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20+ Cute San Francisco Outfit Ideas You’ll Be Obsessed With

San Francisco’s one of those cities that’s gorgeous but also… confusing. Especially the weather. You’ll leave your hotel in sunshine, and five blocks later you’re in fog so thick you can’t see the Golden Gate.

First time I went, I packed for “California” – you know, light dresses and sandals – and ended up buying a hoodie on day two. The trick is layers. Always layers.

And shoes you can walk in, because even if you think you’re just “exploring a bit,” those hills will make you work for it.

Here are my absolute favorite San Francisco Outfit Ideas I’m completely obsessed with atm and I’m sure you’ll love them just as much as I do!

20+ Cute San Francisco Outfit Ideas You’ll Love

Beige Plaid Skirt with Teddy Jacket Outfit

This beige plaid skirt with a teddy jacket is perfect for a cozy San Francisco fall day at a farmers market! You look cute and warm browsing stalls. Pair with a crossbody bag and flat boots.

Khaki Cardigan with Blue Shorts San Francisco Look

Imagine this khaki cardigan with blue shorts! Perfect for a San Francisco day at Fisherman’s Wharf, enjoying clam chowder! Add a fanny pack and slip-on sneakers.

White Tube Top with Black Polka Dot Skirt

This white tube top with a black polka dot skirt is super cute for a San Francisco summer brunch in the Mission! You feel flirty and fabulous with tacos. Pair with a woven clutch and sandals.

Cargo Blue Jeans with Brown Leather Jacket

These cargo blue jeans with a brown leather jacket are perfect for a San Francisco night at a jazz club in North Beach! I love how it’s bold and ready for live music. Pair with a small clutch and ankle boots.

Trench Coat with Mom Jeans and Black Top

Picture yourself in this trench coat with mom jeans and a black top, strolling through Golden Gate Park! Pair with a crossbody bag and heeled boots.

Grey Wool Coat with Grey Jeans and White Top

This grey wool coat with grey jeans and a white top is perfect for a chilly San Francisco day at the Exploratorium! I love the sleek, wintery vibe. Pair with a knit scarf and ankle boots.

Navy Sweater with White Mom Jeans Outfit

Try this navy sweater with white mom jeans for a San Francisco bookstore visit in Haight-Ashbury! It’s chic and cozy for browsing shelves. Pair with a structured tote and loafers.

Grey Mom Jeans with Black Longsleeve Look

These grey mom jeans with a black longsleeve are perfect for a San Francisco day exploring murals in the Mission! You feel artsy and relaxed snapping pics. Pair with a small backpack and sneakers.

Brown Leather Jacket with Brown Joggers Outfit

Okay, this brown leather jacket with brown joggers is perfect for a San Francisco evening at a wine bar in SoMa! I love how it’s edgy yet comfy for a night out. Pair with a small clutch and heeled boots.

Cream Knit Sweater with White Mom Jeans

This cream knit sweater with white mom jeans is super cozy for a San Francisco fall day at the Presidio! You look cute and warm while wandering. Pair with a crossbody bag and ankle boots.

Denim Shorts with White Button-Down Shirt

This white button-down with denim shorts is perfect for a San Francisco street festival in the summer! I love the fresh, laid-back vibe. Pair with a fanny pack and canvas sneakers.

Black Mini Dress San Francisco Outfit

Picture yourself in this black mini dress, hitting a San Francisco rooftop bar downtown at night! You feel like a total city star sipping cocktails. Pair with a bold red lip and strappy sandals.

San Francisco Outfit with Black Shorts and White Top

Can we talk about these black shorts with a white top? Perfect for a summer stroll along the Embarcadero, so breezy! I’d toss on a straw hat and slip-on sandals.

Baggy Jeans with Grey Graphic Tee

You need these baggy jeans with a grey graphic tee for a casual San Francisco coffee shop hangout! It’s cool and comfy for sipping lattes in Noe Valley. Add a crossbody bag and sneakers.

Grey Pleated Skirt with Navy Blue Sweater

This grey pleated skirt with a navy sweater is perfect for a fall day at SFMOMA! I love how it’s preppy yet cozy for museum hopping. Pair with a structured tote and loafers.

Black Leather Jacket with Blue Mom Jeans

This black leather jacket with blue mom jeans is perfect for a San Francisco night out in the Castro! I love the edgy, city vibe. Pair with a small clutch and heeled boots.

Camel Trench Coat with Mom Jeans San Francisco Outfit

Picture yourself in this camel trench coat with mom jeans, hitting a San Francisco art gallery! You feel like a stylish local soaking in culture. Pair with a crossbody bag and loafers.

Burgundy Leather Jacket with Denim Jeans

Try this burgundy leather jacket with denim jeans for a San Francisco evening at a comedy club! It’s bold and perfect for laughing the night away. Pair with a small tote and ankle boots.

FAQ:

What can you do at night in San Francisco?

Plenty. Catch live music, grab dinner in North Beach, or watch the sunset at Crissy Field (bring a jacket – trust me). Night markets and rooftop bars are fun too, if you’re in the mood.

How do you dress for San Francisco weather?

Layers, always. Mornings can be cool, afternoons warm, evenings chilly again. A light jacket, comfy pants, and sneakers will get you through most days.

And if you’re aiming for san francisco aesthetic outfits, think cozy but city-smart – maybe a chunky sweater, tailored trousers, and a tote bag.

What should you avoid in San Francisco?

Trying to walk everywhere without checking the hills on a map first. Also, don’t leave valuables in a parked car – break-ins happen.

How many days are enough for San Francisco?

Three to four is perfect. Enough to hit the big sights, wander some neighborhoods, and still have a little downtime.

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