After a 12-night cruise to New Zealand with my husband, I flew directly to South Dakota to spend a week working in the office. While I normally work remotely from Florida, I always appreciate the opportunity to be in the office and connect with coworkers in person.
In addition to freelance writing, I also work as a data analyst for my regular job. This meant I needed to plan for my New Zealand cruise and a week in the office while strategizing my packing plans.
Of course, I absolutely love to shop for my outfits before vacation. Yes, I have a closet full of clothes, but it’s so fun to pick out new cruise outfits for any upcoming vacation. For me, it’s all part of the fun of planning and preparing for a vacation.
All of this meant that my back-to-back trips of cruising to New Zealand, and then visiting the office for work, created a unique packing challenge. As such, I needed to prioritize pieces that could transition easily from cruise wear to office attire. Every item had to earn its place in my suitcase, which meant focusing on versatility rather than packing separate outfits for each part of the trip.
It’s also important to note that my office environment is fairly casual. For example, jeans are definitely considered office appropriate. Needless to say, I wasn’t planning to pack my pencil skirt or blazer!
Moreover, New Zealand and South Dakota were both on the chilly side (although northern New Zealand was warmer). Because of the cooler weather, most of these recommendations would be for cold-weather cruising. This would include destinations like Alaska, Norway, Northern Europe, New England, New Zealand, Iceland, and more.
If you’re looking to invest in clothes that feel stylish and practical for both an upcoming cruise and time in the office, consider this your go-to shopping list. Below are my top outfit recommendations for women that transition seamlessly from cruise vacation to office attire.
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1. Long Sleeve Swing Dress
Link: MOLERANI Women's Casual Simple Long Sleeve T-Shirt Loose Dress
Price: $19.99
One of my favorite outfits to bring on a cruise is a long sleeve swing dress. It’s comfortable, easy to wear, and works well for a variety of settings. Whether I’m walking around a port of call or getting dressed for a day in the office, this is one of my go-to outfits.
I wore this style of dress multiple times during our cruise and packed it in a few different colors because it's so versatile. It was especially perfect for our sailaway from Sydney, Australia, which I wore later that evening as a cute, comfortable dinner outfit. Once I returned to South Dakota, I continued wearing the same dress to the office, but I styled it with leggings and boots for colder weather. It ended up being one of the most practical outfits that I packed.
2. Denim Jacket
Link: Amazon Essentials Women's Jean Jacket (Available in Plus Size)
Price: $23.90
Another classic piece in my cruise wardrobe is a denim jacket. I love how easy it is to throw on when exploring ports on cooler days or during breezy evenings onboard. It’s one of those layers that works with almost anything and can be dressed up or down while still providing just enough warmth.
A denim jacket like this is also a staple in my office wardrobe. In the summer, I often layer it over a lightweight dress for an easy, comfortable work outfit. In the winter, it works just as well paired with a casual top and darker trousers for a typical workday. It’s a versatile, reliable piece that every woman should have, in my opinion!
3. Romper with Pants
Link: PRETTYGARDEN Jumpsuits for Women 2026 Spring Summer Casual Dressy Short Sleeve Romper Airport Vacation Travel Outfits
Price: $29.99
Rompers are one of my go-to outfits for cruises because they’re effortless to wear and always look put-together, especially when paired with a simple set of heels. Whether I need an easy dinner outfit onboard or something comfortable for exploring a port, a romper works perfectly. I find it can be dressed up or down with just a few accessories.
I’m also a big fan of wearing rompers like this back at the office. I stick to styles with pants to keep things work-appropriate, and they’re easy to layer for a more professional look. I often pair my romper with a denim jacket or a light sweater. This outfit is easy for the office while still being comfortable enough for a full workday.
4. Lightweight, Button Down Cardigan
Link: Yincro Women's Lightweight Crewneck Cardigan Long Sleeve Soft Knit Cardigans Sweater
Price: $14.99
My mom’s number one rule for cruise packing is always to bring a light sweater. It hardly takes up any space in your suitcase, but it’s one of those items you’ll end up using constantly. A nice cardigan or sweater is an easy layer to throw on in the evenings or inside the ship, and it can quickly pull an outfit together. If you tend to get cold easily, cruise ship air conditioning can feel especially brutal, so a light sweater is a must-have.
In addition, a lightweight cardigan is also something I wear all the time back in the office. It layers easily over just about anything while also adding warmth, without feeling too bulky. In the summer, I love tossing a light cardigan over a dress for an easy, comfortable work outfit that still feels appropriate for the office.
5. Sweatshirt Dress
Link: KISSMODA Womens Sweatshirt Dress Fall Long Sleeve Pullover Tops Patchwork Casual Mini Dresses
Price: $19.99
One of my favorite cruise outfits for New Zealand was this casual sweatshirt dress from Amazon. It was warm, cozy, and easy to wear with a pair of leggings and white sneakers for sea days and cooler port stops. It was one of those pieces I kept reaching for because it was comfortable, but still looked cute.
I’ve also worn this dress plenty since getting back home. In the office, I layer it with leggings and heeled boots to make it feel a bit more professional for the office. It’s been perfect for winter workdays in the cold Midwest, as it’s cozy all day, but still work-appropriate.
6. Dark Wash Jeans
Link: Sidefeel Women's Wide Leg Jeans High Waisted Stretchy Raw Hem Zimbaplatinum Denim Pants
Price: $39.99
Jeans are a great option to bring on a cruise, whether you decide to wear them for dinner or during your time ashore. Whether you pair the jeans with a dressier top or a casual t-shirt, jeans are versatile for your vacation. I prefer a looser pair of jeans when cruising, as there’s nothing worse than a tight pair of pants after a week of cruise food!
For my office, jeans are acceptable for work attire. I try to avoid jeans with lighter wash or holes to maintain professionalism. This style is a great option to wear to the office, especially in the cooler winter months to stay warm!
7. Casual Trousers
Link: IWOLLENCE Women's Wide Leg Pants with Pockets High Waist Adjustable Knot Loose Casual Trousers Business Work Casual Pants
Price: $19.99
If you’re not really a jeans person, casual trousers can be a great alternative for both a cruise and the office. A looser pair of trousers is comfortable but still looks classy. This makes it easy to wear for dinner onboard, or as a more put-together outfit while exploring a port, especially in cooler weather. They’re also easy to style up or down depending on your plans for the day.
Trousers are also a staple for my trips to the office. A pair of trousers is something I can wear to work year-round, whether I’m pairing them with a blouse for a more classic office look, or a simple top for an easier workday outfit. They’re comfortable and versatile!
8. Midi Dress
Link: BTFBM Womens Summer 2025 Casual Midi Maxi Dresses Lightweight Short Sleeve V Neck Elastic Waist Boho Beach Dress Pockets
Price: $49.99
Another cruise staple for me is a midi dress. This is one of those items that I’ll wear both ashore during the day and again for dinner onboard, just styled a little differently. A change of shoes can make all the difference from casual daytime outfit to a dressier look at night.
Like most of my cruise clothes, I usually go for a looser fit so it stays comfortable all day. Most importantly, it doesn’t feel restrictive after enjoying all that great cruise food!
For the office, midi dresses are especially nice in the spring and summer when the weather starts to warm up. While I didn’t really wear my midi dress during colder winter days at work, they’re absolutely something I pack and reach for once the weather starts to warm up. I find midi dresses are easy, comfortable, and work well for the office.
9. Flowy Skirt
Link: HUSKARY Women's Summer Casual Elegant Smock Layered Tiered Maxi Skirt High Waisted A Line Flowy Long Skirts with Pockets
Price: $18.99
While I’m not really a fan of pencil skirts for the office, I do love a flowy skirt! This style is lightweight and comfortable, which makes it especially easy to wear on a cruise, particularly in warmer destinations where staying cool is important. The relaxed fit makes it practical for walking around port or spending a full day exploring without feeling restricted.
Paired with a cute top, a flowy skirt creates an effortless outfit that works just as well for a casual day ashore as it does for dinner onboard. At the office, I like to wear a flowy skirt with a sweater in the fall or spring. It's cute and stylish pretty much all year! It’s a great addition to any cruise or office wardrobe.
10. Oversized Turtleneck Sweater
Link: LILLUSORY Women's Oversized Batwing Sweaters 2025 Fall Outfits Trendy Crewneck Knit Side Slit Fashion Pullover Tops
Price: $32.99
You might not immediately think to pack a turtleneck sweater for a cruise, but if you’re sailing to cooler destinations like Alaska, Norway, or Iceland, warmer layers are a must. A turtleneck is great for chilly days exploring ports of call and also works well paired with jeans for dinner onboard.
During the winter, I basically live in oversized sweaters when I go to the office. I usually wear my sweaters with a pair of leggings and heeled boots for a comfortable, but still office-appropriate look. You could just as easily pair this type of sweater with jeans or dress pants for a more traditional work outfit, which makes it a really versatile piece to have in your closet.
