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Discover Search

New looks, once a week

A few complete outfits picked from what's new. No account needed, unsubscribe any time.

Email address

Outfit ideas Brands Gift guides Black Friday deals Thanksgiving outfits Holiday party outfits What to wear with white sneakers Women's date night outfits Men's work outfits Fall outfits Winter outfits Streetwear outfits Minimalist outfits Women's workout outfits Men's smart casual outfits Outfits under $100 Outfits under $200

Wholefit is an independent outfit recommendation site. It isn't affiliated with or endorsed by the brands it shows, and you buy each piece on the site of the store that sells it. No store or brand pays us a commission yet; when one does, it won't decide what we recommend.

About Outfit study Privacy Policy Your Privacy Choices Terms of Use Affiliate Disclosure Brands & Copyright Accessibility Contact

Shipping toUS · $UK · £Europe · €Deutschland · €

TOMS Carlo 2.0 Drizzle Grey Legacy Canvas Lace Up Sneaker

Carlo 2.0 Drizzle Grey Legacy Canvas Lace Up Sneaker

by TOMS · Sneakers

$65

Grey

Size

Would you wear this?

Shipping $8.99 · 30-day returns, fee applies PolicyFrom TOMS' own policy and checkout, checked 2026-10-19. The store's checkout has the final word.

No brand pays Wholefit a commission yet. How we earn

Ways to wear it

Details

Padded heel
Removable custom CloudBound™ foam insoles

Material: Canvas, recycled cotton
Measurements: Outsole height 1"

As listed by TOMS. Check the product page for anything not shown here.

Streetwear Workwear

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What to wear with the TOMS Carlo 2.0 Drizzle Grey Legacy Canvas Lace Up Sneaker

Explore

Men's outfits with grey sneakers
Men's outfits under $100
Men's outfits under $150
Men's outfits under $200
Men's outfits under $300
Men's streetwear outfits
Men's workwear outfits
How to style TOMS

Ways to wear it

Active$171
Weekend$193
Active$110
Everyday$595

What to wear with it

Complete looks built around these sneakers.

Marine Layer · $38

Marine Layer · $68

Grey tee, shorts & grey sneakers

$171 · Pieces from $38

For warm days, about 70–85°F · Active · 3 pieces from $38

Fresh Clean Threads · $35

Fresh Clean Threads · $23

White top, navy shorts & grey sneakers

$193 · Pieces from $23

For warm days, about 70–85°F · Weekend · 4 pieces from $23

Champion · $19

Champion · $26

Burgundy tee, grey sweatpants & grey sneakers

$110 · Pieces from $19

For mild days, about 55–70°F · Active · 3 pieces from $19

Would you wear these?

Yes or no on a few looks, and the feed learns what to show you.

Start, about a minute

Your taste

A feed of looks picked for you

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Green tee, jeans & grey sneakers

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Green tee, shorts & grey sneakers

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How to wear the TOMS Carlo 2.0 Drizzle Grey Legacy Canvas Lace Up Sneaker

Counted from 10 of these looks.

What goes with the TOMS Carlo 2.0 Drizzle Grey Legacy Canvas Lace Up Sneaker

On top: T-shirts & tops
Bottoms: Shorts or pants
Layers: Jackets

Colors that work

Grey, green, brown and denim come up most often across these looks, so they make an easy base to build on.

What a complete look costs

Most whole outfits here cost between $186 and $343; the typical one is $294. 7 include a piece on sale. Swap any piece to change the total.

Brands in these looks

Most pieces come from TOMS, Obey, Marine Layer, Ksubi and tentree. Each look checks out on the stores' own sites, one store at a time.

TOMS Carlo 2.0 Drizzle Grey Legacy Canvas Lace Up Sneaker, photo 2

TOMS Carlo 2.0 Drizzle Grey Legacy Canvas Lace Up Sneaker, photo 3

TOMS Carlo 2.0 Drizzle Grey Legacy Canvas Lace Up Sneaker, photo 4

TOMS Carlo 2.0 Drizzle Grey Legacy Canvas Lace Up Sneaker, photo 5