31 Glamorous Outfits for a Luxury Caribbean Cruise 2

What to Wear on a Luxury Caribbean Cruise: 31 Amazing Cruise Outfits for Day to Night

Embarking on a luxury Caribbean cruise is the epitome of relaxation, adventure, and style. From the sun-drenched decks to the glamorous dining experiences, each day on the water calls for the perfect outfit that transitions seamlessly from day to night. Having been on a few cruises myself, I can tell you that dressing the part adds to the entire experience.

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If you’re preparing for your next voyage and wondering, “What should I wear on a luxury Caribbean cruise?”—don’t worry, I’ve got you covered! In this post, I’ll share 31 amazing cruise outfits that are perfect for every occasion.

What is Included in a Royal Caribbean Cruise?

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A Royal Caribbean cruise is packed with amenities and experiences. From gourmet dining, entertainment shows, fitness centers, and luxurious spa services to island excursions, there’s something for everyone. The dining options alone are diverse, with formal dining rooms, casual eateries, and specialty restaurants. And don’t forget about the onboard activities, including pools, rock-climbing walls, and even ice skating rinks!

Whether you’re lounging by the pool or enjoying a Broadway-style show, Royal Caribbean ensures that you have everything you need for a luxurious and unforgettable cruise.

What to Pack for a Caribbean Cruise

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Packing for a Caribbean cruise is all about keeping it light and versatile. Here’s a quick checklist to ensure you’re prepared:

Daytime Outfits: Flowy dresses, shorts, tank tops, swimsuits, and cover-ups are ideal for exploring islands or lounging on the deck.

Evening Wear: Bring a couple of cocktail dresses or jumpsuits for formal nights. A little black dress always works!

Footwear: Comfortable sandals for day activities and dressy shoes for dinners are essential. Don’t forget a pair of walking shoes for excursions.

Accessories: A wide-brim hat, sunglasses, and a light scarf can elevate any look and keep you protected from the sun.

Sunscreen: The Caribbean sun is strong, so make sure to pack a high-SPF sunscreen.

For more detailed packing guides, check out our What to Wear section for additional tips on cruise-friendly outfits.

The Essentials of Cruise Fashion

When packing for a luxury Caribbean cruise, it’s all about versatility, comfort, and a touch of glam. Picture yourself lounging by the pool in a chic cover-up during the day, then transforming into an elegant dinner guest by night. Whether you’re exploring an island or enjoying a formal dinner on the ship, each outfit should make you feel confident and stylish.

31 Amazing Cruise Outfits for Day to Night

1. Floral Maxi Dress with Sandals

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A flowy floral maxi dress is perfect for a daytime stroll along the deck or island excursions. Pair it with flat sandals and a straw hat for a tropical vibe.

2. Off-the-Shoulder Top with Linen Shorts

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For a chic and comfortable daytime outfit, pair an off-the-shoulder top with breathable linen shorts. Add espadrilles or sandals to complete the look.

3. Wide-Leg Jumpsuit for Dinner

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A wide-leg jumpsuit in a neutral or bold color can easily transition from day to night. Add statement earrings and heeled sandals for a polished evening look.

4. Striped Midi Dress with Wedges

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A striped midi dress is a classic option for a day of exploring or lunch on the deck. Pair it with wedge sandals for a look that works from day to night.

5. High-Waisted Bikini with Cover-Up

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For days by the pool or beach excursions, a high-waisted bikini with a flowy cover-up is both stylish and practical. Add oversized sunglasses for a glamorous touch.

6. Wrap Dress with Flats

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A wrap dress in a lightweight fabric can take you from a day of sightseeing to an elegant dinner on the ship. Pair it with flat sandals for a versatile, comfortable look.

7. Tunic with White Shorts

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A vibrant tunic paired with white shorts creates a breezy outfit perfect for a day of exploring islands or lounging by the pool. Add sandals or slip-on flats.

8. Chic Romper with Espadrilles

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A chic romper in a bright or tropical print is perfect for daytime activities. Transition the look for evening by adding a light cardigan or a stylish belt.

9. One-Shoulder Dress for Formal Night

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For a more formal evening on the cruise, a one-shoulder dress in a flowy fabric creates an elegant silhouette. Pair with heels and minimal jewelry.

10. Palazzo Pants with Tank Top

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Palazzo pants in a breezy fabric paired with a simple tank top create a stylish yet comfortable day outfit. Add strappy sandals for a beachy look.

11. Printed Kaftan with Swimsuit

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For a day by the pool or beach, a printed kaftan over your swimsuit adds elegance and style. Finish with a wide-brimmed hat and flip-flops.

12. Linen Button-Down Shirt with Capri Pants

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A linen button-down shirt paired with capri pants offers a classic and cool daytime look. Add slip-on loafers for easy walking around the ship or onshore.

13. Boho Maxi Skirt with Crop Top

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A boho-style maxi skirt paired with a crop top creates a carefree and stylish outfit perfect for both day and night. Add sandals for day, and wedges for evening.

14. Sheath Dress with Heels

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For a sophisticated evening, a sheath dress in a solid color or bold pattern is a timeless choice. Pair it with heeled sandals and a clutch bag for a polished look.

15. Linen Jumpsuit with Sandals

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A linen jumpsuit is ideal for warm weather and can easily be dressed up or down. Pair with flat sandals for day and add a statement necklace for evening.

16. Tropical Print Sundress with Flats

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A tropical print sundress is perfect for daytime activities. Pair it with flats for a comfortable, stylish look that can also work for casual dinners.

17. Halter Maxi Dress for Cocktail Hour

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A halter maxi dress in a bold color or print is perfect for cocktail hour on deck. Pair it with strappy sandals and a light shawl for evening breezes.

18. Embroidered Peasant Blouse with Shorts

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An embroidered peasant blouse paired with shorts creates a relaxed and chic daytime outfit. Pair with flat sandals and a sunhat for a casual cruise look.

19. Off-the-Shoulder Dress with Espadrille Wedges

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For a more dressed-up day or casual evening look, an off-the-shoulder dress with espadrille wedges offers the perfect combination of comfort and style.

20. Silk Camisole with Wrap Skirt

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A silk camisole paired with a wrap skirt can transition easily from a casual lunch to an elegant evening. Add heeled sandals and a clutch for a nighttime look.

21. Ruffled Midi Dress for Dinner

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For a semi-formal dinner on the cruise, opt for a ruffled midi dress paired with strappy heels. Add a statement necklace to complete the outfit.

22. Wide-Brim Hat with Bikini and Sarong

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A wide-brim hat paired with a bikini and a sarong offers a glamorous poolside or beach look. This outfit is perfect for island hopping during your cruise.

23. Cold-Shoulder Top with Wide-Leg Pants

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A cold-shoulder top paired with wide-leg pants creates a chic daytime look that can easily transition to evening. Add flats for day, and heeled sandals for night.

24. Pleated Skirt with Button-Up Blouse

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A pleated skirt paired with a button-up blouse creates a sophisticated outfit for day trips or evening dinners. Add a belt for extra polish.

25. Kaftan Dress with Sandals

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A kaftan dress is a versatile option for daytime wear, and it can easily transition into an evening outfit with the right accessories, such as statement earrings and heeled sandals.

26. Silk Slip Dress for Evening

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For a luxurious evening event on the cruise, opt for a silk slip dress paired with elegant heels and minimalist jewelry.

27. Breezy Midi Dress with Gladiator Sandals

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A breezy midi dress paired with gladiator sandals offers a casual yet stylish option for island excursions or casual dinners on the ship.

28. Rompers for Day and Night

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A romper is perfect for daytime excursions, and it can be easily dressed up with heels and a statement necklace for a chic evening look.

29. Boatneck Top with Cropped Trousers

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A boatneck top paired with cropped trousers creates a nautical-inspired look that is both chic and comfortable for daytime wear.

30. Sundress with Wedges for Dinner

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A simple sundress paired with wedges offers a versatile look that works from casual daytime outings to a relaxed evening dinner.

31. Strapless Maxi Dress with Sandals

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A strapless maxi dress is perfect for both day and night on a Caribbean cruise. Pair with flat sandals for day and add a bold necklace for evening glamour.

When is the Best Time to Cruise the Caribbean?

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The Caribbean cruise season is generally from November to April, when the weather is warm, and hurricane risks are low. However, cruising during the shoulder season, from May to early June, can offer fewer crowds and lower prices. It’s always best to plan based on your preferences—whether you’re looking for a lively experience during peak season or a more relaxed, peaceful cruise during off-peak times.

Cruise Day-to-Night Outfits for Every Occasion

Striped Wrap Dress + Wedge Sandals (J.Crew)

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A wrap dress is flattering on all body types and can be dressed up or down depending on the occasion. During the day, pair it with flat sandals, and at night, switch to wedges for a chic dinner look.

Breezy Tunic + White Jeans (Tommy Bahama)

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A tunic is perfect for sunny days on the ship or island tours. Pair it with white jeans for a crisp, fresh look that’s perfect for evening drinks.

Floral Romper + Gladiator Sandals (Anthropologie)

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Rely on a floral romper for day adventures like shopping or excursions. The print is playful, and the lightweight fabric will keep you cool under the sun.

Silk Slip Dress + Blazer (Everlane)

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Silk slip dresses are great for formal dinners, especially when layered with a tailored blazer. It’s a simple yet elegant option for evenings aboard the ship.

Palazzo Pants + Sleeveless Top (Zara)

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Palazzo pants are light and airy, ideal for those warmer Caribbean days. Pair with a sleeveless top for daywear, then add a statement necklace for the evening.

For more outfit inspiration, don’t forget to check out our latest Fall season women’s outfits for on-trend styles you can pack for your cruise.

Tips for Packing Perfect Cruise Outfits:

  1. Pack Versatile Pieces: Choose items that can be mixed and matched to create multiple outfits.
  2. Bring Comfortable Footwear: While it’s tempting to pack those high heels, make sure you have comfortable walking shoes for excursions.
  3. Layer Up: Even in the Caribbean, the evenings can get breezy. A lightweight cardigan or shawl can go a long way.
  4. Accessorize: Hats, sunglasses, and scarves can easily elevate any outfit and protect you from the sun.
  5. Don’t Overpack: Space in your cabin may be limited, so pack smart. Stick to the essentials and versatile pieces.

FAQs

1. What is included in a Royal Caribbean cruise?
Your cruise package typically includes accommodations, meals, most onboard activities, and entertainment. Additional expenses may include specialty dining, shore excursions, and spa services.

2. What should I pack for a Caribbean cruise?
Pack lightweight, versatile clothing like dresses, shorts, swimsuits, and cover-ups for day activities. For evening dinners, bring a couple of formal outfits such as cocktail dresses or jumpsuits.

3. When is the best time to cruise the Caribbean?
The best time is during the dry season, from November to April, though the shoulder season (May-June) offers quieter experiences and lower prices.

4. What type of shoes should I wear on a Caribbean cruise?
Comfortable sandals for day activities, casual sneakers for excursions, and dressy shoes for formal dinners are recommended.

5. How do I dress for formal nights on a cruise?
For formal nights, think cocktail dresses or elegant gowns. Men should wear a suit or a nice blazer and slacks. It’s your time to shine!

For more fashion inspiration, check out our collection of Plus Size Outfits to find pieces that fit your style and comfort needs.

Now that you know what to wear on a luxury Caribbean cruise, you’re ready to set sail in style! Remember, it’s all about packing pieces that make you feel confident, comfortable, and chic as you explore the beauty of the Caribbean. Bon voyage!

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