up to 30 cats and kittens for a small donation that goes toward LYFF’s mission of continuing to rescue cats and animal welfare education.

LYFF Adoption Center, Vista

760-542-8509 /


Taste of Cardiff   May 4

Restaurants in Cardiff will be crafting decadent tastes to win your vote for the 2023 Morgan Mallory Golden Fork Award, while local businesses host Sip Stops stationed with local libations. There will be local favorites and performing artists.

5:30-8:30pm / Downtown Cardiff


Cinco de Mayo Sunset San Salvador Sail   May 5

Staged aboard the 16th century galleon replica, San Salvador, this 21 and up event magically transports you back in time when explorer Juan Rodriquez Cabrillo’s vessel reached America’s West Coast in 1542. The festivities include lovely live Spanish guitar music, custom cocktails, and delicious food.

5-7:30pm / Maritime Museum of San Diego


Wildflower Show   May 5-6

Wildflowers are gathered by members in distinct geographical areas surrounding Julian. Hundreds of varieties of flowers are exhibited and they differ each year depending on weather conditions. Free Admission.

10am-4pm / Julian Woman's Club


Wine, Brews, & Blues Festival   May 6

Wine and craft beer tasting, silent auction, live music, dancing, Beer N' Brats Courtyard, Tasty Bites by local restaurants.

4-8pm / Monserate Winery, Fallbrook


Mental Health Festival   May 6

Change Your Mind is a free, one-day event that focuses on creating and sustaining mental wellness through workshops, demonstrations, presentations, and hands-on experiences. 

11am-4pm / Oceanside Pier Amphitheater & Beach Center

760-489-6380 /


Spring Garden & Butterfly Festival   May 6

Butterfly Releases, Ms. Smarty-Plants™ Pollinator Party, Petting Zoo, Coyote Music Festival (Live Bands), Food Trucks, Garden Tour, Outdoor walking trails highlighting drought tolerant exhibits.

9am-3pm / The Water Conservation Garden, El Cajon

619-660-0614 x10 /


Wildlife Kayaking Eco Tour   May 6 & 13

Our naturalist guide will point out marine and bird life and teach you about local ecology and conservation efforts. All equipment is provided: Kayak, life vest, binoculars, and field guides.

9am-12pm / Bayside Park, Chula Vista


Boots & Butterflies Ball   May 7

Michelle’s Place is a 501C3 non-profit organization. In 2001, Michelle’s Place was founded by Michelle Watson’s friends and family to ensure no one faces cancer alone.

6-10pm / Peltzer Winery, Temecula

951-699-5455 /


Carlsbad Village Street Faire   May 7

Features over 750 unique vendors with a little of everything: arts & crafts, antiques, unique clothing, items from around the world, and more. Children’s rides, an international food center, and an old-fashioned pancake breakfast!

8am-5pm / Carlsbad Village

760-931-8400 /


Spring Sprint Triathlon and Duathlon   May 7

With a calm bay swim, a flat bike, and run course, the Spring Sprint is the perfect race to kick off your Year.

South Shores Park, Mission Bay


Touch-a-Truck Lakeside Edition   May 7

Trucks, trailers, tractors, machinery, cool cars and everything in between. Vendors will be on hand for food and drinks so come out and have lunch and a snack and enjoy a day outside with your family and friends.

10am-3pm / 11600 Riverside Drive

619-561-1031 /


Project Cornerstone Golf Tournament   May 11

Foursome Scramble. This is a charity golf tournament to support Project Cornerstone's education and workforce development programs.

10am / The Welk Resort Fountains Course, Escondido

619-787-8482 /


Gator By The Bay-Zydeco, Blues & Crawfish Festival   May 11-14

The spirit, sounds and flavors of southwest Louisiana come alive! With everything from A to Zydeco, this 4-day, family-friendly cultural celebration takes place on picture-perfect San Diego Bay, featuring 100+ live musical acts & performances on 7 stages, wooden dance floors, shade, green grass and fun for the kids.

Spanish Landing Park, San Diego

619-234-8612 /


Challenge Cup Golf Tournament   May 12

We're proud to partner once again with the Escondido Police Athletic League and have the proceeds benefiting both of our organizations again this year! Get ready for an awesome day of golf, friends, food, and making a difference in our community!

6:30am-2pm / The Vineyard at Escondido Golf Course

760-745-2125 /


Spring Flower Faire Extraordinaire   May 13

Flowers, plants, and vegetables. Unique plant containers and decorative garden art.

9am-2pm / Fallbrook Historical Society


Bags N' Brews   May 13

The event will incorporate a cornhole tournament with divisions for beginners and advance players, with a total prize pool of $1500, while also offering local craft brews, a DJ, food trucks and children's activities.

11am-4pm / Hollandia Park, San Marcos

760-744-1050 /


Historic Home Tour 2023   May 14

We invite you to support the community you love, its history, and the Coronado Historical Association with someone special this Mother's Day and walk through the doors to these exclusive private homes open to ticket holders only.

11am-4pm / Coronado Historical Association & Museum

619-435-7242 /


Discover Fallbrook Community Expo   May 19

Enjoy live music, beverages, and food available for purchase from the Firehouse Que & Brew food truck.

3-6:30pm / The Vineyard at 1924


La Jolla Half Marathon & Shores 5K   May 20

The course follows a scenic coastal route before reaching the challenging climb to the summit of Torrey Pines State Park. The course then rolls atop Torrey Pines mesa, continues down through residential La Jolla Shores, and finishes at La Jolla Cove. For those interested in a shorter option, the La Jolla Shores 5K offers a mostly downhill course.

6:30-10am / Del Mar Fairgrounds

760-692-2900 /


OB Kite Festival   May 20

Prizes for best-decorated kites, by age category. Spectacular kite flying demonstrations throughout the day. Carnival rides and a craft fair are also part of the event. Peruse the "Off" Street Fair of artisans, community booths, and food trucks.

10am-3pm / Robb Field


Armed Forces Day Operation Appreciation   May 20

Thousands of active-duty military, their family and dependents are treated to a day of free food, entertainment and a fun zone for kids. This event is open to the public.

11am-4pm / Oceanside Pier Amphitheater

760-722-1534 /


Spring Taste of IB   May 20

This year we will be adding the IB Artisan Shop to the walk along Seacoast Dr. and Olde Palm Avenue. Browse, eat, drink, and be merry!

12-4pm / Ye Olde Plank Inn

619-559-0893 /


Spring Escape 2023   May 20

Experience a daytime escape dedicated to yoga, art, sound, and nature. Yoga instructors Jackie Gadd, and Lisa Griffiths, along with Sound Therapist, Jon Freeman, guide a series of practices.

8:30am-2pm / The Water Conservation Garden, El Cajon

619-660-0614 x10 /


Warner Springs Wine & Art Trail   May 20-21

A self-guided driving tour of Hwy 79 South along SD County's North Mountain Wine Trail. Spend the day or weekend discovering new terrain, browsing art by professional artists and talented artisans, viewing unique vistas, hiking beautiful trails, and sipping award-winning wines.

11am-5pm / Highway 79 South

619-818-9343 /


Santa Ysabel Arts Festival   May 20-21

FREE EVENT. Painters, Artists, Musicians, Poets, and Wine!

10am-5pm / 30352 Highway 78

760-765-1676 /


Fiesta Del Sol    May 20-21

You will find over 200+ vendors, live music, 20+ unique food providers, a beer garden, a wine garden, and a special area just for kids with rides, games and hands-on activities. There will also be a Solana Beach Firefighters' Pancake Breakfast on Sunday from 7:30-10:30am.

Sat 9am-10pm, Sun 9am-8pm / Fletcher Cove Park, Solana Beach


Navy's Bay Bridge Run/Walk   May 21

The unique 4-mile run/walk has a one-of-a-kind spectacular panoramic view as participants make their way to Coronado’s beautiful Tidelands Park. During the finish line celebration, runners receive a Finisher’s medal, event T-shirt, and enjoy sponsor booths. Plus, all participants are eligible for drawing prizes and complimentary transportation back to downtown.

8am-12pm / Starting Line - Hilton San Diego Bayfront


Community Band Festival   May 21

Old Poway Park Action Committee members, the Pomerado Community Band and the Poway Arts and Crafts Guild, will host the annual California Band Festival and Arts and Crafts Market. Listen to bands from near and far that will offer a wide variety musical genres.

10am-7pm / Old Poway Park

858-668-4576 /


Kuumba Festival   May 25-28

A safe return to the 4th districts community of Encanto, Kuumba Festival San Diego’s longest running celebration of black youth, family, community development, health, art, culture, and heritage. The premiere unique black arts and culture celebration will be returning to the community of the 4th district where the people who named, defined, created, and demonstrated it since 1986, live work and play.


Santee Street Fair   May 27

This is a free, public event featuring carnival rides, 21+ Beer Garden, youth art show, food & beverages, and local performances.

10am-6pm / Riverview Parkway & Town Center Parkway

619-449-1515 /


Fallbrook Vintage Car Club Annual Car Show   May 28

This year's featured car are British cars. Free admission and parking. Swap meet and food vendors.

10am-3pm / Bates Nut Farm, Valley Center


Vista Strawberry Festival   May 28

Wear your most festive Strawberry attire and bring your berry happy grin… we can’t wait to see you!  There’s something for everyone…  contests, kids play zone, entertainment, art, film festival, vendors and, of course, Strawberry deliciousness!

8am-6pm / Downtown Vista

760-726-1122 /


  • Log in
  • ×