All images courtesy of designers and/or referenced stores
1. Mara Hoffman Medicine Wheel maxi dress; $363. Everything But Water, Greenwich, 203-622-1878; everythingbutwater.com
2. Tory Burch Solemar one-piece; $225.Greenwich, 203-622-5023; toryburch.com
3. Lilly Pulitzer Kennett dress; $228. Darien Sport Shop, 203-655-2575; dariensport.com
4. Michael Kors Giovanna cork wedge sandal; $135. Greenwich, 203-618-1200; michaelkors.com
5. J. Crew Bamboula Ltd. for J.Crew market tote; $68. New Canaan, 203-801-0164; jcrew.com
6. Letarte Lace cover-up; $218. Greenwich, 203-992-4377; letarteswimwear.com
7. The Maggie in Jobson’s Cove; $125. shoresunhats.com
8. Kate Spade Laureen dress; $428. Greenwich, 203-622-4260; katespade.com
9. Bettye Muller Scan wedge in navy; $220. Walin & Wolff, New Canaan, 203-966-4281; walinandwolff.com
10. Oliver Peoples Annaliesse; $365. Specs for You, Darien, 203-656-3430; specsforyou.com
11. Coach Legacy Weekend Parrish Tote; $398. Stamford Town Center, 203-965-0666; coach.com
12. Shoshanna Louise dress; $340. shoshana.com
13. ERES Cassiopee swimsuit; $470. Soleil Toile, New Canaan, 203-966-2887; soleiltoile.com