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You can follow my cruising board here and my packing tips board here. I love bringing a stylish tote bag to throw all my essentials for the day inside like sunscreen, book, phone or tablet, an extra change of clothes, towel, etc. You’d be surprised at how many things you need to bring with you when you leave your cruise cabin. Plus a comfortable pair of shoes you can easily walk around in for different terrain. I find a lot of Caribbean shore excursions involve lots of water activities like swimming & snorkeling, or boat excursions.
Maxi Dresses Are Casual And Yet Chic
Remember that you can pack lighter by wearing outfits more than once on a cruise. A good tip is to pair a daytime outfit with dressier shoes and some jewelry, and wear it in the evening for a whole new look. As for Holland America formal nights, on sailings shorter than a week, there will be one "gala night," where travelers don evening or ball gowns, suits or tuxedos. Voyages of eight to 13 nights will see two gala nights, while any cruises of two weeks or longer will have three chances to dress to the nines. For dinner, you'll want to dress it up even more, as the line has a smart-casual dress code at night in most restaurants, including the main dining room.
Poolside Relaxation
For many, a cruise vacation is all about spending as much time as possible in or near the sea. Maybe this means claiming a lounge chair as your own, seeking a spot in the sand without footprints or swimming out into the clear blue water. Quick-drying swim trunks are the go-to staple for this cruise outfit and is a perfect choice for kids. Just throw on a collared shirt and slip-on penny loafers, and you're good to go.
Casual T-shirt Dress Tank Style
Diving into the clear blue waters or lounging on the sunny deck, having the right swim and beachwear is crucial for a memorable cruise vacation. Their versatility can transition your look seamlessly from a sunny shore excursion to a romantic dinner in one of your dresses for formal night under the stars. Embarking on a cruise adventure demands a perfect blend of comfort, style, and versatility in your wardrobe.
What is evening chic attire on a cruise?
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You can create a great ensemble for your cruise vacation with some selected pieces. For shore excursions, the choice of shoes depends on the activity. Pack at least two covers—they’re versatile for ship activities and outings in port. Easily washable in the cabin stateroom sink and quick to dry, they’re practical for on-the-go maintenance. Plus, their compact nature makes them easy to roll up when packing. Consider nice slacks or capris as an alternative, and for a more casual vibe, jeans are also an option, though they are not my first choice for a Caribbean cruise due to the heat.
Bright Maxi Dress Dressed Up for Evening
The dinner dress code was strictly enforced, while the daytime dress code tended to be lenient. Depending on your ship, your Caribbean cruise might include one or more formal nights—your excuse to go all out with your Caribbean cruise outfits. For men, this is your time to pack those Hawaiian shirts or fun patterns! Although shorts aren’t permitted in the dining room, pairing these fun patterned shirts with jeans is perfect for casual night on a Caribbean cruise for men. Men should pack a variety of polos and t-shirts for casual nights on a European cruise, along with either dark or light jeans.
What To Wear on a Cruise: 5 Day-to-Night Outfit Ideas [INFOGRAPHIC]
It can go from day to evening, depending on how dressy you’re feeling. The only exception is at dinner, when a smart casual vibe encourages travelers to avoid torn clothes or outfits that are suggestive or skimpy. For shore excursions — particularly those in more rugged or active destinations that require a lot of walking — comfortable, casual clothing and sturdy footwear are a must. Bring layers for cold climates and moisture-wicking fabrics for places where it's warm or where you expect to work up a sweat. If you're new to vacationing at sea, knowing how to dress for a cruise can be confusing — and just as potentially embarrassing if you're not prepared. For example, don’t wear pajamas outside of your cabin unless you’re on a cruise with Virgin Voyages and it’s pajama night.
What to wear on a Cruise Sea Day
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Plus, don’t forget swimwear for those beach excursions and comfortable sandals that tackle sand and deck. When the hot sun is shining, shorts, T-shirts, bathing suit cover-ups, sleeveless or tank tops and casual sun dresses or maxi dresses are ideal options for cruisewear. By the pool or on any of the outside decks, expect to see just about everyone in a swimsuit. (In Europe, expect to see your fair share of Speedos!) If your ship offers recreational activities such as a rock-climbing wall or basketball court, remember to pack socks and sneakers. In addition to standard day and night dress codes, some ships have formal nights with black-tie dress codes or special event nights with separate standards entirely.
How many outfits to pack per day on a cruise?
Your Caribbean cruise outfits for sea days should be casual and comfortable. You can wear something similar to what you would wear onshore during the day or take an even more laid-back approach with breezy elastic waist linen pants or chic lightweight loungewear. While some cruise lines may allow jeans in specific dining venues, it’s best to avoid them on formal nights. Please check with your cruise line’s specific dress code to make sure you follow their guidelines.
Stepping aboard a cruise ship embarks you on a voyage of discovery, leisure, and magical memories. Outerwear can significantly impact your cruise experience, ensuring you remain comfortable while enjoying the myriad activities on board and ashore. Whether you’re planning for fancy dinners, casual lounging, or adventurous outings, having a variety of bottoms can make outfit planning a breeze.
A swimsuit is fundamental for a beach day, paired with a stylish cover-up for transitioning from water to land. Beach sandals are ideal for walking on hot sand, and a beach bag is perfect for carrying essentials like sunscreen, towels, and a water bottle. It pairs effortlessly with heels or elegant flats, making it a practical choice for a night of dining or dancing on deck. A well-tailored formal dress can flatter any figure, and luxurious fabrics like silk or satin add a touch of glamour. For these occasions, a floor-length gown can make a dramatic statement as one enters the room.

Packing for your Caribbean cruise will include bright colors, tropical patterns and plenty of swimsuits. You’ll be sailing in warm climates and spending your day in the sun or at the beach, so you can plan to wear most of your summer and spring clothes. This isn’t to say that you can’t dress to the nines in black-tie or evening gowns; rather, it’s truthfully no longer the standard. This is especially true if you’re sailing on a shorter cruise to the Caribbean or Bahamas.
Don't forget a hat, sunglasses and a long-sleeved sun shirt in your day bag. Pack extra clothes in a tote bag in case you don't have time to go back to your stateroom. Swap your athletic shorts for a flowy skirt or trousers, and trade your sneakers for a more formal pair of shoes, like chunky heels or loafers for a put-together look.
The line does a casual elegance theme on some nights when guys generally opt for a sport coat, dress shirt and dress slacks or a business suit (with and without neckties). Women are asked to wear cocktail attire, evening gowns, elegant skirts, pantsuits and blouses — but can pretty much go as they choose. Personally, I like to get dressed up on those nights; it just feels good.

A sweet and easy summer staple, sundresses are my vacation and everyday must-haves. Casual by day, chic resort wear in evenings to dressy duds on formal nights. The "Before You Go" section, available on cruise lines' websites after you've booked your cruise, usually provides details along with fashion suggestions.
Even if you typically use your phone as a clock, bringing a watch on board will help you keep a more accurate eye on the time throughout the day. You’ll want to get to all of the ship’s daily activities on time, and a watch can be extra helpful during your port stops to make sure you get back to the ship on time before it departs. This is an easy clothing item you can drape over your shoulders to dress up an outfit, or to warm you up if you’re outside and there is a chill in the air. You may also be required to cover your head and shoulders if entering a mosque, or bare arms if visiting a church, so pack something that enables you to respect the local culture.
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