brown dress boots low heel Upioiwer Women's Mid Calf inch heel BCBGirls Brown Gold Leather Low

Every style in this roundup is from Amazon and rings in at $50 or less including a classy maxi dress that's ideal for a Caribbean resort, a flirty mini I've worn straight from the pool to cocktails and the #1 best-selling travel dress that practically lives in my weekender bag

Once it cools off more, think about what colors you could incorporate through outerwear, including leather jackets, suede jackets, blazers, etc

Cindy Crawford at Vogue Magazines 100th Anniversary Celebration Probably one of the most iconic LBDs in red carpet history was when Cindy Crawford turned heads in this form-fitting Herve Leger number at Vogue Magazines 100th Anniversary Celebration in 1992

Simple lines, crisp cuts and understated silhouettes create a sophisticated look