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Vacay Resort Wear | Dresses, Jumpsuits, Caftans and Tops

Vacay beautifully designs resort wear for smart travel to make packing for your next vacation a breeze. Every Vacay item must earn its place in your suitcase by offering multiple ways to wear and wrinkle resistant fabrications. Everything is designed and manufactured lovingly in San Francisco. You will love it!
Vacay Border Print 2-Piece Jumpsuit Vacay Border Print 2-Piece Jumpsuit Quick View

Vacay Border Print 2-Piece Jumpsuit

$ 168.00

Size

WEAR THREE WAYS: Jumpsuit, Top, or Pants Classic Color Combo This black and cream print is perfect for not only your Vacay, but  everyday wardrob...
Sausalito 2-Piece Dress Sausalito 2-Piece Dress Quick View

Sausalito 2-Piece Dress

$ 168.00

Size

WEAR FOUR WAYS: Dress, Top, Skirt or Strapless Peplum Top Pretty in Print  This flattering silhouette includes a 'fit and flair' skirt and 'bubbl...
Palm Desert 2-Piece Dress Palm Desert 2-Piece Dress Quick View

Palm Desert 2-Piece Dress

$ 168.00

Size

WEAR FOUR WAYS: Dress, Strapless Top, Top or Skirt You "Desert" This! Brighten up your look with a modern bright chevron print.  The colors are r...
Vacay Off-the-Shoulder Dress Vacay Off-the-Shoulder Dress Quick View

Vacay Off-the-Shoulder Dress

$ 148.00

Size

WEAR THREE WAYS: Dress, Swim Cover-Up or Tunic Top White this Way! This stunner will turn heads everywhere you go. Dress the look up with a stateme...
Vacay 2-Piece Little Black Dress Vacay 2-Piece Little Black Dress Quick View

Vacay 2-Piece Little Black Dress

$ 166.00

Size

WEAR FOUR WAYS: Dress, Skirt, Top or Strapless Top The Best Little Black Dress Ever: Everything you want in a LBD plus versatility. Unlike any dre...
Vacay Perfect Blue 2-Piece Dress Vacay Perfect Blue 2-Piece Dress Quick View

Vacay Perfect Blue 2-Piece Dress

$ 166.00

Size

WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Maxi Skirt or Top Chase the Blue. We are currently crushing on the color navy and have chosen it to ...
Vacay Convertible "Little Blue Dress" Vacay Convertible "Little Blue Dress" Quick View

Vacay Convertible "Little Blue Dress"

$ 118.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Feeling Blue? Add this perfect convertible "Little Blue Dress" to your closet and instantly you have...
Vacay Perfect Blue Top Vacay Perfect Blue Top Quick View

Vacay Perfect Blue Top

$ 48.00

Size

Basic AND Fabulous Our Perfect Top silhouette is beyond flattering and now you have another color to choose from. This blue is navy but more blue, ...
Santorini Navy 2-Piece Dress Santorini Navy 2-Piece Dress Quick View

Santorini Navy 2-Piece Dress

$ 166.00

Size

WEAR THREE WAYS: Dress, Top or Skirt Two Become One. When this gorgeous wrap skirt and the equally darling halter top come together, they form a s...
Vacay Convertible Navy Wrap Skirt Vacay Convertible Navy Wrap Skirt Quick View

Vacay Convertible Navy Wrap Skirt

$ 118.00

Size

WEAR TWO WAYS: Skirt or Strapless Top It's a Wrap! Once you own the "best skirt ever" you'll never love another, unless it is to get this one in ...
Vacay Soft Stripe Caftan Vacay Soft Stripe Caftan Quick View

Vacay Soft Stripe Caftan

$ 88.00

one size

WEAR TWO WAYS: Cover-up or Top Warm Weather Wonder. Equally delightful to wear over your swimsuit or on its own. This too-soft-to-be-true caftan f...
Vacay Lace Top Vacay Lace Top Quick View

Vacay Lace Top

$ 68.00

Size

Pack Some Lace In Your Case. No trip is complete without a practical-but-elegant sleeveless lace top. Designed with a focus on femininity and func...
Santorini Convertible Dress Santorini Convertible Dress Quick View

Santorini Convertible Dress

$ 138.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Two Words: Greek Goddess. That's what they'll say and that's how you'll feel. We sourced a heavenly ...
Santorini 2-Piece Jumpsuit Santorini 2-Piece Jumpsuit Quick View

Santorini 2-Piece Jumpsuit

$ 168.00

Size

WEAR THREE WAYS: Jumpsuit, Top or Pant Jump Into Summer. Most jumpsuits are cute — but impractical — making entry and exit a struggle. Our unique t...
Vacay Lace Convertible Dress Vacay Lace Convertible Dress Quick View

Vacay Lace Convertible Dress

$ 128.00

Size

WEAR THREE WAYS: Strapless Dress, Skirt, or Maxi Dress Skirt Creative Detailing. This dress captures the glamour of St. Barts and offers more versa...
Vacay Lace Inset Top Vacay Lace Inset Top Quick View

Vacay Lace Inset Top

$ 68.00

Size

WEAR TWO WAYS: Top or Top to Maxi Dress Lace yourself. This beautiful top captures the glamour of St. Barts in a comfortable, bra friendly silhouet...
Vacay Perfect Navy 2-Piece Dress Vacay Perfect Navy 2-Piece Dress Quick View

Vacay Perfect Navy 2-Piece Dress

$ 166.00

Size

WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Maxi Skirt or Top New + Now. We are currently crushing on the color navy and have chosen it to ancho...
Vacay Convertible "Little Navy Dress" Vacay Convertible "Little Navy Dress" Quick View

Vacay Convertible "Little Navy Dress"

$ 118.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Lightweight Luxe. Up your travel-game with a strapless dress which converts into a flattering maxi s...
Vacay Perfect Navy Top Vacay Perfect Navy Top Quick View

Vacay Perfect Navy Top

$ 48.00

Size

Seasonless Style. A halter top is a year-round wardrobe essential. We've designed this insanely soft, loose-fit halter to become your constant comp...
St. Kitts Convertible Dress St. Kitts Convertible Dress Quick View

St. Kitts Convertible Dress

$ 138.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Bright This Way. This mood-lifting print was made for making memories. Shimmering shades of blue cas...
St. Kitts 2-Piece Jumpsuit St. Kitts 2-Piece Jumpsuit Quick View

St. Kitts 2-Piece Jumpsuit

$ 168.00

Size

WEAR THREE WAYS: Jumpsuit, Top or Pant Navy & White: Always Right. This go-anywhere, do-anything 2-piece jumpsuit is a serious traveler's drea...
Vacay Convertible Black Wrap Skirt Vacay Convertible Black Wrap Skirt Quick View

Vacay Convertible Black Wrap Skirt

$ 118.00

Size

WEAR TWO WAYS: Skirt or Strapless Top It's a Wrap! Once you own the "best skirt ever" you'll never love another. Perfect draping across the hips ...
Bahamas 2-Piece Dress Bahamas 2-Piece Dress Quick View

Bahamas 2-Piece Dress

$ 168.00

Size

WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Top or Skirt Your New Flattering Favorite. The rich blues of the Bahamian waters are reflected in th...
Bahamas 2-Piece Romper Bahamas 2-Piece Romper Quick View

Bahamas 2-Piece Romper

$ 148.00

Size

WEAR THREE WAYS: Romper, Top or Short A Print With Personality. You refuse to blend in and neither should your vacation clothes. So go ahead and p...
Vacay Perfect Black 2-Piece Dress Vacay Perfect Black 2-Piece Dress Quick View

Vacay Perfect Black 2-Piece Dress

$ 166.00

Size

WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Maxi Skirt or Top Double the Fun. Two of our most enduringly popular pieces pair together for a comp...
Gold Coast 2-Piece Dress Gold Coast 2-Piece Dress Quick View

Gold Coast 2-Piece Dress

$ 188.00

Size

WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Maxi Skirt or Top Stand-Out Style. Two of most popular new arrivals pair together for a complete out...
Vacay Fringe Caftan Vacay Fringe Caftan Quick View

Vacay Fringe Caftan

$ 98.00

Size

WEAR TWO WAYS: Cover-up or Tunic Top License to Frill. No matter how you wear it, this caftan announces that you're ready for the spotlight. Why ...
Gold Coast Fringe Convertible Gold Coast Fringe Convertible Quick View

Gold Coast Fringe Convertible

$ 128.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Fringe Benefits. Consider yourself lucky to find a convertible dress that focuses on more than just ...
Gold Coast Beaded Top Gold Coast Beaded Top Quick View

Gold Coast Beaded Top

$ 68.00

Size

You Bead This. Boasting hand-crafted beading around the neckline, this top is as glamorous as it is indispensable. It's like having a built-in nec...
Gold Coast 2-Piece Romper Gold Coast 2-Piece Romper Quick View

Gold Coast 2-Piece Romper

$ 148.00

Size

WEAR THREE WAYS: Romper, Top or Short Get In Vacation Mode. Looking and feeling great can be the key to an enjoyable vacation. Invite this buttery...
St. Martin Convertible Dress St. Martin Convertible Dress Quick View

St. Martin Convertible Dress

$ 138.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt WOW! That is what they will say, when you walk up in this stunning dress. The silhouette is extremely...
St. Martin 2-Piece Wrap Dress St. Martin 2-Piece Wrap Dress Quick View

St. Martin 2-Piece Wrap Dress

$ 168.00

Size

WEAR FOUR WAYS: Dress, Strapless Top, Top or Skirt The Perfect Storm. Those with an eye for clever design will appreciate how all the elements coa...
Seychelles 2-Piece Romper Seychelles 2-Piece Romper Quick View

Seychelles 2-Piece Romper

$ 148.00

Size

WEAR THREE WAYS: Romper, Top or Skort Rompers are back! This is one emerging fashion trend we are thrilled to see return. To celebrate we've reinte...
Vacay Crochet Halter Top Vacay Crochet Halter Top Quick View

Vacay Crochet Halter Top

$ 68.00

Size

Artisan Detailing. Lavish crochet-work around the neckline makes this piece a special find. The fabric is super soft and boasts a built in shelf b...
Vacay Gift Card Quick View

Vacay Gift Card

$ 100.00

Title

The perfect gift for the stylish woman in your life. This is one gift that will not be returned!   Gift cards are delivered to you by email. You ca...

Vacay Gift Card

From $ 100.00 - $ 1,000.00
Vacay Tribal Diamond 2-Piece Jumpsuit Vacay Tribal Diamond 2-Piece Jumpsuit Quick View

Vacay Tribal Diamond 2-Piece Jumpsuit

$ 168.00

Size

WEAR THREE WAYS: Jumpsuit, Top or Pant Ultra-Flattering Fit. Sophisticated and super versatile in black with a great white "tribal diamond" print, ...
St. Barts Lace 2-Piece Dress St. Barts Lace 2-Piece Dress Quick View

St. Barts Lace 2-Piece Dress

$ 188.00

Size

  WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Top or Skirt Creative Detailing. This dress captures the glamour of St. Barts and offers more versa...
St. Barts 2-Piece Tie-Dye Dress St. Barts 2-Piece Tie-Dye Dress Quick View

St. Barts 2-Piece Tie-Dye Dress

$ 158.00

Size

WEAR FOUR WAYS: Maxi Dress, Top, Skirt or Strapless Dress Statement-Making Print. Gorgeous color (check), fun tie dye print (check), glamorous and ...
St. Barts Convertible Dress St. Barts Convertible Dress Quick View

St. Barts Convertible Dress

$ 138.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Sumptuously Soft. This gorgeous turquoise multi-color print, make this dress a true "must have" for yo...
Vacay Convertible "Little Black Dress" Vacay Convertible "Little Black Dress" Quick View

Vacay Convertible "Little Black Dress"

$ 118.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt An Exceptional Choice. No woman's closet is complete without the perfect "LBD". You may already own ...
Vacay Perfect Black Top Vacay Perfect Black Top Quick View

Vacay Perfect Black Top

$ 48.00

Size

The Quintessential Halter. This one is as sophisticated as it is comfortable. You will feel glamorous wearing it and smart packing it. In basic bla...
Vacay Crochet Trim Caftan Vacay Crochet Trim Caftan Quick View

Vacay Crochet Trim Caftan

$ 98.00

one size

WEAR TWO WAYS: Cover-up or Tunic Top This cotton gauze tunic is as comfortable as it is beautiful. Classic in style and neutral in color, this gem ...
Vacay Perfect Lace Dress Vacay Perfect Lace Dress Quick View

Vacay Perfect Lace Dress

$ 138.00

Four Sizes XS to L

WEAR TWO WAYS: Dress or Cover-Up Feel Fabulous. We consider this dress a functional fashion marvel. Why? The intricate lace pattern. The dreamy iv...
Sale
Belize Tiered Convertible Dress Belize Tiered Convertible Dress Quick View

Belize Tiered Convertible Dress

$ 29.99 $ 118.00

Size

WEAR TWO WAYS:  Strapless Dress or Skirt Short and sassy and super versatile, this bright purple print convertible dress will soon become a favorit...