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.
Time Off Short
Regular price
$ 32.00
Save $ -32.00
/
We are beach READY with this adorable set! Blue stripped boxer shorts are an essential and perfect for a cover up for the beach OR for a brunch date!
Top and bottom sold separately.
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.
Vintage Jacket 551
Regular price
$ 72.00
Save $ -72.00
/
FINAL SALE
Blue and black Kentucky Wildcats jacket.
Embroidered wildcat design in the front and wildcat has a red tongue.
Drawstring to adjust waistband.
Size Large.
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
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
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.
Sweetheart Dress
Regular price
$ 48.00
Save $ -48.00
/
A cute mini red dress with a sweetheart neckline and spaghetti straps. The figure-hugging bodice flatters the waist, while the built in corset adds a flirty touch. Perfect for a night out, it radiates charm and confidence.
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!
Degree Hotter Dress
Regular price
$ 42.00
Save $ -42.00
/
All 2025 grads, we got you with this GORG white mini dress with a small slit, plus the sweetest neckline! Pair with either white OR blue heels for the UK girls!
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!
Alma Mater Crew
Regular price
$ 80.00
Save $ -80.00
/
This University of Kentucky crewneck is soft, classic, and effortlessly comfortable. Perfect for layering on chilly days or for a casual fit on Caturdays!
Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a medium.
Model typically wears a size 0/2.
This item runs true to size!
True Paradise Pant
Regular price
$ 38.00
Save $ -38.00
/
Pants that can transition from winter to spring are what we NEEDED! These off white linen pants with a black contrast stitch along the side are the perfect mix of casual and chic!
Pants and top sold separately.
Model 1 is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model 1 usually wears size 4.
Model 2 is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a medium.
Model 2 typically wears a size 0/2.
This item runs true to size!
True Paradise Top
Regular price
$ 34.00
Save $ -34.00
/
A linen set? YES PLEASE! This tiny top with black contrast stitching and a square neck line is perfect to pair with the matching pants OR with jeans for a going out fit!
Top and pants sold separately.
Model 1 is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model 1 usually wears size 4.
Model 2 is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
Model 2 typically wears a size 0/2.
This item runs true to size!
Almost Famous Skirt
Regular price
$ 38.00
Save $ -38.00
/
A black maxi skirt is a closet ESSENTIAL... she has a buttery soft material and is perfect to pair with the matching top or a graphic tee.
Top and skirt sold separately.
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.
Laudy Short
Regular price
$ 34.00
Save $ -34.00
/
These pink boxer shorts are the perfect blend of comfy and cute! With a relaxed fit and soft fabric, they’re ideal for lounging in style or adding a playful touch to your loungewear. Not to mention the lace hem for added detailing!
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
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.
Hilton Head Top
Regular price
$ 38.00
Save $ -38.00
/
The PERFECT basic, this halter top with a deep V-neck and an open back is ready for a night out!
Pair with a skirt and boots for the cutest GNO fit!
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.
Beachside Babe Short
Regular price
$ 36.00
Save $ -36.00
/
Boxer shorts never go out of season at Calypso.... these stripped blue and white boxers are the perfect lounge wear piece to elevate your every day looks!
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.
Make Sense Of You Top
Regular price
$ 38.00
Save $ -38.00
/
Sweater vests are always an IN for us! This light grey top with buttons is perfect to wear as a layering piece or alone with jeans.
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.
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!
Grad Time Dress
Regular price
$ 52.00
Save $ -52.00
/
Calling all grads OR brides.... this strapless white dress with a small bow detail in the front is so elegant with the sweetest fit.
Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.