Cardiff-by-the-Sea, the picturesque seaside community nestled between Encinitas and Solana Beach, comes alive in May with a lineup of charming, community-rooted events. Whether you are a family looking to spend quality time outdoors or a retiree seeking enrichment in an upscale, relaxed setting, Cardiff offers a wealth of well-organized activities. From foodie favorites to oceanfront concerts, this curated guide highlights events that blend sophistication with local flair.
Below, you’ll find 7 standout events in and around Cardiff-by-the-Sea this May—each hand-picked for its organization, community connection, and appeal to individuals and families in higher income brackets.
1. Cardiff Music Nights at VG Donuts Courtyard
Date: Every Friday in May
Location: 106 Aberdeen Dr, Cardiff-by-the-Sea
Website: Cardiff101.com/events
These Friday evening concerts create a cozy and nostalgic atmosphere in the heart of Cardiff. Local musicians perform acoustic sets in the courtyard of the beloved VG Donuts & Bakery. Bring a beach chair, enjoy baked goods or wine from nearby shops, and settle in for a casual night under the stars. The event is especially popular with retirees and local families looking for a low-key, enriching evening out. Guests can enjoy free admission and are invited to donate to support local school music programs. Parking is available in the small lot and nearby residential streets—arrive early for best access.
2. Encinitas Spring Street Fair (Cardiff Section)
Date: May 4–5, 2025
Location: Coast Highway 101, from D Street to J Street
Website: Encinitas101.com
Just a short stroll from central Cardiff, the Encinitas Spring Street Fair is a vibrant celebration of local culture and commerce. The Cardiff section features high-end wellness vendors, organic food offerings, and a laid-back vibe that appeals to affluent families and active retirees. Live acoustic music, interactive booths, and gourmet food trucks round out the experience. Families will appreciate the kid-friendly zone near J Street. Street parking fills up fast, so plan to use the free bike valet or arrive early to find a spot in nearby neighborhoods.
3. Cardiff Dog Days of Summer (Special Spring Pop-Up)
Date: May 11, 2025
Location: Encinitas Community Park
Website: Cardiff101.com
A beloved annual event returns for a special spring edition, bringing together dog lovers and local businesses in one fun-filled afternoon. Perfect for families and retirees alike, this pet-centric event features adoption booths, agility demos, local vendors, gourmet food trucks, and a beer garden. The setting at Encinitas Community Park offers ample green space and shaded picnic areas for relaxation. Parking is available at the YMCA lot and surrounding streets, though it fills quickly—early arrival or ride-sharing is strongly recommended. Proceeds from vendor sales benefit local animal charities and Cardiff 101 Main Street.
4. Yoga & Sound Bath by the Sea
Date: May 12 & May 26, 2025
Location: Glen Park, Cardiff-by-the-Sea
Website: Cardiff Wellness Events
Rejuvenate body and mind with this serene wellness event that includes an hour of gentle yoga followed by a restorative sound healing session—all set against the calming backdrop of the Pacific Ocean. Attendees bring their own mats and blankets, and the experience is ideal for health-conscious retirees or families with teens interested in mindfulness. Tickets are $25 and space is limited. Parking is available along surrounding residential streets, but be respectful of local driveways and signage. Pre-registration is highly recommended to secure a spot.
5. Seaside Bazaar & Brunch at Tower 13
Date: May 18, 2025
Location: Tower 13, 2633 S Coast Hwy 101, Cardiff-by-the-Sea
Website: Tower13Cardiff.com
This oceanside pop-up blends luxury with laid-back Cardiff charm. Featuring curated shopping from upscale local artisans and brunch service at Tower 13, the event is ideal for design-forward homeowners or retirees with an eye for craftsmanship. Menu offerings include elevated coastal fare and hand-crafted cocktails, with patio seating offering unobstructed views of the Pacific. You’ll find valet and street parking, but arrive early—spaces near the beach fill up quickly. Expect live music and a relaxed, upscale coastal vibe.
6. Cardiff Reef Eco Walk & Wine
Date: May 25, 2025
Location: Starting at Cardiff Reef State Beach
Website: San Elijo Lagoon Conservancy
This unique two-part experience is perfect for environmentally conscious adults and couples. Guests begin with a guided marine biology walk at Cardiff Reef during low tide, learning about local ecosystems and coastal preservation efforts. The walk is followed by a wine tasting featuring selections from a nearby boutique winery. With limited group sizes, the event offers an intimate and educational experience. Comfortable walking shoes are recommended, and tickets must be purchased in advance. Parking is available at the Cardiff Reef lot but fills quickly during surf hours—arrive early to secure a space.
7. Taste of Cardiff
Date: May 30, 2025
Location: Downtown Cardiff-by-the-Sea
Website: Taste of Cardiff – Cardiff 101
An annual favorite, Taste of Cardiff invites guests to stroll through downtown Cardiff while sampling bites from top local restaurants and sips from craft brewers and wineries. Ideal for food-loving families and retirees who appreciate fine flavors and a strong community atmosphere, this event also features live music at various outdoor stages and artist installations. VIP tickets include early entry and a commemorative tasting glass. Parking in the downtown corridor is scarce, so bike, use a ride-share service, or walk from a nearby neighborhood whenever possible.
Make the Most of May in Cardiff
Cardiff-by-the-Sea offers a well-curated lineup of May events. From wine and wellness to food festivals and dog-friendly outings, there’s something for everyone. These aren’t just activities—they reflect Cardiff’s strong community spirit and unique local vibe. Whether you’re new to town or a longtime resident, now’s a great time to jump in and get involved.
Thinking about moving to the coast? Or just curious to explore more of Cardiff? Local real estate expert Kelli Miller can help. She grew up in Encinitas and knows the area inside and out. With a passion for matching people with the right home and lifestyle, Kelli brings both heart and expertise to every client she serves.
Explore coastal living with Kelli Miller—where community meets luxury.
