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.

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?

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

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 Heel Sandals

Check Best Price on Amazon:- Floral Maxi Dress | Heel Sandals

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

Check Best Price on Amazon:- Off-the-Shoulder Top | Linen Shorts | Heels

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. Halter Neck Wide-Leg Jumpsuit for Dinner

Check Best Price on Amazon:- Jumpsuit | Black Handbag

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

Check Best Price on Amazon:- Midi Dress | Wedge Sandal | Handbag

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 Set for Cruise Travel

Check Best Price on Amazon:- 3 Piece Set

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. Printed Wrap Dress with Ballet Flat

Check Best Price on Amazon:- Midi Dress | Ballet Flat

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 Ballet Flat or flat sandals for a versatile, comfortable look.

7. Tunic Top with White Shorts

Check Best Price on Amazon:- Printed Blouse | T strap Flip FLop

A vibrant tunic Top 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 T Strap Flip Flop

Check Best Price on Amazon:- Black Printed romper | T strap Flip FLop

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, Pair with T Strap Flip Flop

9. One-Shoulder Dress for Formal Night with Slit

Check Best Price on Amazon:- Long Cut Out Dress | Ankle heels

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 lace bralettes Top for women

Check Best Price on Amazon:- lace bralettes Top | Strappy heels

Palazzo pants in a breezy fabric paired with a lace bralettes Top for women create a stylish yet comfortable day outfit. Add strappy sandals for a beachy look.

11. kaftan cover up with Swimsuit

Check Best Price on Amazon:-Swimsuit | Printed kaftan | Heels

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. Women 2 Piece Cotton Linen Shirt with High Waist Pant for Cruise Travel

Check Best Price on Amazon:- Satin Shirt | High Waisted pant | Flats

A women’s 2-piece cotton linen shirt with high-waist pants is the ultimate outfit for a stylish and comfortable cruise travel experience. The breathable cotton-linen blend keeps you cool in tropical weather, while the high-waisted pants offer a flattering, relaxed fit perfect for sightseeing or lounging on deck.

13. Boho Maxi Skirt with Crop Top

Check Best Price on Amazon:- lace bralettes Top | Boho Style maxi skirt | Gladiator sandal

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

Check Best Price on Amazon:- Dress | Pumps | Handbag

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

Check Best Price on Amazon:- Jumpsuit | Ankle heels

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. Halter Neck Printed Dress with Strappy Heel Sandal

Check Best Price on Amazon:- Strap Halter Neck Dress | Sandal | Glasses

A halter neck printed dress is the perfect blend of elegance and breezy comfort for a cruise getaway. Pair it with strappy heel sandals for a touch of sophistication, effortlessly transitioning from daytime explorations to evening dinners under the stars.

17. Halter Neck Skinny Dress with Slit and Strappy Sandal

Check Best Price on Amazon:- Red Dress | Sandal | Round Earring

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

Check Best Price on Amazon:- Bohemian Top | Short

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

Check Best Price on Amazon:- Mini Dress | Wedge | Square Handbag

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

Check Best Price on Amazon:- Top | Skirt | Heel

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

Check Best Price on Amazon:- White Dress | Heel Sandal

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. Cruise Wear Bikini and Sarong

Check Best Price on Amazon:- Bikini | Sarong

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

Check Best Price on Amazon:- Cold-Shoulder Top | Wide-Leg Pants | Handbag

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-Down Blouse & Strappy Sandal

Check Best Price on Amazon:- Pleated Skirt | Belt | Button-Down Blouse | Strappy Sandal

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

25. Kaftan Dress with Heel Sandals

Check Best Price on Amazon:- Kaftan Dress | Heel Sandals

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 with Heel Sandal for Evening

Check Best Price on Amazon:- Silk Slip Dress | Heel Sandal

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

27. Breezy Midi Wrap Dress with Sandals

Check Best Price on Amazon:- Multicolor Wrap Dress | Heel Sandal | Handbag

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

28. Jumpsuit for Day and Night in Cruise Travel

Check Best Price on Amazon:- Jumpsuit | Ankle Boot

A jumpsuit is the perfect versatile outfit for a cruise, effortlessly transitioning from day to night. Opt for a breezy linen or cotton jumpsuit for daytime excursions, then switch to a sleek, tailored style with statement accessories for an elegant evening look.

29. Boatneck Top with Trousers

Check Best Price on Amazon:- Boatneck Top | Trousers

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

Check Best Price on Amazon:- Midi Dress | Flat | Handbag

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

31. Off Shoulder Maxi Dress with Sandals

Check Best Price on Amazon:- Off Shoulder Dress | Strappy Flat Sandal

A Off Shoulder 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?

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)

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.

Stripped Button Down Shirt + White Jeans (Tommy Bahama)

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 Printed Romper + Gladiator Sandals (Anthropologie)

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)

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 + Halter Neck Top (Zara)

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:

Pack Versatile Pieces: Choose items that can be mixed and matched to create multiple outfits.

Bring Comfortable Footwear: While it’s tempting to pack those high heels, make sure you have comfortable walking shoes for excursions.

Layer Up: Even in the Caribbean, the evenings can get breezy. A lightweight cardigan or shawl can go a long way.

Accessorize: Hats, sunglasses, and scarves can easily elevate any outfit and protect you from the sun.

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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