19+ Dashing Caribbean Cruise Outfits + Free Packing List

What to Wear on a Caribbean Cruise + your ultimate Packing Guide

So you’ve booked that dreamy Caribbean cruise.

With stunning beaches, vibrant cultures, sun-kissed shores, balmy breezes and endless activities waiting for you—the last thing you want is to arrive unprepared.

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You might find yourself staring at your closet wondering, “What on earth should I wear?”

Don’t worry!

Whether you’re daydreaming about lounging by the pool, exploring lush islands, or indulging in delicious local cuisine, I’m here to help you nail down the perfect Caribbean cruise outfits and packing list.

Related: 12 Best Caribbean Islands to Visit for Summer

Get ready to dive into sun-soaked days and starry nights with confidence, knowing you have everything you need to make the most of your tropical getaway!

19 Caribbean Cruise Outfits: What to Wear & Must-Have Essentials

1. Midi Dress

When it comes to Caribbean cruise outfits, think lightweight midi dresses.

Falling between the knee and ankle, these dresses provide a lovely balance of style and comfort.

Fabrics like cotton and linen are your best friends.

They breathe well, keep you cool, and have a chic, effortless look.

Pack a few loose-fitting sundresses for daytime adventures.

They’re perfect for everything from strolling along the beach to enjoying lunch on deck.

You can even wear them to daytime excursions and evening dinners, making them a versatile option for your trip.

Pair with strappy sandals for day outings or dress them up with heels and jewelry for a night out.

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2. Maxi Dress

When packing for your cruise, don’t overlook the versatility of a maxi dress!

These ankle and floor-length beauties are a staple for any tropical getaway, offering a perfect blend of comfort and style.

Whether you’re heading to a beachside dinner, exploring a quaint island town, or simply lounging by the pool, a maxi dress can easily take you from day to night with just a few accessory swaps.

With a couple of maxi dresses in your suitcase, you’ll be ready for any occasion on your cruise, while soaking up the sun and savoring the island vibes.

So, pack those flowing dresses and get ready to twirl your way through paradise!

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3. Swimwear & Coverups

No Caribbean cruise is complete without the right swimwear and a coverup!

You’ll likely spend a good chunk of your cruise lounging by the pool or at the beach, so make sure to pack a couple of swimsuits.

Related: 13 Cool Summer Vacation Outfits for Comfort and Style

Choose a mix of styles—maybe a classic bikini for sunbathing and a one-piece for more active days.

Pack at least two to three swimsuits to keep your beach days fresh and fun.

Don’t forget a stylish cover-up like a sarong or kaftan that you can easily throw on when you head to grab a snack or take a stroll on the deck.

In addition to your swimwear, don’t forget essential swim gear like snorkels, masks, and fins if you plan on exploring the underwater world.

A rash guard can also be a great addition to protect your skin from the sun while you’re swimming or snorkeling.

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4. Comfortable Footwear

Comfort is key when it comes to footwear on your cruise.

You’ll want a variety of options to suit different occasions.

Flip-flops are lightweight and easy to slip on and off, making them ideal for quick trips to the pool or restaurant.

Slide sandals can also be great for quick trips to the pool or beach.

In addition to flip flops and slide sandals, pack low-heeled sandals or espadrilles for casual outings.

If you plan on doing some onboard workouts or excursions, like hiking or exploring towns, a good pair of sneakers will keep your feet happy.

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5. Layers: Light Cardigan and Denim Jacket

While the Caribbean is known for its warm weather, evenings can sometimes be a bit cooler, especially out on the water.

Tropical weather can also be unpredictable, with sudden changes from sunny skies to occasional rain.

A light cardigan or a denim jacket can be a lifesaver when the sun goes down or temperatures drop after sunset.

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6. Accessories

Think wide-brimmed hats to protect your face from the sun, oversized sunglasses for that chic look, fun beachy jewelry to add personality, and a cute beach bag to complete the look.

A beach towel is another must-have beach essential.

Related: 12 Iconic Places in the World to Add to your Bucket List

It can also be used as a spread to lounge on the sand or when lounging by the pool.

If you’re heading to the beach or exploring a new island a beach tote is essential for carrying your essentials—sunscreen, a good book, and maybe a snack or two.

Choose one that’s stylish enough to transition to dinner if needed.

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7. Chic Evening Attire Caribbean Cruise Outfits

Many cruises feature themed nights or formal dinners, so it’s essential to pack a chic evening outfit.

A cocktail dress or a smart casual ensemble can make a statement during those special evenings on board.

Look for styles that are comfortable yet stylish, allowing you to enjoy dinner or a show without feeling restricted.

If you’re feeling adventurous, a fun jumpsuit can be a trendy alternative.

Pair it with some minimal jewelry, wedges or dressy sandals, and a stylish clutch, and you’re ready for an evening filled with great food and delightful company.

The ambiance onboard, with the sunset casting warm hues across the sky, enhances the experience.

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8. Activewear for Onboard Workouts

If you plan to stay active while cruising, don’t forget to pack some workout gear.

Comfortable activewear, like leggings and moisture-wicking tops, will keep you motivated to hit the gym or join a fitness class on board.

Plus, they’re great for excursions that involve hiking or outdoor activities, ensuring you’re ready for adventure while staying comfortable.

Don’t forget a good pair of sneakers.

They provide the grip you need, especially on a ship where the deck can get slippery.

With the right outfit, you’ll feel motivated to join fitness classes or simply enjoy a solo workout while soaking in the views.

9. Evening Bag

An evening bag is a must for those elegant nights out on the cruise.

Choose a compact yet stylish bag that can hold your essentials, like your phone, wallet, and a few makeup items.

A clutch or a small crossbody bag can add the perfect finishing touch to your evening attire while keeping your hands free for a drink or a dance.

10. Button-Down Shirt

A button-down shirt is a fantastic wardrobe staple for your cruise.

It’s perfect for layering or wearing solo, making it suitable for both day and night.

Choose lightweight, breathable fabrics to keep you cool in the tropical heat.

Related: 25+ Chic Italy Outfit Ideas to Look Great on Vacation

Whether you wear it over a swimsuit at the beach, tucked into shorts for a casual day out, or paired with linen pants for a smart-casual evening look, a button-down shirt adds a bit of sophistication to your Caribbean cruise outfits.

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11. Linen Shorts Excursion Caribbean Cruise Outfits

Linen shorts are a must-have for your Caribbean cruise!

They’re incredibly lightweight and breathable, making them ideal for warm weather.

Perfect for strolling along the beach, exploring local markets, or dining al fresco, linen pants offer a chic yet relaxed vibe.

Pair them with a tank top or a button-down shirt for a polished look that keeps you comfortable all day long.

Plus, they come in a variety of colors, so you can easily coordinate them with your favorite tops.

12. Jeans

Comfortable jeans are a versatile staple to include in your cruise wardrobe.

They can be dressed up or down, making them perfect for a variety of occasions.

Choose a lightweight pair that’s comfortable for travel and easy to wear during casual outings.

Whether you’re exploring local shops or enjoying a relaxed dinner on board, jeans can be your go-to choice for a classic look.

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13. Midi Skirt

A midi skirt is a stylish option that can easily transition from day to night.

With its flattering length, it can be paired with a simple tank top for a casual day look or dressed up with a blouse and accessories for an evening out.

Related: Bubble Skirts are Back! 16 Ways I’m Wearing this Preppy Trend

Look for lightweight fabrics that flow beautifully in the breeze, adding a touch of femininity to your cruise outfits.

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14. Matching Two-Piece Set

Matching two-piece sets are not only trendy but also incredibly easy to style.

With a coordinated top and bottom, you’ll look put-together without the hassle of mixing and matching.

These sets are perfect for daytime adventures or casual dinners, providing comfort and style in one easy outfit.

Opt for neutral colors or fun patterns to really embrace the tropical vibe!

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15. Loose Trousers

Loose trousers are a fantastic for Caribbean cruises.

Made from lightweight, breathable materials, they offer comfort while keeping you looking chic.

Perfect for leisurely strolls or lounging on the deck, loose trousers can be paired with a fitted top or a casual tee for a laid-back yet stylish look.

Look for neutral colors to when planning your Caribbean cruise outfits.

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16. Romper

A romper makes a great Caribbean cruise outfit, providing simplicity and style in one easy ensemble.

With its one-piece design, a romper is perfect for warm days spent exploring the islands or lounging by the pool.

Related: 20+ Ways To Wear A Wide Leg Pants Outfit

Choose a lightweight fabric in a fun print that capture the tropical spirit.

Dress it up with sandals and accessories for evening outings, or keep it casual with flip-flops during the day.

The versatility of a romper makes it a must-have for your cruise packing list!

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17. Linen Shirt Dress

A linen shirt dress is one of the most popular Caribbean cruise outfits and indeed a must-have for your trip.

Ideal for warm weather, this versatile piece can be worn as a cover-up at the beach or dressed up for a casual dinner on board.

Related: How to Wear a Suit Vest like an ‘It Girl’ for Summer

The relaxed fit allows for easy movement, while the button-down style adds a touch of sophistication.

Wear it with sandals or espadrilles for a chic, laid-back look that embodies the tropical vibe of your adventure!

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18. Jumpsuit

A jumpsuit is an excellent option to include in your cruise wardrobe, offering a stylish and comfortable all-in-one outfit.

Ideal for both daytime excursions and evening dinners, a jumpsuit can easily be dressed up with heels and statement jewelry or kept casual with sandals.

Look for airy fabrics and vibrant colors or patterns that reflect the fun of your Caribbean adventure.

With a jumpsuit, you’ll achieve effortless elegance while enjoying the convenience of a single piece that keeps you looking polished all day long.

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19. Tank Top

A tank top is a must-have for your Caribbean cruise wardrobe.

Lightweight and breathable, it’s ideal for layering under cardigans or wearing solo during warm days.

Related: 12 Relaxed Beach Outfits for Summer other than a Swimsuit + Checklist

Choose a variety of colors and styles to mix and match with your skirts, shorts, or pants like black, white or cream.

Whether you’re lounging by the pool or exploring the islands, a tank top provides comfort and versatility, making it an essential addition to your packing list!

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Caribbean Cruise Outfits Packing List

Related: 9 Essential Travel Packing List Items for your next Vacation

Here’s a comprehensive list to ensure you have everything you need for a fabulous journey through sun-soaked islands and azure waters.

Clothing

• Sundresses (2-3)
• Casual Tops (tank tops, t-shirts, or short-sleeve shirts)
• Lightweight Pants/Capris/Shorts (2-3 pairs)
• Swimsuits (2-3)
• Cover-ups (1-2)
• Lightweight Cardigan or Sweater
• Casual Evening Outfits (smart-casual tops and bottoms)
• Cocktail Dress or Dressy Outfit (for formal dinners)
• Pajamas or sleepwear
• Undergarments (enough for the duration of the cruise)

Footwear

• Flip-Flops or Sandals (for the beach)
• Comfortable Walking Shoes or Sneakers (for excursions)
• Dressy Sandals or Wedges (for evenings)
• Water Shoes (optional, if you plan to do water sports)

Accessories

• Sun Hat (wide-brimmed for sun protection)
• Sunglasses (polarized sunglasses are a bonus)
• Lightweight Scarf (for style and warmth)
• Beach Tote (for carrying essentials)
• Daypack or Small Backpack (for excursions)
• Jewelry (keep it simple and travel-friendly)
• Water Bottle (reusable to stay hydrated)

Swim Gear

• Rash Guard or Swim Shirt (for sun protection during water activities)
• Snorkel Gear (if you have your own; some cruises provide rentals)
• Beach Towel (check if your cruise provides them)

Toiletries & Personal Care

• Sunscreen (reef-safe if you plan to snorkel)
• Aloe Vera Gel (for sunburn relief)
• Shampoo & Conditioner (travel-sized or your preferred brands)
• Body Wash or Soap
• Toothbrush & Toothpaste
• Deodorant
• Hairbrush or Comb
• Hair Products (like styling gel or leave-in conditioner)
• Makeup (if you wear it; consider travel sizes)
• Makeup Remover or Wipes
• Personal Hygiene Products
• Medications (any prescriptions, plus seasickness pills if needed)

Electronics

• Smartphone and Charger
• Camera (with extra memory cards and batteries)
• E-reader or Tablet (for reading on deck)
• Portable Power Bank (to keep your devices charged)
• Headphones or Earbuds

Important Documents

• Cruise Tickets (or confirmation email)
• Passport (and any necessary visas)
• Travel Insurance Info
• Credit Cards/Cash (bring small bills for tips and purchases)
• Emergency Contacts List
• Itinerary and Excursion Tickets (if booked in advance)

Miscellaneous

• Snacks (for travel days or excursions)
• Ziploc Bags (for wet clothes or snacks)
• First Aid Kit (band-aids, pain relievers, etc.)
• Travel Guide or Map (if you prefer paper; otherwise, apps can work)
• Binoculars (optional, for spotting wildlife)
• Journal or Notebook (to document your adventures)

With these essential items packed, you’ll be more than ready for your Caribbean cruise.

Tailor the list to fit your personal style and planned activities, and remember to leave a little space in your suitcase for souvenirs!

Wrapping up The Ultimate Caribbean Cruise Outfits Guide + Packing List

Packing for a Caribbean cruise doesn’t have to be stressful.

Keep it light, fun, and functional.

Focus on versatile pieces that can be mixed and matched.

The goal is to enjoy every moment while looking fabulous!

So, grab your suitcase, pack your favorite outfits, and get ready for the adventure of a lifetime in the Caribbean.

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