Mady Dewey 2023: Puerto Rico

01_Madisen_026_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico alongside Jasmine Sanders, Georgina Burke, Marquita Pring and Lorena Durán.

The Southern California native is the 2022 Swim Search winner and returns for her first full-fledged destination feature in ’23. Dewey is a passionate advocate for female founders breaking into male-dominated VC and tech industries. She is the founder and CEO of a metrics-free social media app, Herd, catered to women and nonbinary people. The app, which boasts more than 85,000 users, is meant to be a safe space for people who want to share without comparing or being compared.

Rich in culture and history, Puerto Rico offers both thrilling adventure and ultimate relaxation. It’s a hot spot for authentic cuisine, exotic wildlife, breathtaking scenery and more. The archipelago located in the Caribbean Sea consists of one main island and four smaller islands, as well as numerous islets, all of which offer secluded sandy spots and immaculate views. It provided an unforgettable setting for the 2023 SI Swimsuit Issue.

To learn more about Puerto Rico, including where to stay, what to eat and can’t-miss beaches and activities, click here.

The styling for Dewey’s photo shoot in Puerto Rico, a top surfing destination in the Caribbean, was inspired by 1970s surf culture—pops of color, laid-back “surf’s up” aesthetic and vintage prints. The SI Swimsuit team carefully chose pieces that could tell a story of a playful, chill and unfussy time.

Hair: Anthony Cristiano for Anthony Cristiano Salon Chicago using Phyto Paris USA Haircare
Makeup: Bryan Zaragoza at See Management using Tom Ford Beauty. 
Photographer: Ben Watts

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Ezili Swim.

Madisen_3300_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Earrings by Zealmer. Bracelets by Brinker + Eliza.

Madisen_4436_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by BECCA by Rebecca Virtue. Scarf by Dandy Del Mar. Necklaces by Brinker + Eliza.

03_Madisen_068_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by AANOUKIS Swimwear. Hat by Aviator Nation.

02_Madisen_333_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by isabella rose.

Madisen_1657_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Gonza. Shorts by Aviator Nation.

Madisen_1202_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Earrings by EF Collection.

Madisen_3180_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Earrings by Zealmer. Bracelets by Brinker + Eliza.

Madisen_1922_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by RUTT Australia. Necklaces by ByRoxStudio.

04_Madisen_205_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Heavy Manners. Necklaces by Electric Picks.

Madisen_2798_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Andi Bagus. Sunglasses by Otra Eyewear. Necklace by ByRoxStudio.

Madisen_4383_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by BECCA by Rebecca Virtue. Scarf by Dandy Del Mar.

Madisen_1598_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Gonza. Shorts by Aviator Nation.

Madisen_3717_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Necklaces by SOKO and Electric Picks. Bracelets by Nancy Newburg.

Madisen_2516_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by RUTT Australia. Shirt by Juan de Dios. Necklaces by ByRoxStudio.

01_Madisen_163_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Ezili Swim.

Madisen_3515_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Earrings by Zealmer.

03_Madisen_228_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by AANOUKIS Swimwear. Hat by Aviator Nation.

Madisen_2704_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Andi Bagus. Sunglasses by Otra Eyewear.

Madisen_1205_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Earrings by EF Collection.

Madisen_3916_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Bracelets by Nancy Newburg Jewelry.

03_Madisen_061_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by AANOUKIS Swimwear. Hat by Aviator Nation.

Madisen_2662_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Andi Bagus. Sunglasses by Otra Eyewear. Necklace by ByRoxStudio.

Madisen_3443_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Earrings by Zealmer. Bracelets by Brinker + Eliza.

Madisen_4298_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by BECCA by Rebecca Virtue. Scarf by Dandy Del Mar. Necklaces by Brinker + Eliza.

Madisen_2768_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Andi Bagus. Sunglasses by Otra Eyewear. Necklace by ByRoxStudio.

Madisen_4092_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear.

Madisen_1761_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Luna Cara Swim. Necklace by Electric Picks.

Madisen_2907_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Andi Bagus. Sunglasses by Otra Eyewear. Necklace by ByRoxStudio.

Madisen_1209_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Earrings by EF Collection.

Madisen_3851_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Necklaces by SOKO and Electric Picks. Bracelets by Nancy Newburg Jewelry.

Madisen_2660_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by RUTT Australia. Shirt by Juan de Dios. Necklaces by ByRoxStudio.

Madisen_3095_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Andi Bagus. Sunglasses by Otra Eyewear. Necklace by ByRoxStudio.

Madisen_3641_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Earrings by Zealmer. Bracelets by Brinker + Eliza.

Madisen_1483_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Gonza. Shorts by Aviator Nation.

Madisen_3966_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Necklaces by SOKO and Electric Picks. Bracelets by Nancy Newburg.

Madisen_2643_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by RUTT Australia. Shirt by Juan de Dios.

Madisen_2727_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Andi Bagus. Sunglasses by Otra Eyewear. Necklace by ByRoxStudio.

Madisen_3152_WMweb

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Earrings by Zealmer. Bracelets by Brinker + Eliza.


Published
SI Swimsuit

SI SWIMSUIT