Skip to content
  • FESTIVAL EDIT
  • New
    • New Tops
      • Going Out Tops
      • Sweaters
      • Leather Top
      • Corset Top
    • New Bottoms
      • Jeans
      • Shorts
      • Skirts
      • Pants
    • New Dresses
      • Going Out
      • Midi
      • LBD
      • LWD
    • New Outerwear
      • Leather Jackets
      • Puffers
      • Moto Jackets
      • Blazers
    • New Calypso Customs
      • Custom Loungewear
      • Custom Tees
      • Custom Accessories
      • Custom Hats
    • New Gameday
      • All Kentucky
      • SEC
      • Collegiate Colors
      • Gameday Accessories
    • Gift Shop
      • Gift Items
      • Gift Card
    • New Sorority Apparel
    • New Best Sellers
    • New Restocks
  • Gameday
    • All Gameday
    • Gameday Hats
    • Gameday Tops + Jackets
    • Gameday Bottoms
    • Gameday Dresses
    • Gameday Bags
    • Gameday Accessories
  • Clothing
    • Tops
      • Going Out Tops
      • Leather Tops
      • Corset Tops
      • Sweaters
      • Tiny Tanks
    • Bottoms
      • Jeans
      • Shorts
      • Skirts
      • Pants
      • Leather Pants
      • Leather Skirts
    • Dresses
      • Going Out Dresses
      • Midis
      • LBD
      • LWD
      • Graduation Dresses
    • Sets & Rompers
      • All Sets
      • All Rompers
      • Playsuits
    • Custom Apparel
      • CAPSULE WARDROBE COLLECTION
      • Custom Tees
      • Custom Sweatshirts
      • Custom Jewelry
      • Custom Accessories
    • Outerwear
      • Leather Jackets
      • Puffers
      • Vests
      • Bombers
      • Blazers
      • Moto Jackets
    • Basics
      • Tees/Tanks
      • Loungewear
      • Parachute Pants
    • Workwear
      • Blazers
      • Trousers
    • Gift Shop
      • Gift Items
      • Gift Card
    • Sale
      • Sale Clothing
      • Sale Shoes
      • Sale Accessories
  • KY COLLECTION
    • KY
    • LEX
  • Accessories
    • Jewelry
      • Water Resistant Jewelry
      • Calypso Custom Jewelry
      • Necklaces
      • Earrings
      • Bracelets
      • Hand Chains
      • Rings
    • Purses
    • Hats
    • Sunglasses
    • Hair Clips
  • Shoes
    • Sandals & Platforms
    • Boots
    • Heels
    • Sneakers
    • Loafers
  • Restocks
  • VINTAGE
  • FAN FAVS
  • Gift
    • Gift Cards
  • Sale
    • Sale Clothing
    • Sale Shoes
    • Sale Accessories
  • Log in
  • Instagram
  • Facebook
  • Twitter
  • Pinterest
  • Instagram
  • Facebook
  • Twitter
  • Pinterest
Search
Calypso Boutique Calypso Boutique
Log in Search Cart
  • FESTIVAL EDIT
  • New
    New Tops
    Going Out Tops
    Sweaters
    Leather Top
    Corset Top
    New Bottoms
    Jeans
    Shorts
    Skirts
    Pants
    New Dresses
    Going Out
    Midi
    LBD
    LWD
    New Outerwear
    Leather Jackets
    Puffers
    Moto Jackets
    Blazers
    New Calypso Customs
    Custom Loungewear
    Custom Tees
    Custom Accessories
    Custom Hats
    New Gameday
    All Kentucky
    SEC
    Collegiate Colors
    Gameday Accessories
    Gift Shop
    Gift Items
    Gift Card
    New Sorority Apparel
    New Best Sellers
    New Restocks
  • Gameday
    • All Gameday
    • Gameday Hats
    • Gameday Tops + Jackets
    • Gameday Bottoms
    • Gameday Dresses
    • Gameday Bags
    • Gameday Accessories
  • Clothing
    Tops
    Going Out Tops
    Leather Tops
    Corset Tops
    Sweaters
    Tiny Tanks
    Bottoms
    Jeans
    Shorts
    Skirts
    Pants
    Leather Pants
    Leather Skirts
    Dresses
    Going Out Dresses
    Midis
    LBD
    LWD
    Graduation Dresses
    Sets & Rompers
    All Sets
    All Rompers
    Playsuits
    Custom Apparel
    CAPSULE WARDROBE COLLECTION
    Custom Tees
    Custom Sweatshirts
    Custom Jewelry
    Custom Accessories
    Outerwear
    Leather Jackets
    Puffers
    Vests
    Bombers
    Blazers
    Moto Jackets
    Basics
    Tees/Tanks
    Loungewear
    Parachute Pants
    Workwear
    Blazers
    Trousers
    Gift Shop
    Gift Items
    Gift Card
    Sale
    Sale Clothing
    Sale Shoes
    Sale Accessories
  • KY COLLECTION
    • KY
    • LEX
  • Accessories
    Jewelry
    Water Resistant Jewelry
    Calypso Custom Jewelry
    Necklaces
    Earrings
    Bracelets
    Hand Chains
    Rings
    Purses
    Hats
    Sunglasses
    Hair Clips
  • Shoes
    • Sandals & Platforms
    • Boots
    • Heels
    • Sneakers
    • Loafers
  • Restocks
  • VINTAGE
  • FAN FAVS
  • Gift
    • Gift Cards
  • Sale
    • Sale Clothing
    • Sale Shoes
    • Sale Accessories
LOCAL PICKUP AVAILABLE AT CHECKOUT!
Orders with shoes: $7.95 SHIPPING CHARGE
Questions? Call (859) 225-3810
Quick view
One More Time Dress
$ 68.00
Quick view
Salem Dress
$ 68.00
Sold Out
After Thought Dress
$ 64.00
Quick view
Athena Dress
$ 72.00
Quick view
Churchill Dress
$ 68.00
Quick view
Windsor Dress
$ 64.00
Quick view
Yorkshire Dress
$ 64.00
Quick view
Pinky Promise Dress
$ 64.00
Sold Out
Coastal Bliss Dress
$ 74.00
Sold Out
Life Goes On Dress
$ 42.00
Quick view
Nothing On You Dress
$ 58.00
Sold Out
Me Before You Dress
$ 88.00
Quick view
Better Half Dress
$ 58.00
Quick view
Winning Bet Dress
$ 56.00
Quick view
Dream Girl Dress
$ 58.00
Quick view
Walk On By Dress
$ 68.00
Quick view
Like The Movies Dress
$ 58.00
Quick view
Folklore Dress
$ 68.00
Quick view
Full Moon Dress
$ 46.00
Quick view
I'm The One Skirt
$ 38.00
Quick view
I'm The One Top
$ 34.00
Sold Out
Ramsey Dress
$ 66.00
Quick view
Easy On Me Dress
$ 74.00
Sold Out
Cloud Nine Romper
$ 68.00
Quick view
Perfect Day Dress
$ 72.00
Quick view
To Be Loved Dress
$ 56.00
Sold Out
Sparks Dress
$ 60.00
Quick view
Summer Lovin Dress
$ 46.00
Quick view
Flower Child Skirt
$ 46.00
Quick view
Sunday Mood Dress
$ 58.00
Sold Out
Destination Dress
$ 76.00
Quick view
Greenlight Romper
$ 42.00
Sold Out
Noah Dress
$ 56.00
Quick view
Night After Night Dress
$ 60.00
Quick view
Full Glam Dress
$ 60.00
Sold Out
Take Me Home Dress
$ 74.00
Quick view
Naples Dress
$ 78.00
Quick view
Groupie Dress
$ 48.00
Quick view
Aries Dress
$ 60.00
Sold Out
Alys Dress
$ 68.00
Quick view
Tampa Top
$ 38.00
Quick view
Tampa Skirt
$ 46.00
Quick view
Love Letter Dress
$ 50.00
Quick view
Cherish You Dress
$ 42.00
Quick view
Heartfelt Dress
$ 56.00
Quick view
Baggage Claim Dress
$ 52.00
Quick view
My Lover Dress
$ 56.00
Quick view
A New You Dress
$ 60.00
Sold Out
Up All Night Dress
$ 62.00
Quick view
Perfect Match Dress
$ 48.00
Quick view
On The Way Dress
$ 44.00
Quick view
Brooke Dress
$ 64.00
Sold Out
Carter Dress
$ 58.00
Sale
Quick view
Grand Stand Dress
Regular price $ 38.00 Sale price$ 30.00 Save $ 8.00
Quick view
Down The Track Dress
$ 48.00
Sold Out
Becca Dress
$ 64.00
Sold Out
Beau Dress
$ 58.00
Sale
Quick view
Shotgun Dress
Regular price $ 56.00 Sale price$ 30.00 Save $ 26.00
Sale
Quick view
Ansley Dress
Regular price $ 60.00 Sale price$ 30.00 Save $ 30.00
Sale
Quick view
Ride Or Die Dress
Regular price $ 54.00 Sale price$ 30.00 Save $ 24.00
Sale
Quick view
Sage Dress
Regular price $ 44.00 Sale price$ 30.00 Save $ 14.00
Sale
Quick view
See Ya Dress
Regular price $ 48.00 Sale price$ 30.00 Save $ 18.00
Quick view
Dance With Me Dress
$ 68.00
Quick view
Blue Eyed Girl Dress
$ 42.00
Quick view
Back Home Dress
$ 50.00
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress

One More Time Dress

Regular price $ 68.00 Save $ -68.00
/

  • Yellow dresses ALWAYS scream summer! This tiered, eyelet dress with bow detailings on the front and back is ready for any event!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing an XS.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress
Salem Dress

Salem Dress

Regular price $ 68.00 Save $ -68.00
/

  • Casual sun dresses are ALWAYS a must for spring/summer! With the stretchy material along the bodice and a flowy skirt, she'd be the MOMENT with a little cardigan and sneakers.
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress
Athena Dress

Athena Dress

Regular price $ 72.00 Save $ -72.00
/

  • THE dress has finally arrived. This beautiful sky blue maxi dress with an attached faux scarf that gives a beautiful flowy back is the perfect pick for any formal!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 4.
  • This item runs true to size.
Churchill Dress
Churchill Dress
Churchill Dress
Churchill Dress
Churchill Dress
Churchill Dress
Churchill Dress
Churchill Dress
Churchill Dress
Churchill Dress

Churchill Dress

Regular price $ 68.00 Save $ -68.00
/

  • Who doesn't love florals for spring? This baby doll dress with an ivory base and blue roses is SCREAMING derby!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium. 
  • Model usually wears size 4.
  • This item runs true to size.
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress
Windsor Dress

Windsor Dress

Regular price $ 64.00 Save $ -64.00
/

  • Talk about elegant, this ivory dress with a royal blue floral pattern has the perfect bodice cut with a flowy skirt. Giving us all the Europe summer vibes!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium. 
  • Model usually wears size 4.
  • This item runs true to size.
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress
Yorkshire Dress

Yorkshire Dress

Regular price $ 64.00 Save $ -64.00
/

  • Maxi dresses are ALWAYS our fav for spring! This white halter dress with a beautiful blue floral print is ready to take on a day at the races!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium. 
  • Model usually wears size 4.
  • This item runs true to size.
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress
Pinky Promise Dress

Pinky Promise Dress

Regular price $ 64.00 Save $ -64.00
/

  • Pink is THE spring color, especially with the Derby right around the corner! This pink mini dress with built in shorts and faux pockets is classy and girly! 
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress
Nothing On You Dress

Nothing On You Dress

Regular price $ 58.00 Save $ -58.00
/

  • This dress is a bold yet timeless beauty in vibrant cobalt blue, featuring puff sleeves, a square neckline, and a flattering ruched bodice. With its effortless flow and open back, it’s perfect for making a statement while keeping it sweet and classic.
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress
Better Half Dress

Better Half Dress

Regular price $ 58.00 Save $ -58.00
/

  • Floral dresses are always an IN for us! Not to mention the navy detailing and rouching makes her the sweetest addition to our dress collection.
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress
Winning Bet Dress

Winning Bet Dress

Regular price $ 56.00 Save $ -56.00
/

  • Beautiful white dress with baby blue prints throughout. She has bows to secure for the sleeves and has a buttery soft material.
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress
Dream Girl Dress

Dream Girl Dress

Regular price $ 58.00 Save $ -58.00
/

  • Yellow is always the color of the summer! This sun dress with lace detailing throughout and a drop waist is SO ready for concerts!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress
Walk On By Dress

Walk On By Dress

Regular price $ 68.00 Save $ -68.00
/

  • Linen dresses are SCREAMING summer and this sky blue is the perfect match. The high neck cut and small slit detailing is perfect for any date night. 
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress
Like The Movies Dress

Like The Movies Dress

Regular price $ 58.00 Save $ -58.00
/

  • A slip dress is the IT girl dress for all grads or brides! She's simple, but SO elegant with the off white coloring and small bow detailing on the front. 
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress
Folklore Dress

Folklore Dress

Regular price $ 68.00 Save $ -68.00
/

  • Give us ALL the maxi dresses!! This linen white dress with a beautiful royal blue floral pattern can't wait to go to Keeneland with you! Straps also cross in the back for an added detail.
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Full Moon Dress
Full Moon Dress
Full Moon Dress
Full Moon Dress
Full Moon Dress
Full Moon Dress
Full Moon Dress
Full Moon Dress
Full Moon Dress
Full Moon Dress
Full Moon Dress
Full Moon Dress
Full Moon Dress
Full Moon Dress

Full Moon Dress

Regular price $ 46.00 Save $ -46.00
/

  • THE dress for graduation is finally here! This form fitting, square neck mini is so flattering and perfect for any grad/bride!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt
I'm The One Skirt

I'm The One Skirt

Regular price $ 38.00 Save $ -38.00
/

  • The set of Keeneland season is finally here! This knit material with a mermaid style fit would be perfect to pair with the matching top or with a sweater for the colder weekends!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top
I'm The One Top

I'm The One Top

Regular price $ 34.00 Save $ -34.00
/

  • Want to be the IT girl of Keeneland this season? This set is the way to make it happen. This strapless tube top with a knit material is so flattering and perfect to pair with the matching skirt and a cardigan.
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress
Easy On Me Dress

Easy On Me Dress

Regular price $ 74.00 Save $ -74.00
/

  • We love a dress with a feminine touch, this baby doll piece with lace detailing throughout and bows on the straps is guaranteed to turn heads anywhere you wear her.
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress
Perfect Day Dress

Perfect Day Dress

Regular price $ 72.00 Save $ -72.00
/

  • For all our girly girls..... this floral dress is for YOU! She has a beautiful floral pattern with a corset bodice and a flowy skirt, PLUS the bow detailing on the straps is giving all the fairy princess vibes we NEED this spring. 
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress
To Be Loved Dress

To Be Loved Dress

Regular price $ 56.00 Save $ -56.00
/

  • It's officially Keeneland season again and what screams spring season more than an ADORABLE baby pink dress? She's strapless with a form fitting silhouette and flowy skirt, giving us the feminine feel we all LOVE. 
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress
Summer Lovin Dress

Summer Lovin Dress

Regular price $ 46.00 Save $ -46.00
/

  • The PERFECT Keeneland dress is here! This strapless, ivory midi with a tight bodice and flowy skirt would be SHOW STOPPING for this season!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a small.
  • Model usually wears size 4.
  • This item runs true to size.
Flower Child Skirt
Flower Child Skirt
Flower Child Skirt
Flower Child Skirt
Flower Child Skirt
Flower Child Skirt
Flower Child Skirt
Flower Child Skirt
Flower Child Skirt
Flower Child Skirt
Flower Child Skirt
Flower Child Skirt

Flower Child Skirt

Regular price $ 46.00 Save $ -46.00
/

  • Keeneland is calling your NAME with this skirt! The pink base with a rose pattern and lace trimming around the bottom and slit would be perfect to pair with any basic!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 4.
  • This item runs true to size.
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress
Sunday Mood Dress

Sunday Mood Dress

Regular price $ 58.00 Save $ -58.00
/

  • The floral dress of our DREAMS! She's a maxi with short sleeves and a built in bra with lace detailing, not to mention the sweetest floral pattern.
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Greenlight Romper
Greenlight Romper
Greenlight Romper
Greenlight Romper
Greenlight Romper
Greenlight Romper
Greenlight Romper
Greenlight Romper
Greenlight Romper
Greenlight Romper

Greenlight Romper

Regular price $ 42.00 Save $ -42.00
/

  • The most BEAUTIFUL baby blue romper is here just in time for Keeneland szn! The halter cut with the open back is to DIE for.... not to mention she also has pockets!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress
Night After Night Dress

Night After Night Dress

Regular price $ 60.00 Save $ -60.00
/

  • The baby doll dress of our DREAMS! This mini dress with a built in bra and open back is READY for Keeneland. Bow in the back to secure with a fitted silhouette and flowy skirt.
  • Comes in brown, blue, AND white.
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress
Full Glam Dress

Full Glam Dress

Regular price $ 60.00 Save $ -60.00
/

  • Sexy meets CHIC! This mini dress features a flattering deep V-neckline with faux front pockets, adding a touch of sophistication and allure!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a small. 
  • Model usually wears size 4.
  • This item runs true to size.
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress
Naples Dress

Naples Dress

Regular price $ 78.00 Save $ -78.00
/

  • We can't get enough of floral dresses this spring and this beauty is no exception. The deep V-cut with an open back, plus the beautiful blue floral pattern makes her the PERFECT Derby dress!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 2/4.
  • This item runs true to size!
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress
Groupie Dress

Groupie Dress

Regular price $ 48.00 Save $ -48.00
/

  • This dress is giving summer in the country side! This cream mini dress has roushing throughout the top and flows into a sweet baby doll skirt!
  • Perfect to pair with boots for Keeneland or a country concert.
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress
Aries Dress

Aries Dress

Regular price $ 60.00 Save $ -60.00
/

  • This tan dress is a dreamy piece with delicate lace straps and a soft floral print, perfect for a romantic date on the beach!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Tampa Top
Tampa Top
Tampa Top
Tampa Top
Tampa Top
Tampa Top
Tampa Top
Tampa Top
Tampa Top
Tampa Top
Tampa Top
Tampa Top

Tampa Top

Regular price $ 38.00 Save $ -38.00
/

  • Never getting over this ADORABLE set! This halter top with ruching throughout and the CUTEST pearl detailing on the back to secure is so ready for vacation.
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 4.
  • This item runs true to size.
Tampa Skirt
Tampa Skirt
Tampa Skirt
Tampa Skirt
Tampa Skirt
Tampa Skirt
Tampa Skirt
Tampa Skirt
Tampa Skirt
Tampa Skirt
Tampa Skirt
Tampa Skirt

Tampa Skirt

Regular price $ 46.00 Save $ -46.00
/

  • The sweetest set for all your vacation needs. This cream maxi with ruching around the waistband and a leg slit would be perfect to pair with the matching top or an oversized tee!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 4.
  • This item runs true to size.
Love Letter Dress
Love Letter Dress
Love Letter Dress
Love Letter Dress
Love Letter Dress
Love Letter Dress
Love Letter Dress
Love Letter Dress
Love Letter Dress
Love Letter Dress
Love Letter Dress
Love Letter Dress

Love Letter Dress

Regular price $ 50.00 Save $ -50.00
/

  • All of our pink girlies, this is for you! This long light pink dress with the silkiest material is guaranteed to turn heads this Valentine's season. 
  • Model is 5'4  with a 32C, 28" waist, 38" hips, and is wearing a small.
  • This item runs true to size.
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress
Cherish You Dress

Cherish You Dress

Regular price $ 42.00 Save $ -42.00
/

  • This dress is effortlessly chic! With its sleek, one-shoulder design and form-fitting silhouette, it’s the perfect mix of elegance and allure.
  • Comes in red, light pink, AND white!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 4.
  • This item runs long.
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress
Heartfelt Dress

Heartfelt Dress

Regular price $ 56.00 Save $ -56.00
/

  • The Valentine's dress of our DREAMS... this long off the shoulder dress with a halter strap is SHOW STOPPING.
  • The long sleeves add such a sexy detail, perfect to pair with white or cream heels!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 4.
  • This item runs long.
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress
Baggage Claim Dress

Baggage Claim Dress

Regular price $ 52.00 Save $ -52.00
/

  • Linen dresses are our FAV for spring and summer... this midi with a small bow detail in the front can't WAIT for Keeneland szn!!
  • Comes in a mustard yellow and a light blue. 
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress
My Lover Dress

My Lover Dress

Regular price $ 56.00 Save $ -56.00
/

  • No one does sun dresses better than Calypso... and this yellow maxi is no exception. The dainty floral pattern throughout with a small bow detailing in the front would be perfect for Keeneland or vacation!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a small.
  • Model usually wears size 4.
  • This item runs true to size.
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress
A New You Dress

A New You Dress

Regular price $ 60.00 Save $ -60.00
/

  • It's going grad AND wedding season soon and we are prepped and ready with this ADORABLE white floral dress! Lace detailing throughout with an open back and a sweetheart neckline!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress
Perfect Match Dress

Perfect Match Dress

Regular price $ 48.00 Save $ -48.00
/

  • Brown satin maxi dress with a small slit in the back. The perfect maxi for a wedding guest fit or for Keeneland!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 4.
  • This item runs true to size.
On The Way Dress
On The Way Dress
On The Way Dress
On The Way Dress
On The Way Dress
On The Way Dress
On The Way Dress
On The Way Dress
On The Way Dress
On The Way Dress
On The Way Dress
On The Way Dress
On The Way Dress
On The Way Dress

On The Way Dress

Regular price $ 44.00 Save $ -44.00
/

  • OBSESSING over this new lace mini dress! This navy strapless dress has a double lined silhouette with sheer lace sleeves.
  • Pair her with tall boots or heels for the cutest look! 
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress
Brooke Dress

Brooke Dress

Regular price $ 64.00 Save $ -64.00
/

  • Denim dresses are IT for fall! This denim strapless dress with a raw hem at the bottom is perfect for Keeneland or game day!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 4.
  • This item runs true to size.
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress
Grand Stand Dress

Grand Stand Dress

Regular price $ 38.00 Sale price $ 30.00 Save $ 8.00
/

FINAL SALE

  • The classiest and sexiest fall dress has arrived! Full zip along the front and cargo pockets for detailing with the perfect charcoal color. 
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a small.
  • Model usually wears size 2/4.
  • This item runs true to size!
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress
Down The Track Dress

Down The Track Dress

Regular price $ 48.00 Save $ -48.00
/

  • Gorgeous grey maxi dress with rose detailing throughout. Ruching down the back and side seams to snatch your waist!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 2/4.
  • This item runs true to size!
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress
Shotgun Dress

Shotgun Dress

Regular price $ 56.00 Sale price $ 30.00 Save $ 26.00
/

FINAL SALE

  • The most BEAUTIFUL black satin midi dress with off-white lace detailing around the neckline!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress
Ansley Dress

Ansley Dress

Regular price $ 60.00 Sale price $ 30.00 Save $ 30.00
/

FINAL SALE, NO RETURNS

  • Dresses are for every season, ESPECIALLY fall! This beautiful mini dress that comes in blue and caramel is so versatile with an open back and a deep v-cut. 
  • Perfect to pair with boots or heels for a night out!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress
Ride Or Die Dress

Ride Or Die Dress

Regular price $ 54.00 Sale price $ 30.00 Save $ 24.00
/

FINAL SALE

  • Want to give the fall IT girl? You NEED this dress. The halter neckline with two small brown belts around the middle creates a SNATCHED waist!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs oversized.
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress
Sage Dress

Sage Dress

Regular price $ 44.00 Sale price $ 30.00 Save $ 14.00
/

FINAL SALE

  • The sweetest balloon dress! This black midi has the softest material and is ready for any fall wedding or for games!
  • Model 1 is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model 1 typically wears a size 0/2.
  • Model 2 is 5'9 with a 35" bust, 28" waist, 38" hips, and wearing a medium.
  • Model 2 typically wears a size 6.
  • This item runs true to size.
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress
See Ya Dress

See Ya Dress

Regular price $ 48.00 Sale price $ 30.00 Save $ 18.00
/

FINAL SALE

  • Sexy AND classy? Yes please! This maxi dress with a turtle neck and a sweater material is the perfect fall transition piece!
  • Pair with colorful heels and matching bag for the CUTEST look!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a small.
  • Model usually wears size 2/4.
  • This item runs true to size!
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress

Dance With Me Dress

Regular price $ 68.00 Save $ -68.00
/

  • Denim dresses are IT this summer. Country concerts, horse races, or a little girls brunch would be perfect to take this one out. The button detailing along the front of the dress is SO cute.
  • Model is 5'3 with a 32B bust, 26" waist, 36" hips, and wearing a small.
  • Model typically wear a 0/2.
  • This item runs true to size.
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress
Blue Eyed Girl Dress

Blue Eyed Girl Dress

Regular price $ 42.00 Save $ -42.00
/

  • She is anything but basic... this mock neck dress with ruched sides provides the most chic silhouette. Comes in white & black!
  • Pair it with heels, sandals, or white boots to create the cutest 'fit!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Back Home Dress
Back Home Dress
Back Home Dress
Back Home Dress
Back Home Dress
Back Home Dress
Back Home Dress
Back Home Dress
Back Home Dress
Back Home Dress
Back Home Dress
Back Home Dress
Back Home Dress
Back Home Dress

Back Home Dress

Regular price $ 50.00 Save $ -50.00
/

  • Elegant blue and white toile dress with a navy lace up back - giving major cottage core!
  • Model is 5'10" with a 32C bust, 25" waist, 32" hips, and wearing a small.
  • Model usually wears size 0/2.
  • This item runs true to size.

QUESTIONS or ORDER ISSUES?

TEXT US AT 859-225-3810! Emails can go to spam, so texting is the best most urgent way to contact us! If email communication is preferred, please reply to your confirmation email to ensure we receive! ♡

  • Search
  • About Us
  • Return Policy
  • Shipping Policy
  • Privacy Policy
  • Join Our Fam!

Sign up and save

Subscribe to get special offers, giveaways, and VIP treatment!

  • Instagram
  • Facebook
  • Twitter
  • Pinterest
Calypso Boutique

© 2025 Calypso Boutique