Skip to content
  • Keeneland
  • COLLECTIONS
    • FALL COLLECTION
    • FAN CLUB
    • LAYLA + SHAY POPE X CATURDAY
    • KATIE FAWN X CALYPSO
  • New
    • New Tops
      • Going Out Tops
      • Sweaters
      • Leather Top
      • Corset Top
    • New Bottoms
      • Jeans
      • Shorts
      • Skirts
      • Pants
    • New Dresses
      • Keeneland
      • Going Out
      • Midis
      • Maxis
      • 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 Jewelry
    • Gameday Bags
    • Gameday Accessories
    • Gameday Bundles
  • Clothing
    • Tops
      • Going Out Tops
      • Leather Tops
      • Corset Tops
      • Sweaters
      • Tiny Tanks
    • Bottoms
      • Jeans
      • Shorts
      • Skirts
      • Pants
      • Leather Pants
      • Leather Skirts
    • Dresses
      • KEENELAND
      • Midis
      • Maxis
      • Going Out Dresses
      • 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
  • VINTAGE
  • 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
  • FAN FAVS
  • Jewelry
    • Gameday Jewelry
    • Water Resistant Jewelry
    • Calypso Custom Jewelry
    • Necklaces
    • Earrings
    • Bracelets
    • Rings
    • Hand Chains
  • Gift
    • Bundles
    • 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
  • Keeneland
  • COLLECTIONS
    • FALL COLLECTION
    • FAN CLUB
    • LAYLA + SHAY POPE X CATURDAY
    • KATIE FAWN X CALYPSO
  • New
    New Tops
    Going Out Tops
    Sweaters
    Leather Top
    Corset Top
    New Bottoms
    Jeans
    Shorts
    Skirts
    Pants
    New Dresses
    Keeneland
    Going Out
    Midis
    Maxis
    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 Jewelry
    • Gameday Bags
    • Gameday Accessories
    • Gameday Bundles
  • Clothing
    Tops
    Going Out Tops
    Leather Tops
    Corset Tops
    Sweaters
    Tiny Tanks
    Bottoms
    Jeans
    Shorts
    Skirts
    Pants
    Leather Pants
    Leather Skirts
    Dresses
    KEENELAND
    Midis
    Maxis
    Going Out Dresses
    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
  • VINTAGE
  • 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
  • FAN FAVS
  • Jewelry
    • Gameday Jewelry
    • Water Resistant Jewelry
    • Calypso Custom Jewelry
    • Necklaces
    • Earrings
    • Bracelets
    • Rings
    • Hand Chains
  • Gift
    • Bundles
    • Gift Cards
  • Sale
    • Sale Clothing
    • Sale Shoes
    • Sale Accessories
Questions? Call (859) 225-3810
LOCAL PICKUP AVAILABLE AT CHECKOUT!
Orders with shoes: $7.95 SHIPPING CHARGE
Quick view
Vivian Bracelet
$ 18.00
Quick view
So Charming Short
$ 40.00
Quick view
Lex Loves You Button Pin
$ 10.00
Quick view
Cherish You Dress
$ 42.00
Quick view
Full Glam Dress
$ 60.00
Sold Out
Love Game Necklace
$ 16.00
Sold Out
Keeneland Ring
$ 14.00
Quick view
End Game Windbreaker
$ 68.00
Quick view
KY Baby Tee
$ 34.00
Quick view
Miley Boot
$ 78.00
Quick view
Meet Your Match Crew
$ 66.00
Previous 1 2
Vivian Bracelet
Vivian Bracelet
Vivian Bracelet
Vivian Bracelet

Vivian Bracelet

Regular price $ 18.00 Save $ -18.00
/

  • Your everyday stack is BEGGING you to add this to your collection!
  • This high end inspired bangle is water resistant with stainless steel. Small circular designs throughout. 
  • Water resistant.
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short

So Charming Short

Regular price $ 40.00 Save $ -40.00
/

  • Red plaid boxer shorts are a STAPLE for summer and with the ruffles along the bottom, she would be SO cute with the matching top or an oversized tee!
  • Model 1 is 5'10" with a 36" bust, 31" waist, 41" hips, and wearing a medium.
  • Model 2 is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a large.
  • Model 2 usually wears size 2/4.
  • This item runs slightly small!
Lex Loves You Button Pin
Lex Loves You Button Pin
Lex Loves You Button Pin
Lex Loves You Button Pin
Lex Loves You Button Pin
Lex Loves You Button Pin
Lex Loves You Button Pin
Lex Loves You Button Pin
Lex Loves You Button Pin
Lex Loves You Button Pin

Lex Loves You Button Pin

Regular price $ 10.00 Save $ -10.00
/

  • "Lexington Loves You" button pin!
  • Black lettering on a white heart
  • 3 inch
  • Safety pin backing
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.
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.
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker
End Game Windbreaker

End Game Windbreaker

Regular price $ 68.00 Save $ -68.00
/

  • A Calypso CUSTOM windbreaker just dropped...
  • This black windbreaker has a dark grey embroidery on the chest & stripes on the cuffs and neckline, as well as grey paneling along each side. 
  • "Kentucky Est. 1792" fine line embroidery. 
  • Drawstring adjustable cinch at the bottom. Zippered side for extra breathable room at the bottom.
  • Female model is 5'5" with a 34 bust, 26" waist, 32" hips, and wearing a medium.
  • Male model is 6'0" with a 32" waist and is wearing a large.
  • This item runs true to size.
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee
KY Baby Tee

KY Baby Tee

Regular price $ 34.00 Save $ -34.00
/

  • Calypso CUSTOM meets baby tee -- the duo everyone needed! Heather grey micro rib baby tee with vintage inspired "Kentucky" design along the front!
  • 100% cotton
  • Model on the left is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium. Model is usually a 2/4. 
  • Model on the right is 5'2" with a 34A bust, 24" waist, 34" hips, and wearing a size small. Model is usually a 2/4. 
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot

Miley Boot

Regular price $ 78.00 Save $ -78.00
/

  • Western boot in a gorgeous red, camel, taupe, dusty blue, OR off white color - wear these throughout every season!
  •  Western inspired embroidery.
  • Almond toe shape with a wooden block heel.
  • Oversized side pull tabs for a pull on design.
  • Shaft Height: 9.75"
  • Heel Height: 2.25"
  • Circumference of shoe opening: 14"
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew
Meet Your Match Crew

Meet Your Match Crew

Regular price $ 66.00 Save $ -66.00
/

COUNTRY CLUB COLLECTION -- Newest Calypso Customs!

  • Down for doubles? Show off your inner country club tennis style with our custom crew!! Featuring our "Kentucky Culture" across the front in navy.
  • 90% cotton/10% polyester blend
  • Low pill, high density fabric for a long lasting product
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a large for an oversized fit. 
  • This item runs oversized!

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