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Not every bachelorette moment needs to be a full-glam production. Sometimes the best memories happen during the low-key parts—the lazy pool afternoons, the coffee runs with matching pajamas, the casual lunches between activities, or the chill nights in when everyone’s too tired to go out but still wants to feel cute together.
I’ve learned that having a few relaxed outfit options makes the whole weekend better because you’re comfortable, you still look good in candid photos, and you’re not stressing about wardrobe malfunctions.
These 18 casual bachelorette outfit ideas are for those easy, breezy moments when the vibe is chill but the company is everything.
1. Matching Pajama Set & Slides

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The ultimate relaxed bachelorette moment starts before you even leave the hotel room. A matching pajama set in a cute color or print makes for adorable getting-ready photos and late-night chat sessions. Coordinating sets for the whole crew create those candid, bonding memories that everyone loves.
Outfit Pieces:
- Matching pajama set in silk, satin, or cotton—choose a fun print or bridal party color
- Fuzzy slide sandals or matching slippers
- Silk scrunchies for everyone
- Face masks for a pre-party spa moment
- Matching robes optional layering piece
- Coffee mugs or champagne flutes for props
- Natural hair wrapped or in protective styles
2. White Linen Set & Flat Sandals

A white linen set—shorts or pants with a matching top—is effortlessly chic for a casual bachelorette brunch or daytime hangout. The linen keeps you cool and the white feels bridal-party appropriate without trying too hard. This is the kind of outfit that looks put together but feels like you’re wearing pajamas.
Outfit Pieces:
- White linen matching set button-down top and shorts or wide-leg pants
- Tan leather flat sandals with minimal straps
- Straw tote bag natural
- Gold hoop earrings medium
- Oversized sunglasses in tortoiseshell
- Loose waves or natural hair down
- Tinted lip balm and minimal makeup
3. Oversized Graphic Tee & Bike Shorts

For pool days, travel days, or casual mornings, an oversized graphic tee with bike shorts is the ultimate comfort uniform. It’s easy, it’s cute, and it requires zero thought.
Choose a tee with a funny bachelorette-appropriate saying or something that matches the weekend’s theme.
Outfit Pieces:
- Oversized graphic tee with bridal party or funny saying
- Black bike shorts mid-thigh length
- White slide sandals or chunky sneakers
- High ponytail or messy bun
- Baseball cap in white or black
- Mini crossbody bag for essentials
- Sunglasses in a fun shape
4. Slip Dress & Denim Jacket

A simple slip dress in a neutral color becomes the perfect casual outfit when you layer a denim jacket over it. It’s comfortable, easy to move in, and works for everything from casual dinners to daytime exploring. The denim jacket adds that relaxed touch and gives you a layer for when the temperature drops.
Outfit Pieces:
- Slip dress in black, cream, or sage green
- Light wash denim jacket slightly oversized
- White platform sneakers or flat sandals
- Crossbody bag in tan leather
- Gold hoop earrings medium
- Loose waves or natural texture
- Tinted moisturizer and gloss
5. Matching Sports Bra & Bike Shorts

For active bachelorette days—think hiking, pool volleyball, or just lounging by the water—a matching sports bra and bike short set in a cute color is both functional and stylish.
Having the whole crew coordinate in matching sets makes for adorable group photos during active moments.
Outfit Pieces:
- Matching sports bra and bike shorts set in a bridal party color
- White sneakers performance or lifestyle
- White crew socks visible
- Baseball cap in matching color
- Belt bag worn around waist
- High ponytail or space buns
- Sunglasses with sporty vibe
6. Flowy Maxi Dress & Flat Sandals

A flowy maxi dress in a soft fabric is the easiest thing to throw on for a casual bachelorette day. It’s comfortable, breathable, and instantly makes you look like you tried without actually trying. Choose a color that coordinates with the group palette or go for something with a subtle print.
Outfit Pieces:
- Flowy maxi dress in cotton or rayon, solid or printed
- Flat leather sandals with ankle ties
- Straw sun hat wide-brim
- Woven crossbody bag in natural fibers
- Beaded bracelets stack of colorful
- Loose waves or natural hair down
- Oversized sunglasses for that effortless vibe
7. Cropped Sweater & Lounge Pants

For cooler weather bachelorettes or cozy nights in, a cropped sweater with matching or coordinating lounge pants is the definition of relaxed casual.
This is perfect for cabin trips, winter getaways, or any bachelorette where comfort is the priority.
Outfit Pieces:
- Cropped knit sweater in cream, grey, or pastel
- Matching lounge pants or joggers
- Fuzzy slippers or cozy socks
- Gold hoop earrings small
- Warm beverage as prop
- Sleek low bun or natural hair tucked
- Minimal makeup with moisturizer glow
8. Button-Down Shirt & Denim Shorts

An oversized button-down shirt—whether it’s white, chambray, or striped—tied at the waist with denim shorts is a classic casual look that never fails. It’s easy, breezy, and works for almost any daytime activity. Leave it untucked for a more relaxed vibe or knot it at the waist for shape.
Outfit Pieces:
- Oversized button-down shirt in white, chambray, or stripes
- Denim shorts light or medium wash
- White sneakers or flat sandals
- Crossbody bag in tan leather
- Gold chain necklace delicate
- High ponytail or messy bun
- Sunglasses in tortoiseshell
9. Tank Top & Wide-Leg Linen Pants

A simple tank top tucked into wide-leg linen pants is effortlessly chic and incredibly comfortable. The linen breathes in warm weather and the tank keeps it casual.
This is perfect for a bachelorette day that includes shopping, sightseeing, or casual lunches.
Outfit Pieces:
- White or black tank top ribbed or smooth cotton
- Wide-leg linen pants in beige, olive, or black
- Flat leather sandals with minimal straps
- Straw tote bag natural
- Gold hoop earrings medium
- Loose low ponytail or natural hair down
- Simple stud earrings in gold
10. Bachelorette-Themed Tank & Jean Shorts

Sometimes you lean into the bachelorette energy with a themed tank that says “Bride Squad” or “Team Bride” or something funny. Pair it with classic jean shorts for an easy, casual look that shows you’re here to celebrate. This is perfect for daytime activities where you want that cohesive group vibe without full matching outfits.
Outfit Pieces:
- Bachelorette-themed tank top with bride squad saying
- Jean shorts in light or medium wash
- White sneakers or flat sandals
- Baseball cap in coordinating color
- Crossbody bag small and casual
- High ponytail or natural hair in a puff
- Sunglasses for sun protection
- Temporary tattoos or matching bracelets
11. Romper & Slides

A romper is the ultimate one-and-done casual outfit. Throw it on, add slides, and you’re ready for a casual brunch, poolside lounging, or a relaxed evening.
Choose one in a fun color or print that coordinates with the bachelorette vibe.
Outfit Pieces:
- Romper in linen, cotton, or jersey—solid or printed
- Slide sandals in white, tan, or matching color
- Straw crossbody bag small
- Gold hoop earrings medium
- Oversized sunglasses in tortoiseshell
- Loose waves or natural texture
- Tinted lip balm and minimal makeup
12. Coordinating Group Hoodies & Jeans

For cooler evenings or casual group outings, matching or coordinating hoodies with jeans is the ultimate comfort move. It’s relaxed, it’s cozy, and it makes for adorable group photos. Customize them with the bride’s name, the date, or something funny that everyone will want to wear again.
Outfit Pieces:
- Coordinating hoodies in the same color or with custom bachelorette design
- Jeans any wash—everyone wears their favorite pair
- White sneakers comfortable for walking
- Baseball caps in matching or coordinating colors
- Crossbody bags for essentials
- Ponytails or natural hair styled casually
- Minimal makeup for that fresh-faced vibe
13. Crochet Cover-Up & Swimsuit

For pool or beach days, your cover-up is essentially your outfit. A crochet or knit cover-up over your swimsuit is both practical and stylish for walking from the room to the water. This look transitions easily from swimming to lunch without needing a full outfit change.
Outfit Pieces:
- Crochet or knit cover-up in white, cream, or pastel
- Swimsuit underneath in coordinating color
- Flat slide sandals waterproof friendly
- Straw sun hat wide-brim
- Woven tote bag for pool essentials
- Sunglasses with UV protection
- Wet hair in loose waves or braids
14. T-Shirt Dress & Sneakers

A t-shirt dress is the definition of effortless. It’s basically wearing an oversized tee, but make it fashion. Throw one on with sneakers, and you’re ready for whatever the day brings.
This is perfect for travel days, casual sightseeing, or any time you want to be comfortable but still look intentional.
Outfit Pieces:
- T-shirt dress in a solid color or with a subtle graphic
- White platform sneakers, chunky style
- Baseball cap in coordinating color
- Crossbody bag, small and casual
- Gold hoop earrings medium
- High ponytail or messy bun
- Oversized sunglasses for that effortless vibe
15. Matching Sets for Everyone

Having the whole crew in matching casual sets—whether it’s matching joggers and hoodies, matching pajamas, or matching tank and short sets—creates those priceless bonding moments and amazing photos. Choose something comfortable that everyone will actually want to wear again after the weekend.
Outfit Pieces:
- Matching casual sets for the whole group (joggers, shorts sets, pajamas)
- Coordinating sneakers or slides everyone brings their own
- Matching baseball caps or visors
- Custom names or “Bride Squad” on the back
- Coffee cups or champagne flutes for props
- Natural hair styled individually
- Minimal makeup, fresh and glowy
16. Knit Tank & Linen Shorts

A fitted knit tank top with high-waisted linen shorts is a simple, put-together casual look that works for warm-weather bachelorettes. The knit tank adds a touch of texture while the shorts keep you cool. This is perfect for casual lunches, shopping days, or exploring a new city.
Outfit Pieces:
- Knit tank top in ribbed or textured fabric, neutral or pastel
- High-waisted linen shorts in white, beige, or olive
- Flat leather sandals with ankle strap
- Straw crossbody bag small
- Gold chain necklace delicate
- Loose waves or natural hair down
- Simple stud earrings in gold
17. Lightweight Sweater & White Jeans

For a casual evening or cooler day, a lightweight sweater in a soft color tucked into white jeans is comfortable, cute, and just right for a relaxed bachelorette dinner or drinks.
Roll the sleeves and add simple jewelry to keep it from feeling too basic.
Outfit Pieces:
- Lightweight knit sweater in pastel pink, blue, or cream
- White cropped jeans straight-leg or skinny
- Flat ankle boots or white sneakers
- Crossbody bag in tan or matching color
- Gold hoop earrings medium
- Loose low ponytail or natural texture
- Tinted lip balm and dewy skin
18. Casual Jumpsuit & Sneakers

A casual jumpsuit in a soft, relaxed fabric is the easiest outfit you’ll pack. It’s one piece, it’s comfortable, and it looks like you put effort in when you really just threw it on.
Choose one in a color that coordinates with the group palette and add sneakers for that effortless cool-girl vibe.
Outfit Pieces:
- Casual jumpsuit in linen, jersey, or cotton—solid or printed
- White platform sneakers chunky style
- Baseball cap in matching or neutral color
- Crossbody bag small and casual
- Gold hoop earrings medium
- High ponytail or natural hair in a puff
- Oversized sunglasses for that finishing touch









