Nothing says "I'm on a boat" better than a pair of boat shoes.
"Aunt Babs" Leather perforated boat shoes, Bed Stu, $60, dsw.com.
Sailor stripes paired with other pretty prints like florals and polka dots give a whimsical take on a classic.
Mainiere stripe shirt, Armor Lux, $110, kule.com.
Play up the yachting theme with anchor-motif jewelry layered with oversized golden link chains.
"Anchors Away" Cuff, Bauble Bar, $28, baublebar.com.
Sport this caftan as a cover-up or a dress for a fab St. Tropez feel.
Embroidered caftan, Melissa Odabash, $210, netaporter.com.
Accessorize with natural sea-inspired accessories like coral, turquoise, and shells.
Coral necklace, Vince, $38, piperlime.com.
Top a sexy bikini with a panama hat for a masculine-meets-feminine feel.
Straw panama hat, Sensi Studio, $115, netaporter.com.
Add a punch of color to the poolside in a printed bikini. Take it over-the-top with indigenous bangles stacked high.
Two-piece bandeau bikini, Mara Hoffman, $218, netaporter.com.
Give your flip flops a twist with these gilded, braided upgrades on the traditional style.
"Flash Sweet" flip flops, Havianas, $27, zappos.com.
Get inspired by your tropical vacation with a palm tree printed dress.
Tropical print dress, Mango, $45, mango.com.
Packing a jumpsuit is a no-brainer and it's so chic no accessories neccessary.
Asymmetric sleeved jumpsuit, $90, zara.com.
Rock these rope platforms with your jumpsuit or caftan for a look that's so sailor-chic.
Platform rope sandals, Via Spiga, $125, viaspiga.com.
This beach bag is clearly the chicest choice.
Jelly tote bag, C. Wonder, $65, cwonder.com.
Make sailor stripes even sexier in a cropped version of this captain classic.
Cropped top, Bobo House, $78, saks.com.
Add a dose of cool to the cruise in a pair of two-tone frames with a panama hat for menswear-chic.
Tortoise shell style sunglasses, Two Tone by Westward Leaning, $195, westwardleaning.com.
An all-white ensemble with a splash of turquoise is the ultimate cruise cocktail.
Turkish turquoise earrings, $36, latitude.com.
This retro style bathing suit calls for a vintage turban and oversized shades for old-Hollywood channeled glam.
One-piece printed swimsuit, H&M, $TK, hm.com.
Pair this pretty A-line skirt with a cropped top for a midriff-baring moment.
"Lila" handmade skirt, Lemlem, $94, lemlem.com.
High-waist shorts plus sky-high wedges are a winning combo.
Striped high-waist short, Emma Cook, $71, matchesfashion.com.