The Best La Jolla & San Diego Style Guide This Fall

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Our San Diego style guide this fall blends coastal charm with seasonal chic. Discover what to wear, where to go, and how to look effortlessly stylish from La Jolla to downtown.

Photo courtesy of Lilysilk

There’s a crisp whisper in the air as you step onto the plane, fall unfolding like a soft cashmere scarf. You’re headed south—towards ocean cliffs bathed in golden light, wrapped in gentle breezes and sea-foam skies. Your suitcase isn’t just full—it’s curated. Think tailored layers for cool mornings in La Jolla, poolside glamour, and dusk strolls through Balboa Park, all softened with beauty essentials you never travel without: Hermès skincare, Westman Atelier, and a lash‑defining Chanel mascara. Welcome to seven days of effortless West Coast elegance.

Let’s go.


Day 1: Arrival & Golden Hour in La Jolla

San Diego Style Guide

J.Crew

Alexandra blazer $150 Buy here

Lucia Short $87.99 Buy here

San Diego Style Guide

L’Agence Lexi Camisole

$180 Shop here

Chloé Isla Leather Espadrille

$690 Shop here

Monica Vinader

Deia Bold Medium Hoop Earrings

$199 Shop here

  • Beauty Must-Haves

Westman Atelier Vital Skin Foundation Stick

$68 Shop here

Hermès Un Jardin sur le Nil hair and body dry oil 50ml

$60 Shop here

Chanel Le Volume de Chanel Mascara

$40 Shop here


Day 2: Coastal Walk & Dinner Overlooking the Sea

  • Outing: Explore Scripps Coastal Trail, brunch at The Cottage, cocktails at George’s at the Cove.
  • Look: Linen midi skirt, crisp white blouse, strappy sandals, cross‑body bag.
San Diego Style Guide

Tibi gathered poplin top

$445 Shop here

Khaite Loulou leather sandals

$840 Shop here

San Diego Style Guide

Lulus Breezy Personality Rust Red Linen Midi Wrap Skirt

$39.20 Shop here

San Diego Style Guide

Alaia suede crossbody bag

$1,950 Shop here

  • Beauty:

Chanel Le Volume de Chanel Mascara

$40 Shop here

Westman Atelier Baby Cheeks Blush

$48 Shop here

Hermès Eau d’Orange Verte Moisturizing Body Lotion 6.5 oz.

$95 Shop here


Day 3: Snorkeling & Downtown Exploration

  • Outing: Guided snorkeling in La Jolla sea caves; café hopping Downtown.
  • Look: Breathable jumpsuit, slide sandals, sun hat.
San Diego Style Guide

Everlane The Utility Drawstring Jumpsuit

$198 Shop here

The Row Signum leather slides

$1,090 Shop here

J.Crew Textured summer straw hat

$24.99-$49.50 Shop here

  • Beauty:

Westman Atelier Squeaky Clean Liquid Lip Balm

$38 Shop here

Hermès Sunscreen SPF 30

$90 Shop here

Chanel Le Volume de Chanel Mascara

$40 Shop here


Day 4: Balboa Park & Gaslamp Evening

  • Outing: Museums & gardens by day; bars in the Gaslamp Quarter after dark.
  • Look: Tailored trousers, silk cami, smart flats, lightweight jacket

San Diego Style Guide

Lightweight Utility Jacket

$449 Shop here

San Diego Style Guide

Lilysilk Chic Minimal Silk Cami

$79 Shop here

High-Waisted Wide Leg Dense Silk Pants

$249 Shop here

AQUAZZURA Mesh Ballet Flats

$760 Shop here

Westman Atelier Vital Skin Foundation Stick

$68 Shop here


Day 5: Coronado Ferry & Beachside Dinner

  • Outing: Ferry to Coronado, sun and sand by day, dinner under string lights.
  • Look: Breezy wrap dress, wedge espadrilles, raffia tote.
San Diego Style Guide

X REVOLVE Sami Dress

$139 Shop here

San Diego Style Guide

Castaner Wedge Espadrille

$106.40 (Final Sale) Shop now

San Diego Style Guide

Khaite Raffia Tote

$1,650 Shop here


Day 6: Torrey Pines Hike & Village Stroll

  • Outing: Morning hike in Torrey Pines, afternoon ice cream in La Jolla Village.
  • Look: Leggings, breathable top, sneakers, baseball cap.
San Diego Style Guide

Alo Yoga

Sweet Escape Zip Up Hoodie $108 Shop here

7/8 High-Waist Airlift Legging $ 128 Shop here

Airlift Intrigue Bra $68 Shop here

Alo cap

$58 Shop here

Veja Campo Bicolor Low-Top Sneakers

$160 Shop here


Day 7: Sunrise & Farewell Brunch

  • Outing: Catch sunrise at Ellen Browning Scripps Memorial Pier, brunch at a seaside café.
  • Look: Tailored maxi dress, flat sandals, light scarf.
San Diego Style Guide

Ulla Johnson Maxi Dress

$520 Shop here

San Diego Style Guide

Chloe Leather Shoulder Bag

$2,350 Shop here

San Diego Style Guide

Agmes Gold Earrings

$580 Shop here


Carry‑On Beauty Essentials: What Comes With Me on Every Trip

  1. Hermès skincare & scent – luxurious hydration and my signature travel aroma.
  2. Westman Atelier – clean-luxe spots for glow, blush, and hydrated lips.
  3. Chanel Le Volume Mascara – because lashes should wake up just as effortlessly as you do.

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