SHAMELESS SOCIALITE 

Mychale Mauve Flat Brim Ribbon Fedora, $58, Pineapple Lain Boutique, 407 South Pineapple Ave., Sarasota, 941-330-8771, pineapplelain.com, @pineapplelainboutique; Steve Madden Erin Heels in Neon Yellow, $80, T.Georgiano’s Boutique, 1409-B First St., Sarasota, 941-870-3727, tgeorgianos.com, @tgeorgianos.

DECKHAND DARLING  

Salty Crew Hook Boonie Drawstring Bucket Hat in Navy, $40; OluKai Pehuea Tapa Slip-On Sneaker, $85, CB’s Saltwater Outfitters, 1249 Stickney Point Rd., Siesta Key, 941-349-4400, cbsoutfitters.com, @cbsoutfitters.

POLO CLUB SUNDAYS  

Jules Braided Floppy Sun Hat in Tan, $34; Refresh Kite Slingback Platform Wedges in Tan, $49, Pineapple Lain Boutique.

FARMERS’ MARKET MAVEN

Kooringal Bahama Tea Elastic Visor, $30, Modern Soul; Naked Feet Koda Platform Wedge in Animal Print Leather, $119, T.Georgiano’s Boutique.

FUNEMPLOYED BEACH BUM 

Roxy Dancing Shoes Short Brim Bucket Hat, $26; Roxy Slippy Jute Sandal in Nude, $26, Fin Island Co.

SAHARA STUNNER  

Ivory Braided Wide Brim Summer Hat, $34, Marmalade Surfside Boutique, 5129 Ocean Blvd., Siesta Key, 941-346-7263, @marmaladesurfside; Dolce Vita Izabel Studded Crystal Sandal, $80, Modern Soul, 59 South Boulevard of the Presidents, Sarasota, 941-650-6808, modernsoulboutique.com, @modernsoul_boutique.

SUN & SURF SEEKER  

Hemlock Grandview Surfer Print UPF50 Straw Hat, $34, Marmalade Surfside Boutique; Reef Cushion Muse Strappy Sandal in Cloud, $50, Fin Island Co.

FITNESS WAYFARER

Roxy Next Level Wave Baseball Cap in Indigo, $28, Fin Island Co., 1250 Stickney Point Rd., Siesta Key, 941-349-3600, @finislandco; ON Cloud X Black/Pearl Running Sneaker, $140, Fleet Feet Sarasota, 711 South Osprey Ave. #1, Sarasota, 941-894 3338, fleetfeet.com/sarasota, @fleetfeetsrq.