San Diego in May

“Believe you can and you’re halfway there.” 

Theodore Roosevelt

San Diego is such a beautiful city with so much to see and so much to do!

There are plenty of things to do in San Diego in May. Winter rains will have passed, and June Gloom will not arrive at the beaches until later in the year. The summer vacation season hasn’t begun yet, so tourist attractions aren’t as crowded as they will be.

San Diego is a popular tourist destination at this time of year, especially among people looking for sun and sand.

Spend time this May in San Diego celebrating Moms, Mexico, and Memorial Day while also enjoying a multitude of museums, movies under the stars, outdoor offerings, and more.

Each month I have special fun events I want to show you so that you get the most out of this beautiful city!

Del Mar Antiques + Art + Design Show

Featuring over 100 premier exhibitors offering a broad range of quality antiques. Location: Del Mar Fairgrounds. Info: 4/29 – 5/1

Fiesta Old Town Cinco de Mayo

Celebrate with sizzling flamenco beats and Mariachi Music and tons of food and drinks. Location: Old Town. Info: 4/30 – 5/1 Sat 10 am – 10 pm, Sun 10 am – 6 pm

Spring Sprint Triathlon Festival

Whether you are an experienced Triathlete, Duathlete, or Aquabike Racer, or a first timer looking for a fun race, this is the event for you! Location: S. Shores Park, E. Mission Bay. Info: 5/1 5:30 am

Fangaea Fan Con

A multi-faceted, action-packed, fandom event! Location: Scottish Rite Event Center. Info: 5/1 10 am – 10 pm

Carlsbad Village Faire

Features a little of everything: arts & crafts, antiques, unique clothing, items from around the world, and more. Location: Carlsbad Blvd. to Jefferson St, Beech Ave. to Carlsbad Village Dr. Info: 5/1 8 am – 5 pm

Cheese Expo 2022

Bringing together cheesemakers from across America and some of the best local liquid talents. Location: Brick, Liberty Station. Info: expo-2022-tickets-80918955775 5/1 1–8pm

Gator by the Bay

Celebrating the music, food and culture of the Louisiana Bayou. Zydeco and Blues, Creole food and Crawfish. Location: Spanish Landing Park. Info:
5/5 – 5/8 Thu 6 – 10:30 pm, Fri 12 – 10:30 pm,
Sat 10:30 am – 8 pm, Sat Night Dance 9 pm – 12 am, Sun 10:30 am – 7 pm

Wildflower Show

Smell the aroma and appreciate the beauty of our Jewels of the Backcountry. Location: Julian Woman’s Club. Info: 5/6 – 5/7 10 am – 4 pm

Free Comic Book Day

On the first Saturday in May, participating comic book specialty shops give a free comic book to anyone who comes into their shop! Location: various comic book retailers. Info: 5/7 various times

Walk for Animals

Together, we can provide animals with shelter and medical care, help families adopt new pets, and more! ocation: NTC Park, Liberty Station. Info: 5/7 7am


While you eat your weight in taco tastings and bask in the San Diego sunshine, there will be Lucha Libre wrestling, live music, a bar with beer, margaritas, and more! Location: Golden Hill Park. Info: 5/7 1 – 4 pm

Old Escondido Historic District Mother’s Day Home Tour
Tour the interiors and gardens of five historic homes and enjoy refreshments in a lovely garden.
Location: 537 S. Juniper St., Escondido. Info: mothers-day-home-tour-tickets-301069556147 5/8 11 am – 4 pm

North Park Music Fest

Highlighting San Diego’s best in local music, unique food vendors, live art, craft beer, and spirits. Location: North Park Way & 30th St. Info: 5/11 11 am – 10 pm

Food & Wine Festival

This festival features some of San Diego’s best restaurants, breweries, wineries, and distilleries. Location: The Lane, San Diego. Info: 5/14 1 – 5 pm

Navy’s Original Bay Bridge Run/Walk

A run/walk across the Coronado Bay Bridge is a rare opportunity and today is the day! Location: One Park Blvd at Harbor Dr. to Tidelands Park (Coronado Island). Info: 5/15 8 am

San Diego Century Bike Ride

Riders have a choice of riding the 102.5 Mile, 67 Mile, or 33 Mile courses. Location: MiraCosta College, Cardiff. Info: 5/21 6 – 8 am start

Fiesta Del Sol

Featuring stellar live music, arts & crafts, kid’s activities, a food court, and a beer & wine garden. Location: Fletcher Cove, Solana Beach. Info: Sat 9 am – 10 pm, Sun 9 am – 8 pm

Festival of Cars

Rides you will never have a chance to see in person! Enjoy DJ entertainment, vendors, food & drinks. Location: San Diego Automotive Museum. Info: 5/21 12 – 5 pm

Wing Fest San Diego 2022

Enjoy the best wings from the top local wing chefs competing for the best wings in San Diego. Location: Broadway Pier. Info: san-diego-2022-tickets-182127517307 5/21 12 – 7 pm

Vista Strawberry Festival

Join us for a family fun day and enjoy our “Celebration of the Berry”! Location: Downtown Vista. Info: 5/29 8 am – 6 pm

Legacy Week

From a Memorial Day Wreath Ceremony to an interactive Remembrance wall, to our annual blood drive – honoring and remembering our heroes and celebrating our military heritage. Location: USS Midway. Info: activities/special-days/legacy-week 5/24 – 5/27

Celebrity Golf Championship

Never before have you seen your favorite sports and entertainment stars in a competitive, high-energy golf outing like this. Location: Singing Hills Golf Resort at Sycuan. Info: 5/19 – 5/22 various times

San Diego Padres at Home

Are you ready for baseball season? See the Padres Location: PetCo Park. Info:


Farmer’s Markets are mostly all open! If you are looking to get out and get some fresh air and fresh produce and food, check out one of the many farmer’s markets in San Diego. Most likely the one in your neighborhood is open. Check out a full list here >>

As always, if you or anyone you know needs assistance buying or selling or if you have any real estate questions, please feel free to contact me by phone, text, or email! 

So much to do, so much to see!

If you want to see a home sometime this month, check out all my Featured Listings, and message me or contact me here.

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