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Hey Sailor! Nine Nautical Looks for Landlubbers at Fleet Week

By Robyn Hagan Cain

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  • San Francisco Fleet Week is October 9-13. Photo: Petty Officer 2nd Class Torrey W. Lee.
  • The asymmetrical hem on this Kandy knit dress, $129 at Amour Vert, will set you apart from the throngs of striped-dress wearing women over the weekend.
  • For a modern (and cheaper) interpretation of the classic St. James sailor sweater, try this mixed-stripe tee, $26.95 at Gap.
  • The moment you plan shoulder-baring outfits for a warm weekend is the moment the temperatures drop. Keep this navy wool peacoat, $250 at Banana Republic, in your c
  • An update on the style that Tom Cruise wore in Top Gun, these Ray-Ban Aviators with blue lenses, $169.95 at Sunglass Hut, will take your breath away.
  • San Francisco designer Susan Hoff's Original Hardware Sailcloth Tote, $320 at Susan Hoff, is roomy and eco-friendly: Hoff's totes are made from recycled sailcloth.
  • Give your classic boat shoes a break. Mix things up with these Sperry Katama espadrilles, $44.99 at Sperry Top-Sider.
  • There's more to nautical dressing than stripes and anchors. You could also cinch your look with this nautical knots belt, $99.95 at
  • Another cold-snap option, these anchor-print ankle cords, $108 at Vineyard Vines, are a subtle take on a sailor print.
  • For a understated piece of flare, try this minimalist anchor ring, $19.90 on


Fleet Week is back after a one-year hiatus, and revelers are ready for Blue Angels shows, the boat parade, and lots of parties. Now comes the most important question: What should you wear while drinking staring at jet formations on your friend's rooftop? If you want to take your look for next weekend's festivities in a literal direction, we've rounded up nine nautical pieces that will add a splash of sea-faring fun. From the sunglasses that scream, "That's right. A naval aviator," to the Breton stripes that sailors stopped wearing around the time that Coco Chanel made stripes bougie, we've got you covered.

· Fleet Week [Official Site]
· Seasonal Shopping Guides [Racked]