A good strappy sandal earns its place through what happens at the point of contact, not through how it photographs standing still. The strap arrangement should sit against the foot with intention, a footbed that doesn’t slide forward with every step, a buckle or tie that actually holds rather than one that’s decorative and useless by the second wear. Leather that’s been finished properly will soften and mould to the foot within a few outings, while a stiff, unyielding strap across the toes or ankle is the surest sign of a sandal that looked better in a photograph than it will feel on a pavement. Height matters less than balance. A three or four centimetre block or a well set kitten heel will carry a body through a full day and evening in a way that a spindly, unsupported stiletto strap simply won’t, no matter how elegant the ankle tie looks.
The styling of these is more flexible than people give it credit for.

A fine strappy sandal with a straight leg trouser or a wide culotte is a sharper daytime look than most people attempt, and it works because the strap detail becomes the visible interest instead of hiding under fabric. With a slip skirt or a bias cut dress, the ankle strap does something useful too, it draws a line that stops the leg looking like an unbroken stretch of fabric. For evening, a strappy sandal with a fine metallic or jewel toned strap needs almost nothing else on the foot, no heavy hosiery, no competing texture, just a clean pedicure and a bit of confidence in the ankle.

Occasion wise, this is a category that flatters the in between moments best, the wedding that isn’t black tie, the dinner that starts at a restaurant and ends somewhere with worse lighting, the long lunch that runs into early evening drinks. A flat or low strappy sandal earns its keep on holiday, worn against bare legs with linen and not much else. What to avoid is anything with a strap so thin or so structurally ambitious that walking becomes an event in itself. The best ones disappear into the outfit during the day and become the whole point of it after dark.
Top Picks
MADISON’S PICK
RYKARyka Joy Strappy Sandal Black Fabric 8.0 W
$69.99 RYKA
RILEY’S PICK
FRANCO SARTOSarto By Franco Sarto Shoes Sarto Maggie Strappy Sandal (Marshmallow White Faux Leather) 6.0 M Slip On Fit, Pointed Toe, Slip
$120.00 FRANCO SARTO
CASEY’S PICK
ANINE BINGVionic Women's Marcella Strappy Heeled Sandal with Arch Support in Black Leather, Size $161.00
$94.99 ANINE BING
SYDNEY’S PICK
SAM EDELMANEllina Strappy Flat Sandal Black Leather
$100.00 SAM EDELMAN
CLAIRE’S PICK
SAM EDELMANClarra Strappy Sandal Pacific Teal Leather
$100.00 SAM EDELMAN
RYKARyka Joy Strappy Sandal Laurel Green Fabric 8.0
$69.99 RYKA
RYKARyka Joy Strappy Sandal Black Fabric 9.0 W
$69.99 RYKA
RYKARyka Joy Strappy Sandal Flintstone Blue Fabric 11.0 W
$69.99 RYKA
FRANCO SARTOSarto By Franco Sarto Shoes Sarto Maggie Strappy Sandal (Black Faux Leather) 8.5 M Slip On Fit, Pointed Toe, Slip
$120.00 FRANCO SARTO
FRANCO SARTOSarto By Franco Sarto Shoes Sarto Maggie Strappy Sandal (Gold Faux Leather) 6.5 M Slip On Fit, Pointed Toe, Slip
$120.00 FRANCO SARTO
FRANCO SARTOSarto By Franco Sarto Shoes Sarto Maggie Strappy Sandal (Marshmallow White Faux Leather) 6.0 M Slip On Fit, Pointed Toe, Slip
$120.00 FRANCO SARTO
SHOEMALL.COMALL BLACK CoCo Strappy Lady Women's Bone Sandal Euro 36 US 5.5
$209.95 SHOEMALL.COM
COTTON ON (US)Cotton On Kids - Kids Strappy Sandal
$34.99 COTTON ON (US)
SHOEMALL.COMTeva Voya Strappy Women's Green Grey Sandal 8
$35.00 SHOEMALL.COM
ANINE BINGVionic Women's Essie Strappy Sandal with Arch Support in Bronze Leather, Size
$130.00 ANINE BING
SAM EDELMANEllina Strappy Flat Sandal Black Leather
$100.00 SAM EDELMAN
SAM EDELMANClarra Strappy Sandal Pacific Teal Leather
$100.00 SAM EDELMAN
−88%
SHIEKHWomen SA-04241 Strappy Sandal Gold Sandals 6 Gold$41.58
$4.99 SHIEKH
−70%
SHIEKHWomen Scota-H Strappy Sandal White Sandals 8.5 White$23.30
$6.99 SHIEKH
−68%
SHIEKHWomen Strappy Sandal Camel Sandals 11 Camel$24.97
$7.99 SHIEKH
−78%
NINA SHOESWomens Beverly Lavender Satin Mid-Heel Strappy Dress Sandal$90.86
$19.99 NINA SHOES
−25%
LIFESTRIDELifeStride Shoes Grandiose Strappy Wedge Sandal (Bone White Faux Leather) 6.0$79.99
$59.99 LIFESTRIDE
−25%
LIFESTRIDELifeStride Shoes Lainey Strappy Sandal (Lux Navy Faux Leather) 10.0 W$79.99
$59.99 LIFESTRIDE
−25%
LIFESTRIDELifeStride Shoes Celia Strappy Sandal (Silver Faux Leather) Fabric 7.0$79.99
$59.99 LIFESTRIDE
−46%
NATURALIZERNaturalizer Heidi Dress Sandal Shoes, Café Beige Textured Metallic, 8.0M Strappy Style, Open Toe, Block Heels, Ankle Strap$120.35
$64.99 NATURALIZER
−27%
NATURALIZERSoul Cindi Sandal Wedge Sandals, Dark Brown Leather, 7.0W Strappy Style, Round Toe, Zip Closure$109.58
$79.99 NATURALIZER
−31%
J RENEEJ. Rene Women's Lulah Strappy Sandal in Bright Multicolor, Fabric, Size 6 M, 2.75 Inch Heel$130.42
$89.99 J RENEE
−41%
ANINE BINGVionic Women's Marcella Strappy Heeled Sandal with Arch Support in Black Leather, Size$161.00
$94.99 ANINE BING
−30%
SAM EDELMANElissa Strappy Heel Sandal Primrose Pink Leather$139.99
$97.99 SAM EDELMAN
−17%
NATURALIZERNaturalizer Zayda Platform Sandal Wedge Sandals, Champagne Faux Leather, 10.0M Strappy Style, Open Toe$120.47
$99.99 NATURALIZER