
Maybe it’s a trip to the spa followed by a cocktail by the pool or shuffleboard on the sports deck followed by a night hiding out in the theater. Sometimes, ships plan for special activities on sea days, like when Viking Cruises hosted a poolside barbecue with the ship’s band on my Caribbean cruise. Consider your excursion itinerary when planning your outfits. When I visited Titou Gorge in Dominica during my cruise, I needed to bring swimwear and regular clothes.
Mens Cruise Outfits
Plus a comfortable pair of shoes you can easily walk around in for different terrain. I wouldn’t worry too much about what to wear on Embarkation day, but having a swimsuit ready to go is a great idea. You’re getting accustomed to your new home at sea with lots of exploring and finding a delicious cocktail. Make sure to have a wide brim sun hat on your Caribbean cruise packing list! This floral top is is gorgeous paired with shorts or white pants.
Eveningwear: Casual
For long cruises over 10 days in length, packing enough daytime Caribbean cruise outfits while working with limited cabin space is a delicate art. To be honest, most of my Caribbean cruise outfits during the day consisted of swimwear, swimwear, and more swimwear—bikinis, one-pieces, crocheted coverups, breezy sarongs, you name it. Here are some of the outfits my husband and I wore during the evening on our cruise. Dresses, tops and pants, and nice jeans are all perfect for evenings in the main dining room on most nights. If you’re wearing form-fitting outfits, adding shapewear to your packing list is optional. Wearing tighter clothing earlier in the cruise, while saving the looser cruise wear for later is a practical tip from me to you ;-).
Don’t forget cover-ups
You’ll notice that all the accessories I’ve picked to go with this cruise dress attire have been repeated throughout the outfits. I’ve included plus-size alternatives to the key basic pieces and of course the accessories are all plus-size friendly. I have also tried to pick affordable pieces with many items coming in under $35.

Striped T-Shirt for Smart Casual Dining
During the day, you don’t need a traditional purse on a cruise. Instead, opt for a crossbody or belt bag that allows you to be hands-free while keeping essentials like your key card, lip balm, and other items within reach. Here’s a one piece bathing suit I wore for our excursion to The Baths in Virgin Gorda. These 2 cruise t-shirts are from our Life Well Cruised collection, which is sold on Teespring. "Smart casual and above?" "Casual elegance?" Cruises tend to have more styles of dress than your average vacation.
The ship itself usually features sun decks, pools, restaurants, performance spaces, and more, plus cruises usually make stops for you to explore new locations for the day. From lounging by the pool in a sultry one-piece to enjoying dinner and a show in a white sundress, keep scrolling for seven cruise outfits to fit every event on your agenda. When it comes to packing dinner attire for your cruise, don't panic.
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Recap: What to Wear on a Cruise (Day, Evening and Formal Nights)
Men on the other hand have more rules like long pants and collared shirts. Surprisingly my Birkenstock Arizona sandals were my go-to shoe on all my excursions. I even climbed a mountain in Kotor Montenegro in them and they were still comfortable afterward.
Sandals
It will be the perfect accessory for an elegant night out, and it will bring a pop of color to an ordinary outfit. If you are planning a fancy night out on the cruise, this little number will wow your date. Purple is such a fun color, and the design of the dress is whimsical and will make you feel like royalty. They will be comfortable for regular use on the cruise and the different pockets are essential for carrying around all your items such as cards, keys and cameras when out on the deck. They are casual but still stylish enough to help you look great.
Costumes and Beachwear Coverups
On my first cruise with RCL I did note that Royal Caribbean cruise attire was slightly dressier in my experience than what we observed on our second cruise with Norwegian. As mentioned above, we just went on a Carnival cruise too so I have put together a packing list for that also. This is perfect casual cruise attire for on or off the ship. For a full list of what to bring on a cruise, read my Ultimate Cruise Packing List here.
Very cute and casual, this short sleeve romper shorts outfit is a great comfortable embarkation day outfit. Cocktail dresses and full length gowns are appropriate cruise dresses. Formal pant or skirt suits can also be worn as acceptable cruise wear options when in dressier fabrics. When planning what to wear on a cruise, consider if your excursion takes you off the beaten path. If so, you may opt for a pair of lightweight pants, joggers or shorts. No matter what you plan to do on your sea day, there’s no need to dress up.
I actually purchased a new pair after ruining mine in the Bay of Fundy on my Canada New England cruise. This tote bag is perfect to bring as a personal bag for your flight over to your cruise, as well as to use as a handbag when in cruise ports of call. It’s a nice size and has a zipper, which is safer that carrying an open tote bag. There's nothing quite like the classic combo of jeans and a white T-shirt. If you're looking to update the look for a cruise-ready moment, opt for a denim maxi skirt styled with a chic white tank.
It was super comfortable, and I figured I could wear it both during the day on our cruise as well as in the evening on a smart casual night. When trying to figure out what to wear on a cruise, it's important to plan ahead and know what your must-dos are for your cruise vacation. For long days jam-packed with historical and natural sights to see, pack fabrics that are breathable and comfortable. If you're packing outfits for a cruise destination in a warm climate, bring something that can be worn over a swimsuit, so you're always ready to take a dip in hidden cenotes.
When choosing active and adventure wear, always consider the specific nature of the excursions you’re planning. Some might require more specialized gear, while others might be a casual stroll through a town or beach. Here’s how to make sure you’re perfectly attired from sunrise to sunset with cruise clothes.
A little push-up bikini with a cute tropical print will be your favorite pool-side wear on your cruise. Nothing will get you into your cruise vacation mood more than a bit of a tropical print. The wrap around bikini top adds some extra flare to the piece as well.
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