What does Henry wear in 50 First Dates?

Henry typically wears casual Hawaiian button-down shirts, grey or khaki cargo shorts, and flip-flops, reflecting his job as a marine veterinarian in Hawaii.

How do you dress up as Lucy from 50 First Dates?

To dress as Lucy, wear a light floral sundress, beachy waves in your hair, a plumeria flower clip over your ear, and simple sandals.

Is this a good last-minute couples costume?

Yes, it is extremely easy to put together using everyday summer clothes, a Hawaiian shirt, and a simple flower accessory.

AI-generated example

50 First Dates Costume

Relive the romantic comedy with Henry and Lucy's classic Hawaiian style.

50 First Dates is a beloved romantic comedy set in Hawaii, making it a popular choice for couples looking for a relaxed, tropical costume. The look consists of casual island wear, specifically Henry Roth's signature patterned short-sleeve shirts and Lucy Whitmore's breezy summer dresses. It is an incredibly comfortable, recognizable, and easy-to-assemble costume for any Halloween event.

Difficulty: Easy
Time: ~20 min
Budget: $25–60

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50 First Dates costume — Example look · AI-generated

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Result

What you need for a 50 First Dates costume

Short on time? Buy it ready-made

Spirit Halloween sells the complete 50 First Dates costume — one box instead of 6 pieces.

Shop 50 First Dates at Spirit ↗

Henry's Hawaiian Shirt
A short-sleeved, button-down Hawaiian shirt with a bold tropical floral or palm leaf print in shades of blue, green, or red.
DIY: Use any colorful short-sleeve button-down shirt you already own.
Amazon
Henry's Cargo Shorts
Classic relaxed-fit cargo shorts in khaki, grey, or beige.
DIY: Any casual khaki shorts or denim shorts will work.
Amazon
Lucy's Summer Dress
A light, breezy sundress, preferably in a solid pastel color or a delicate floral print, reflecting Lucy's sweet aesthetic.
DIY: A simple tank top paired with a flowy floral skirt.
Amazon
Plumeria Flower Hair Clip
A white and yellow artificial plumeria flower clip worn on the side of the head.
DIY: Cut a flower shape out of white and yellow felt and attach it to a bobby pin.
Amazon
Lei Necklace
A colorful artificial flower lei worn around the neck to emphasize the Hawaiian setting.
Amazon
Flip Flops
Simple leather or rubber flip-flops or sandals.
DIY: Any comfortable summer sandals or canvas sneakers.
Amazon

Rather not assemble it? See ready-made 50 First Dates costumes at Spirit Halloween ↗

How to put it together

1
For Henry: Put on the tropical Hawaiian button-down shirt, leaving the top couple of buttons undone for a relaxed look.
2
Put on the khaki cargo shorts and secure them with a simple canvas belt if needed.
3
For Lucy: Put on the breezy floral sundress or the tank top and skirt combination.
4
Place the plumeria flower clip in your hair, positioning it just above the ear.
5
Drape the colorful flower lei around your neck.
6
Slip on a pair of comfortable beach sandals or flip-flops to complete the effortless island vibe.

Makeup & hair

Keep makeup natural, sun-kissed, and minimal with a touch of bronzer. For hair, style it in loose, beachy waves or a casual half-up, half-down look to capture the breezy Hawaiian atmosphere.

50 First Dates for couples, groups, kids & more

couples: One person dresses as Henry in a Hawaiian shirt and cargo shorts, while the other dresses as Lucy in a floral sundress with a flower in her hair.
group: Add friends dressed as Ula in a pink t-shirt, coconut bra, and mop wig, or Alexa in a mesh top.
kids: A miniature version featuring a colorful tropical shirt for boys or a floral grass-skirt-style dress for girls.
Plus size: Flowy, empire-waist sundresses and loose-fitting, breathable linen Hawaiian shirts offer a comfortable and flattering fit.
pet: A small dog-sized Hawaiian shirt or a simple flower lei collar.

Tips

This costume is incredibly comfortable and lightweight, making it perfect for warm-weather parties.
Carry a ukulele or a fake pineapple as a fun, thematic prop for photos.
If you are dressing as Lucy, you can carry a small notebook or a plate of waffles to reference her daily routine in the film.
Shop at thrift stores to find authentic, vintage Hawaiian shirts and summer dresses on a budget.

50 First Dates costume FAQ

What does Henry wear in 50 First Dates?: Henry typically wears casual Hawaiian button-down shirts, grey or khaki cargo shorts, and flip-flops, reflecting his job as a marine veterinarian in Hawaii.
How do you dress up as Lucy from 50 First Dates?: To dress as Lucy, wear a light floral sundress, beachy waves in your hair, a plumeria flower clip over your ear, and simple sandals.
Is this a good last-minute couples costume?: Yes, it is extremely easy to put together using everyday summer clothes, a Hawaiian shirt, and a simple flower accessory.

Did you know? To capture the authentic Hawaiian setting, many of the casual shirts worn by Adam Sandler in the film were sourced directly from local Hawaiian brands and vintage shops.