Sails Away: How to Rock Cruise Wear (And What to Wear Exactly)

This post goes out to all my readers whose biggest problems revolve around what kind of caviar to serve at their next soiree and what outfits they should wear to the upcoming yacht party. These are, by far, the best kind of problems to have. ย And you’re in luck, as many designers jump at the opportunity to help make the second decision easier. In fact, did you know that brands like Louis Vuitton and Michael Kors depend on Cruise Wear for a significant portion of their annual income?

What started out as in-between shows, i.e., Cruise Wear, Resort Wear, etc., are now tent-pole events. Perhaps it’s because consumers can actually relate to them. After all, it’s not everyday that one can wear a Giambattista Valli cupcake dress or a Dior diaphanous dress while walking down the street. On the other hand, a striped t shirt or nautical themed buttons on your shorts are items you can throw on to run errands. Or wear as you instruct your butler to run errands.

The formula for cruise wear is quite simple – light, breezy fabrics and shoes with good grip. But keep in mind, one should not wear a breezy dress because tends to get breezy on a boat. I highly doubt you want to flash your entire city as you sail by. Also, wear close toed shoes with good grip, so you’re not slipping or squishing around. And no colored soles, please. The last thing you want to be is THAT person who marked up the entire boat. Lastly, you could wear a straw hat to but keep a firm hold on it at all times.

For my outfit, I wore a striped shirt and high-waisted shorts for a slightly retro feel. I also opted for a silk scarf and maintained the nautical theme with a pair of Kate Spade anchor earrings. Lastly, I did bring a light jacket with me to accommodate changing weather but it has not been pictured below. I highly recommend bringing a jacket.

For people that don’t own a yacht, check out Airbnb as they also offer boat rentals! Nowย you can put on that nautical gear, pretend you’re a Wolf of Wall Street-er (or a Stepbrother, if that’s more your style) and spend a few hours drinking wine spritzers on a sun-soaked yacht deck. And for those that do own one, remember this helpful article and throw your girl an invite ๐Ÿ™‚

Top (similar) – $30 at J. Crew | Shorts (similar) – $40 at JCPenney | Silk Scarf – $32 at Banana Republic | Wedges – $100 at J. Crew

32 thoughts on “Sails Away: How to Rock Cruise Wear (And What to Wear Exactly)

  1. Babe, those shorts look incredible on you and so fitting for a day spent on the water! I grew up on the water on boats, as my mother’s step-brothers were fisherman, but would you believe I don’t know how to swim well? Makes no sense, right?! Lol! I’ve had way too many near death experiences with water I think. Anyway, I didn’t even know that resort/cruise wear is what is the bread and butter for those brands, makes so much sense though. Thanks for sharing and I hope you’re having a great week so far!



    1. hi love, i cant believe you dont know how to swim considering you grew up by the water! we all have our fears, but learning how to conquer them is what gives us strength ๐Ÿ™‚ Hope you’re having a fabulous week.

    1. agreed! and i like that the earrings are not long or dangly so they dont get tangled with the wind blowing in your face

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