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Don’t Know What to Wear On a Cruise? I’m an Experienced Cruiser—Here Are 9 Chic and Easy Outfit Ideas

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I went on my first cruise in 2018 and I’ve been hooked ever since. I’ve traveled on four different cruise lines and sailed across most of the Caribbean (and a few places in the Mediterranean). All this to say, I’m used to figuring out what to wear on a cruise. Whether I’m going on an excursion or spending time at sea, I have a few essentials you need to pack for your vacation. Here are nine easy outfit ideas to bookmark before you set sail.  

A Few Helpful Tips

  • Your outfits will vary depending on where you’re sailing. Be mindful of the places you’re heading. If it’s in the Caribbean, keep lighter pieces in your luggage (i.e., swimwear, shorts and sandals). On the flip side, if you’re heading to a colder climate like Alaska, consider adding clothes that are great for layering and keeping you warm (i.e., coat, long sleeves, jeans). 
  • Choose comfort over style. You don’t have to go above and beyond when choosing your outfits for a cruise. As someone who's been on eight cruises, there’s no need to overpack and there’s definitely no need to pack a ball gown in your suitcase. A vacation is a great way to show off your style, but do what makes YOU comfortable. Most of the time, you’ll probably be in super casual attire.
  • Check out your cruise’s dress codes. Look through your cruise’s website and/or app for any dress codes or restrictions. Also, familiarize yourself with any entertainment or theme nights so you’re well prepared once you’re on board. 
  • Be prepared for anything. I’m not saying your vacation is going to be completely unpredictable, but plan for any outcome. If you’re spending time in the Caribbean, you should still pack a jacket or an umbrella. If you plan on being in colder climates, but your ship has an indoor pool, there’s nothing wrong with packing a swimsuit just in case. I’ll reiterate: Check out the places you’re visiting and be mindful of weather changes. 
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1. For Spending a Day At Sea: A T-Shirt, Shorts and Flip Flops

Whether you’re sailing on a weekend cruise or a seven-day trip, you’re bound to spend some time at sea as the ship makes its way to the next port. It all depends on what you have planned, but try to keep it casual. I like to use sea days to explore what the ship has to offer. Go for a nice T-shirt, shorts (or lounge pants) and some sandals. The key here is to be comfortable for a game of trivia, laying by the pool or snacking at the buffet. 

what to wear on a cruise exploring your port of call
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2. Exploring Your Port of Call: A Tank Top, Breezy Pants and Sneakers

A port day is a great opportunity to casually stroll and visit a new place. When I went on a Mediterranean cruise, it was nice just to walk the streets and take in the bustling neighborhoods. It’s important to know not every port is the same, especially comparing a Caribbean cruise to an Alaskan one. But one of my original points stands: Dress comfortably with a pair of sneakers and keep a dad cap (or sun hat) in your bag. 

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3. Laying by the Pool: A Swimsuit and Cover-Up

If you’re on a Caribbean cruise, packing a few swimsuits is essential. The ship will often have a pool or two, or even stop at a few ports that have gorgeous beaches. Have fun in the sun and show off your favorite swimwear. Just don’t forget to pack your cover-up and protective products (aka sunscreen) in your beach bag. Seriously, the Caribbean sun is no joke.  

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4. Watching a Show: A T-Shirt, Mini Skirt and Sweater or Shawl

No matter how warm it is during the day, once it hits nighttime things can get a bit chilly outside and inside the theaters. You always want to be mindful of any temperature changes, so have a cozy sweater or light jacket handy to enjoy any after-dark entertainment without shivering in your seat. Some ships even show movies under the stars by the pool and I found a sweater kept me nice and toasty. 

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5. Sitting at a Specialty Restaurant: A Maxi Dress and Heeled Sandals

If you’re not spending time at the buffet, a specialty restaurant calls for a stricter dress code. Now, you don’t have to get overly fancy, but consider more smart casual attire. Think: a stylish blouse and slacks, a flowy maxi dress or a chic midi skirt with kitten heels. Each specialty restaurant will be different, so make sure to check out their dress code ahead of time. (You’ll find a steakhouse might be different from an American diner.) The most common restrictions are usually no shorts, swimwear or flip flops, so just keep those items in your stateroom. 

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6. Going on an Excursion: Athleisure Staples and Sneakers

There are plenty of excursions for every type of traveler. Of course a day at a vineyard might call for a sunhat and a sundress, but if you opt for a more adventurous expedition, athleisure staples like a tank top, leggings and comfortable sneakers are essential. Again, excursion outfits will depend on what kind of adventure you’re embarking on and what the weather is looking like. 

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7. Formal Night: A Cocktail Dress and Heels

A cruise will usually have at least one formal night, where you’ll find passengers dress to the nines. I like to think of it as the Met Gala of cruising, but you don’t have to go to extreme measures to feel like you’re attending an awards show. I’d opt for a silk or satin dress and heels, or a jazzy pantsuit. Most of the time there are photo ops all over the ship to show off your black tie best, so it’s fun to dress to impress. 

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8. For a Fun Theme Night: Whatever Fits the Theme!

Some cruise lines have fun theme nights for all passengers to participate in. For example, Disney Cruise Line has a pirate night, while Royal Caribbean has a ‘70s party. Meanwhile Virgin Voyages has a huge pajama party and Carnival throws an all-white party. Research your ship to see what fun celebrations they have in store. And if there isn’t a theme night, you can always create your own with your friends and family. (I remember going on a cruise with a bunch of friends and we all wore yellow. We definitely stood out amongst the crowd and it was so fun to see what everyone came up with.)

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9. For a Night Out Dancing: A Fun Mini and Cute (but Comfy) Shoes

It’s time to put on your dancing shoes. Swap out your flip flops for some heels (or comfortable flats if you’re a big dancer like me) and a cute outfit you can move in. You can settle for a cocktail dress, a stylish jumpsuit or a simple two piece set that works for the “Cha Cha Slide.” 

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about face matte fluid eye paint review chelsea candelario

Beauty and Cultures Editor

  • Writes trend stories, product reviews and how-tos across beauty, cultures, fashion and entertainment
  • Over 5 years of experience as a Beauty Editor
  • Studied journalism with a minor in creative writing at SUNY New Paltz