Jennifer Alfano of The Flair Index: "Where do I splurge on vacation clothes? I always have an Eres bathing suit, they last forever. I have the one piece shown here (which I bought last year) and the bikini version that is at least 6 years old. Where do I spend less money? Beach cover ups. They get dingy from sun tan lotion etc. and I prefer an oversized shirt like this Muji tunic. Shorts with cotton poplin shirts (like the Toteme ones I recently posted on) for day and night, easy linen and cotton dresses for post beach and dinner, a sexy jumpsuit (it’s the one thing I bought for this trip–mine is from Malia Mills) and always a silk slip dress and my Wrangler denim jacket I’ve had for decades. I like this new Bembien leather bag which works for the beach and traveling, and always my Dezso by Sara Beltran choker, which I’ve been building up pendant by pendant over time (the one shown here from Net-a-Porter is similar)."

Model pictured in Heidi Wynne dress (also available in black and navy), $325; Eres jumpsuit, $480; Olivia von Halle slip dress, $400; The Row sunglasses, $430; ATM Anthony Melillo tank, $98; Laura Lombardi necklace, $145; Rejina Pyo beige shorts, $435; Saint Laurent slides, $595.