Sixty-eight vacation dresses for the beach, the long lunch and the last dinner, from linen day dresses and loud resort prints to crochet and fringe for the evening. The swimwear, sandals and sunglasses for the same trip sit together at the end.

Vacation Dresses, Swimwear, And Accessories
The dress is the outfit
Johanna Ortiz started in Cali in 2003 with a small resort collection built around swimwear, and two decades later her cotton dresses are still the first thing I reach for when a trip is booked. That is the logic of this edit now: the dress is the outfit. One good one covers the boat, the late lunch and the walk back, and it takes up less room in the case than a top, a skirt and a plan.
The first group is the plain workhorses. Merlette's voile dresses, Posse's broderie anglaise midi and the white SIR Klara maxi are all cotton or linen, which means they breathe in humidity and look better a little creased. Staud's Margi comes as a red cotton midi and a ruffled maxi, and Marrakshi Life's column dress is woven in the label's Marrakech atelier, where Randall Bachner has run a team of weavers on flatbed looms since 2013.
My test before anything goes in the case: hold it up to a window. If you can see your hand clearly through it, it needs a slip, and the slip is always the thing I forget.
What I would skip: any dress that only works with one specific pair of shoes. Flat sandals and one wedge should cover every dress on this page.

Day dresses

Jessie Gauze Maxi Dress
All Three

Exclusive The Column Cotton Maxi Dress
Marrakshi Life

Leonora Cotton Voile Dress
Merlette

Sofia Cotton Voile Dress
Merlette

Bridgette Linen Mini Dress
ALÉMAIS

Margi Cotton Midi Dress
STAUD

Broderie Cotton Midi Dress
Matteau

Margi Ruffled Cotton-Blend Maxi Dress
STAUD

Exclusive La Isla Veronica Linen Mini Kaftan
Posse

Klara Cotton Maxi Dress
SIR.

Exclusive Sloane Linen Mini Dress
With Nothing Underneath

Eleannora Embroidered Cotton Maxi Dress
Sea

Exclusive Lois Broderie Anglaise Cotton Midi Dress
Posse

Exclusive Paloma Embroidered Linen Midi Dress
Cala de la Cruz

Lindie Cotton Midi Dress
Posse

Alice Linen Mini Dress
Posse

Maddie Broderie Anglaise Cotton Halter Maxi Dress
ROAME

The Nori Mini Dress
ALFIE

Cove Maxi Dress
Hemant and Nandita

Flower Stamp Dress
Bode

Flower Petal Mini Dress
FARM Rio

Another Season Midi Dress
Free People

Dina Midi Dress
Nicholas

Stretch Cotton Sateen Midi Dress
Helsa

Margi Dress
Staud

Peninsula Dress
Jenni Kayne

The Josie Dress
Solid & Striped

Khloe Dress
LoveShackFancy

Everyday Cotton Pleat Dress
St. Agni

Iris Dress
Jenni Kayne

Ari Mini Dress
Staud

The Renna Dress
Solid & Striped
Prints that do the talking
Lesleigh Jermanus launched Alémais in late 2020 and built it on prints drawn from her Lebanese heritage, which is why several of her dresses sit in this group without reading as the same dress twice. The Natalia linen mini and the Marion twill mini are the ones I would wear into town; the Mona hemp midi and the Paula belted linen midi are for long lunches.
Johanna Ortiz gets three: the Paraiso Agreste midi, the Salt Dreamer mini and the Inundada de Color mini, all cotton and all loud in the way a resort print should be. Stripes come from Marrakshi Life and Ilio, and the Zimmermann Lucky Picnic mini and the Alémais Neptune halter maxi stay from the original edit because they still earn the space.
A print packs better than a plain dress. It hides creases, sunscreen and the odd splash from the bar, which matters more on day five than it does in the fitting room.
What I would skip: a printed bag or scarf on top of a printed dress. Let the dress be the only pattern and keep the rest in tan, white or gold.
Prints, stripes and color

One-Shoulder Printed Stretch-Satin Midi Dress
DES_PHEMMES

The Halter Striped Cotton Midi Dress
Marrakshi Life

Mona Printed Hemp Midi Dress
ALÉMAIS

Karibu Linen Mini Dress
Andres Otalora

Exclusive Rayna Floral Crepe Maxi Dress
Leo Lin

Striped Cotton Maxi Dress
Marrakshi Life

Natalia Printed Linen Mini Dress
ALÉMAIS

Natalia Cotton Midi Tank Dress
ALÉMAIS

Phoebe Linen-Silk Midi Dress
Cara Cara

Brio Printed Cotton Mini Dress
STAUD

Sirena Cotton Midi Dress
Alexis

Exclusive Pura Maxi Halter Dress
Andres Otalora

Exclusive La Isla Bandana-Print Silk-Twill Scarf Mini Dress
Christopher Esber

Paula Belted Printed Linen Midi Dress
ALÉMAIS

Lana Fringed Floral Linen Day Dress
ALÉMAIS

Cherry Linen Mini Dress
Cara Cara

Exclusive Marion Printed Twill Mini Dress
ALÉMAIS

Exclusive Tourig Cotton Maxi Dress
Marrakshi Life

Benita Strapless Floral Crepe Maxi Dress
Cara Cara

Exclusive La Isla Ancona Linen Dress
Cala de la Cruz

Johanna Floral Crepe Midi Dress
ALÉMAIS

Halt(Er) In The Name of Love Checked-Seersucker Midi Dress
Rosie Assoulin

Ina Striped Cotton Mini Dress
Ilio Nema

Paraiso Agreste Cotton Midi Dress
Johanna Ortiz

Inundada de Color Printed Cotton Mini Dress
Johanna Ortiz

Lima Navegante Linen Mini Dress
Agua by Agua Bendita

Salt Dreamer Cotton Mini Dress
Johanna Ortiz

Gathered Polka-Dot Cotton-Silk Drop-Waist Midi Dress
Matteau

Mae printed silk-blend maxi dress
Staud

Lucky Picnic floral linen minidress
Zimmermann

Neptune printed halterneck maxi dress
Alémais

Yumi Panelled Mini Dress - Chocolate / Blue / Cream
Apéro Label

Ruffle Polka Dot Mini Dress
AQUA

Sasha Maxi Dress
Free People

Mosaic Halter Mini Dress - Exclusive
AQUA

Sunchaser Dress
L*Space

Anthurium Leaves Linen Midi Dress
FARM Rio

Banana Grapes Mini Dress
FARM Rio

Cherry Voile Tiered Maxi Dress - Exclusive
AQUA

Porcelain Birds Mini Dress
FARM Rio

Strelitzia Linen Midi Dress
FARM Rio

Nature Sand Linen Mini Dress
FARM Rio

Ligia Square Neck Dress
FARM Rio

Floral Dehli Mini Dress - Exclusive
FARM Rio

Cashew And Birds Long Dress
FARM Rio

Bird Leaves Long Dress
FARM Rio

Palermo Midi Dress
FARM Rio

Foliage Maxi Dress
Adriana Degreas

Dani Halter Neck Maxi Dress
Hemant and Nandita

Hibi Boat Neck Midi Dress
Hemant and Nandita

Chloe One Shoulder Midi Dress
SIR.

Dolly Dress
Alemais

Makenna Drop Waist Corset Dress
Nicholas

Cardela Dress
Cult Gaia

Tammy Dress
Posse

The Lottie Dress
Solid & Striped

Para Dress
Eliou

Inna Sleeveless Poplin Mini Dress
Simon Miller

Drenica Bustier Drop Waist Dress
Nicholas

Kitty Mini Dress
Alemais
Lace, crochet and fringe for after dark
The evening dress on a trip has a different job from the one at home. It has to survive a sandy terrace, a breeze off the water and a taxi with no air conditioning, so the best ones here are textured rather than precious. Staud's Isola and Rio crochet dresses, All That Remains' Donna and the Akoia Swim asymmetric crochet midi all move with you and fold down to almost nothing.
Then there is fringe. Aje's Florentia raffia maxi swings when you walk, and Paris Georgia's fringe cotton maxi is quieter but does the same thing at the hem. Sea's Gracelyn and Hilda bring lace in pink and butter yellow, and Staud's Delfina organza maxi is the one I would save for the last night.
A quick test for holiday evening dresses: sit down in it. Crochet and lace that pull open when you sit look very different at a table than they do standing in a mirror.
What I would skip: anything that needs a strapless bra you have not packed. Check the straps before the color.
Evening dresses for the trip

Fringe Cotton Maxi Dress
Paris Georgia

Rayna Floral-Appliquéd Crepe Maxi Dress
Leo Lin

Lovelight Tiered Lace Dress
Third Form

Florentia Raffia Fringe Maxi Dress
Aje

Crochet Asymmetrical Cotton Midi Dress
Akoia Swim

Delfina Printed Organza Maxi Dress
STAUD

Gracelyn Embellished Lace Maxi dress
Sea

Louise Striped Silk Midi Dress
STAUD

Exclusive Mendra Jersey Maxi Halter Dress
Andres Otalora

Everyday Pleated Striped Cotton-Blend Midi Dress
St. Agni

Darya Lace-Trimmed Linen-Cotton Mini Dress
Posse

Hilda Pleated Lace Midi Dress
Sea

Donna Cotton Crochet Dress
All That Remains

Orly Embellished Linen Maxi Dress
Cala de la Cruz

Isola crochet embellished cotton beach dress
Staud

Rio crochet cotton beach dress
Staud

Shine Crochet Maxi Dress - Exclusive
AQUA

Crochet Ruffle High Low Dress - Exclusive
AQUA

Infinite Journey Maxi Dress
JLUXLABEL

Story Dress
LoveShackFancy
Additional finds for vacay
Everything that is not a dress lives here: the swimwear, the cover-ups, the sandals and the small things that make a suitcase feel finished. Eres' Mouna top and Malou bottoms, the Missoni zigzag bikini and Hunza G's polka-dot Colette are the swim I would pack, and A.Emery's Jalen sandals come in leather and suede so one pair can stay by the pool.
Camilla's embellished silk kaftan and the Bananhot, La DoubleJ and Roberto Cavalli cover-ups go over swim. St. Agni's beaded Taxi top and Simon Miller's raffia crochet mini are for the nights you skip the dress, and the MOSCOT Lemtosh, CELINE Triomphe and Bottega Veneta Mitre frames cover the sunglasses. Tom Ford's Soleil Blanc body oil is the last thing in the bag and the first thing out. If you want to keep browsing, I also put together Vacation Dresses, Skirts and Crinkle Swimwear For Vacation.

Mouna bikini top
Eres

Malou bikini bottoms
Eres

Zigzag bikini
Missoni

Colette polka-dot bikini
Hunza G

Logo Triangle Bikini
Dolce&Gabbana

Floral embellished draped silk kaftan
Camilla

Jim chevron cotton beach cover-up
Bananhot

Printed cotton beach cover-up
La DoubleJ

Leopard-print silk beach cover-up
Roberto Cavalli

Taxi Beaded Top
St. Agni

beep beep mini skirt
RAFFIA CROCHET

Crochet fringed cotton miniskirt
Anna Kosturova

Esme Silk Twill Top
Reformation

Full-On printed silk twill top
La DoubleJ

Jalen Slim Leather Sandals
A.Emery

Jalen Slim Suede Sandals
A.Emery

Kendal 35MM Suede Sandals
Black Suede Studio

Picnic Iride silk top-handle bag
Pucci

Bracelet Small woven leather shoulder bag
Chloé

LEMTOSH MONOCHROME RUBY
MOSCOT

Triomphe Stamp Pilot Sunglasses, 56.9mm
CELINE

Mitre Oval Sunglasses
Bottega Veneta

Luma rhodium-pleated, onyx, shell and resin beaded necklace - black - One Size
JULIETTA

Soleil Blanc Shimmering Body
TOM FORD

Island Goddess One Piece Swimsuit
La Blanca

U-Wire Bikini Top
SKIMS

Inca Palacio Underwire Bikini Top - Exclusive
Agua Bendita

Ruby One Piece
Bright Swimwear

Atena Parallel Triangle Top & Atena Cheeky Bikini Bottom
ViX Paula Hermanny

Lace Overlay Halter Bikini Top
PQ Swim

Winona Top & Soleil Bottom
Beach Riot

Hilo One Piece Swimsuit
FARM Rio






