Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy.
1
Statement-Maker
Farm Rio Lilac Breaks & Bananas V Neck Romper
1
Statement-Maker
Farm Rio Lilac Breaks & Bananas V Neck Romper
Rule No. 1 of resort wear: Always go for statement-making colors and patterns. No one does a combination of the two better than Farm Rio. Case in point: this colorful, tropical-inspired romper that’s perfect for daytime adventures as it is for ocean-side dinners.
2
Day-to-Night Caftan
Savannah Morrow Plumeria Dress Ivory

2
Day-to-Night Caftan
Savannah Morrow Plumeria Dress Ivory
Everyone needs that one breezy caftan that can go from beach day to apertivo with a few notable accessory changes. Savannah Morrow’s relaxed caftan made of Turkish cotton and Turkish linen is exactly what we had in mind.
3
Bright Bikini
Hunza G Jamie Bikini Set

3
Bright Bikini
Hunza G Jamie Bikini Set
Hunza G has long been a cult-favorite among celebrities and the fashion set, and for good reason. The swimwear is made of seersucker, which is more lightweight than linen, and is sold as one-size that molds and flatters most body types.
Advertisement – Continue Reading Below
4
Mix & Match Set
Faithfull the Brand Tyde Shirt Bayou Stripe Cobalt

4
Mix & Match Set
Faithfull the Brand Tyde Shirt Bayou Stripe Cobalt
Now 30% Off
SHOP MATCHING SHORTS
Stripes are a beach-side essential. And what’s cool about this button down is that it comes with matching shorts that you can wear together over your favorite bikini. Then, later on, you can swap the bottoms for a pair of white jeans and wedges for dinner. It’s the best of both worlds.
5
Breezy Linen Pants
Vitamin A® Tallows Wide Leg Linen Cover-Up Pants

5
Breezy Linen Pants
Vitamin A® Tallows Wide Leg Linen Cover-Up Pants
Linen is always a “do” in warmer climates. Try these carefree linen pants with your go-to bikini, a straw hat, and oversized sunglasses for a laidback vacay look.
6
Beaded Halter
ViX Swimwear Flora Midi Dress

6
Beaded Halter
ViX Swimwear Flora Midi Dress
Now 40% Off
With a lightweight linen construction, a beaded halter neckline, and sexy side slit, what you have here is the ultimate day-to-night vacation dress. Wear with strappy sandals during the day and then change into heels and chunky gold earrings for a dressier look. Your bound to look flawless either way.
Advertisement – Continue Reading Below
7
Puff Sleeves
Johanna Oritz Sun Goddess Tie-Front Midi Dress

7
Puff Sleeves
Johanna Oritz Sun Goddess Tie-Front Midi Dress
The tie-front cut-out center gives this Johanna Ortiz dress a slightly sultry touch, while the puffy-sleeves and midi silhouette ensures its still tasteful for dressier occasions.
8
Crochet Set
Akoia Swim Bunga Crocheted Cotton Pants and Top Set

8
Crochet Set
Akoia Swim Bunga Crocheted Cotton Pants and Top Set
Crochet clothing was huge over the summer, and it’s not going away anytime soon. Our favorite way to wear it? As a matching two piece, of course. Wear over your favorite swimsuit to the beach or solo for island excursions.
9
Crochet Dress
ZIMMERMANN Devi Ruffled Crocheted Cotton Midi Dress

9
Crochet Dress
ZIMMERMANN Devi Ruffled Crocheted Cotton Midi Dress
Or, you can lean into the boho-inspired trend with Zimmermann’s knitted check dress with feminine ruffle tiers. Add in pair of mules and raffia evening bag, and you have the make up of a winning evening outfit.
Advertisement – Continue Reading Below
10
Topical Maxi
Lilly Pulitzer Wexlee Long Sleeve Maxi Dress

10
Topical Maxi
Lilly Pulitzer Wexlee Long Sleeve Maxi Dress
Lilly Pulitzer knows a thing or two about fun and timeless resort wear. Just imagine how fabulous this tropical maxi will look with wedges for a sunset aperitivo on the beach! I rest my case.
11
Cheery Wrap
AGUA BY AGUA BENDITA Lavanda Chivas Floral-Print Cotton and Silk-Blend Pareo

11
Cheery Wrap
AGUA BY AGUA BENDITA Lavanda Chivas Floral-Print Cotton and Silk-Blend Pareo
This floral pareo looks great wrapped around any swimsuit, but we’d argue it looks even better paired with the matching one piece.
12
Seasonless Caftan
Figue Paola Kaftan

12
Seasonless Caftan
Figue Paola Kaftan
A timeless black caftan featuring white embroidery will be in constant rotation long after you return from your getaway. You can wear it with sandals, heels, sneakers—it’ll look chic no matter which way you style it.
Advertisement – Continue Reading Below
13
Retro-Inspired
JOHANNA ORTIZ Spice Island Crocheted Midi Skirt

13
Retro-Inspired
JOHANNA ORTIZ Spice Island Crocheted Midi Skirt
SHOP MATCHING TOP
Johanna Ortiz masters vacation-wear again with crocheted patchwork halter top and matching maxi skirt. Proof of what’s old is new again.
14
Essential Coverup
Melissa Odabash Martina Embroidered Lace-Up Linen & Cotton Cover-Up Dress

14
Essential Coverup
Melissa Odabash Martina Embroidered Lace-Up Linen & Cotton Cover-Up Dress
Melissa Odabash’s simple and delicate coverup will work perfectly over just about any bikini or maillot.
15
Fun Color
ZIMMERMANN Alight Gathered Printed Linen Midi Dress

15
Fun Color
ZIMMERMANN Alight Gathered Printed Linen Midi Dress
Made of breezy linen and featuring a print of flowers, beaches, and maps, this Zimmermann dress was truly made for a holiday in paradise.
Advertisement – Continue Reading Below
16
Wear-Everywhere
ERES Oda strapless stretch-jersey maxi dress

16
Wear-Everywhere
ERES Oda strapless stretch-jersey maxi dress
If you’re only taking a carry-on with you—and let’s face it, you should!—this simple strapless black maxi dress is just the piece to pack. With a few notable accessory changes, this easy number will most certainly become the workhorse of your suitcase.
17
Elegant Eyelet
CHARO RUIZ Irene Scalloped Broderie Anglaise Cotton-Blend Maxi Dress

17
Elegant Eyelet
CHARO RUIZ Irene Scalloped Broderie Anglaise Cotton-Blend Maxi Dress
Eyelet will always be a warm weather classic, especially if it comes in dress as cute as this one.
18
Zesty Pop of Color
Alejandra Alonso Rojas Exclusive Summer Club Crocheted Silk Midi Dress

18
Zesty Pop of Color
Alejandra Alonso Rojas Exclusive Summer Club Crocheted Silk Midi Dress
If it’s a bold look you’re after, Alejandra Alonso Rojas has you covered with an anything-but-boring crochet dress that will surely turn heads.
Advertisement – Continue Reading Below
19
Seas the Day
Ciao Lucia Barbara Dress Shell

19
Seas the Day
Ciao Lucia Barbara Dress Shell
Looking for the perfect vacation dress? Might we suggest Ciao Lucia’s sea shell-printed frock featuring a flattering smocked bodice? Cute as can be.
20
Scalloped Details
Posse Zayla Top

20
Scalloped Details
Posse Zayla Top
SHOP MATCHING SKIRT
Whether you wear this scallop-trimmed top as a separate with jeans or as a co-ord with the matching skirt, it’s bound to become your most worn piece of your warm-weather wardrobe.
Advertisement – Continue Reading Below
Advertisement – Continue Reading Below