If you’re anything like me, planning your vacation outfits is half the fun of the trip itself! Especially for a place as stunning as Greece.
I’ve been dreaming up all the breezy dresses and chic sets to wear against those iconic white and blue backdrops. I’ve rounded up some of my absolute favorites to give you some major inspo!
1. Elegant Baroque Print Halter Maxi Dress

Okay, how chic is this? This navy blue and gold maxi dress is bringing all the baroque elegance to your vacation. The fabric is this rich navy blue, decorated with a gorgeous gold print for a seriously luxe effect.
It has a modern front zipper detail that I love, and the spaghetti straps are so flattering on the shoulders. You can totally dress this up with some gold jewelry and heels or keep it more casual with leather sandals.
2. Breezy White Crochet Mini Dress

If you’re on the hunt for some Mediterranean romance, this white crochet halter mini is it! I mean, the plunging neckline and open crochet knit fabric are just so flirty and breezy.
This is such a lightweight stunner to pack for a dreamy dinner date under the stars. I’d pair it with some wedges, for sure. Plus, the halter neck tie lets you adjust the fit to make it perfect for you.
3. Patterned Crop Top and Leather Midi Skirt Set

I love a good textural contrast, and this pairing of a patterned crop top and a leather midi skirt is such a vibe. The short-sleeve crop top has this vibrant pattern that just pops against the sleek leather skirt.
The skirt is calf-length and skims your shape while still letting air flow, and the crop top gives you that flirty midriff moment that’s perfect for the islands.
To complete this rocker-chic look, just add some strappy sandals and sunnies!
4. Floral Lace Trim Ribbed Mini Dress

This is one of those dresses that just blends timeless romance with a little bit of contemporary edge. I’m obsessed. The ribbed fabric is super curve-hugging and flatters your shape, while the floral lace trim and off-the-shoulder neckline add such a feminine flair.
You have to pair this flirty little number with strappy heels for dinner dates along those cobblestone streets. The material is so lightweight, it will keep you comfortable in the heat while you’re still serving up major style.
5. Pretty Polka Dot Maxi Dress

A polka dot maxi is such a breezy and beautiful choice for sightseeing. This one is especially cute with its flattering off-shoulder puff sleeves. It also has a front slit, which is great for giving you better movement.
I’d style this with flat sandals during the day, but you could totally dress it up with wedges for dinner. That timeless polka dot print is going to look amazing in photos against all those whitewashed buildings.
6. Nautical Striped Button Up Top and Eyelet Maxi Skirt Set

You can totally channel some breezy nautical vibes with this striped button-up top and eyelet maxi skirt combo. For beach days, you can tie up the oversized striped shirt right over your bikini top.
Then, for an easy day-to-night outfit, just tuck it into the matching white eyelet skirt. All you need to finish it off are some tan leather sandals and a wide-brim sun hat for that timeless Greek style.
7. Breezy White Floral Jumpsuit

This is how you do effortlessly chic. This angelic white floral jumpsuit has long, billowing sleeves that are just so dreamy. The elastic waist is super easy and gives you a comfortable shape, and the wide-leg pants just flow so gracefully.
That vibrant floral print adds all the Mediterranean romance you need, and the long sleeves give you just enough coverage from the sun. Complete the look with tan gladiator sandals and some oversized sunnies. Vacation perfection!
8. Blue and White Patterned Crop Top and Maxi Skirt Set

You really can’t go wrong with a classic blue and white color pairing, it’s a fact. This matching set has a breezy blue pattern that is just effortless Greek style. The crop top has spaghetti straps and offers a flirty peek of your midriff.
Meanwhile, the ankle-length skirt gives you coverage for those long days of walking in the sun. The best part is that you can mix and match this crop top with other pieces, too!
I just think the blue and white pattern on this set feels so right for the landscape, like sweet blue skies and crisp whitewashed buildings.
9. Cream Bodycon Midi Dress

Okay, time to flaunt that fabulous figure! This cream-colored strapless bodycon midi is the one. The fabric is totally curve-hugging, so it smooths and shapes, while the midi length gives you a little sun-kissed leg moment.
For a dinner along the waterfront, I’d pair this sultry silhouette with some delicate jewelry and ankle-strap heels. Trust me, this dress guarantees you’ll be turning heads wherever the night takes you!
10. Breezy White Ruffled Maxi Dress

This white maxi dress is the definition of Greek island vacation goals! I am obsessed. The spaghetti strap bodice has these pretty ruffled trims across the bust and shoulders, which adds such a feminine flair.
The skirt is ankle-length and sways so breezily with every step, which is perfect for keeping you cool and comfortable. You can dress it up with wedges or keep it casual with leather sandals.
Looking angelic has never been so easy!
11. Body-Hugging Knit Midi Dress

If you want to showcase your curves, you have to try this sleeveless, scoop neck knit midi dress. The bodycon fit totally hugs your shape, but not in an uncomfortable, clingy way.
The midi length is so great for daytime modesty while still feeling sexy. I’d definitely pair this with a cute straw hat and some slides for exploring the islands.
A bodycon knit fabric like this is honestly perfect for the heat in Greece. It offers plenty of coverage while still being super figure-flattering.
12. White Crop Top, Denim Shorts, and Striped Button-Up Set

For a cool and casual vibe, this easy set is where it’s at. You’ve got a white crop top, denim shorts, and an oversized striped button-up shirt.
The cropped length keeps your midriff breezy in the heat, and the cuffed denim shorts show off a little leg.
Just layer the open striped button-up over the top for a relaxed, grunge-inspired feel. Finish it off with classic white sneakers. It’s a totally fuss-free outfit, but it’s still so Instagram-worthy!
13. Blue Cropped Blazer, Crop Top and Mini Skirt Set

This is such a flirty twist on traditional tailoring. This set comes with a pastel blue blazer, a crop top, and a mini skirt. The double-breasted blazer is cropped, offering a pretty pop of color while cinching your waist.
Pair it with a simple white crop top and the matching blue mini. To finish the look, add some tan wedges for that perfect blend of pretty and professional.
This set is a dream because it transitions so seamlessly from sightseeing to sundowners!
14. Yellow Tiered Maxi Skirt and White Crop Top Set

You can totally brighten up the Greek landscape with this vibrant set. It’s a yellow tiered maxi skirt paired with a white strapless crop top. The crop top is so flirty and flatters your shape, while the yellow maxi skirt adds a bold pop of color.
The tiered fabric is so breezy and sways elegantly with each step, keeping you cool and comfortable. For the perfect finish, add some tan gladiator sandals and a straw beach bag for that effortless Greek vacation style.
15. Nautical Striped Crop Top and Wide Leg Pant Set

Channel your inner Greek goddess with this one! It’s a breezy nautical set featuring a cropped striped top with a flattering lace-up neckline. The high-waisted wide-leg pants just billow so elegantly with every step.
The contrasting stripes and sailor vibes feel so fitting for the Greek islands. You can dress it up with wedges or keep it casual with flats. I love that this set is perfect for both daytime adventures and evening cocktails.
16. Blue and White Floral Print Tiered Maxi Dress

This is how you embrace effortless tropical elegance. This blue and white floral print maxi is just stunning. The timeless floral print honestly looks like it was made for the Greek landscape!
The sleeveless dress has a square neckline with smocked shoulders, which then leads down to a tiered skirt. The skirt sways so dreamily with each step you take.
17. Stunning Strapless Floral Maxi

Just bask in the Mediterranean vibes with this gorgeous strapless floral maxi dress! The vibrant colors and blooming floral print are giving all the tropical elegance.
The bodice is fitted, so it flatters the bust, while the skirt flares out for breezy comfort. To elevate the look, add a pearl necklace that complements the colors in the floral print.
This vacation-ready dress totally deserves a spin with a view!
18. Black Satin Cowl Neck Slip Dress

What a way to end your evening on a sultry note. This black satin cowl neck slip dress is everything. The silhouette is slim and it’s topped with an elegant draped cowl neckline. It also features a subtle side slit.
The lustrous satin fabric catches the light so beautifully when you walk. Just complete the look with some sparkling jewelry and strappy heels for an entrance that demands attention!
19. Tropical Printed Maxi Dress

This is like an escape to paradise in a dress! This vibrant printed maxi has a colorful abstract print that just exudes tropical vibes, which is perfect for your Greek island getaway.
The slim spaghetti strap bodice hugs your top half, while the flowy ankle-length skirt moves so breezily. You can cinch the look with a woven belt or some layered necklaces.
Then just finish it off with tan leather sandals and a straw hat for vacation perfection!
20. White Halter Maxi Dress with Embellished Bustier

Talk about a show-stopping entrance for your next Greek soirée! This embellished halter maxi is it. The bodice is bustier-style and features these glimmering embellishments across the chest for some high-impact glam.
I love a halter neckline because it shows off the shoulders so beautifully. Meanwhile, the slim ankle-length skirt just moves fluidly with each step.
If you have a special occasion on your itinerary, this embellished halter dress will guarantee a memorable night!
21. Sunny Yellow Wrap Mini Dress

You can inspire sunshine wherever you go in this vibrant yellow wrap mini dress! The wrap top is super flattering and really accentuates your waist. The skirt is flowy, which will keep you feeling breezy in the Greek heat.
This happy color is so perfect for daytime sightseeing. I’d pair it with flat sandals and some cat-eye sunglasses for that chic Mediterranean style. And because it’s an adjustable wrap top, you can create the perfect fit.
22. Blue Halter Maxi Dress

You are guaranteed to make waves in this breezy blue halter maxi dress! It has a slim halter neckline that is so flattering on the shoulders, and then it billows out to a flowing, ankle-length skirt.
The rich blue color totally reminds me of the vibrant Greek waters. You can dress this look up with tan wedges or keep it more casual with leather sandals. No matter where you wear it, this dress is sure to make a splash!
23. Two-Piece Black and White Striped Set

You can truly never go wrong with classic black and white stripes on vacation. This two-piece set has a sleeveless crop top and a matching high-waisted maxi skirt that features a sultry side slit.
Tuck in the crop top to really accentuate your waist. Then you can let the skirt’s thigh-high slit flash a little leg with each breezy step. Just complete the look with simple black accessories for some seriously timeless style.
24. Matching Floral Crop Top and Maxi Skirt Set

For a two-piece option that’s a little more versatile, you have to try this matching floral set. It’s a crop top with a high-waisted maxi skirt. The bandeau crop top gives a flirty flash of your midriff while still offering plenty of coverage up top.
At the same time, the ankle-length skirt billows so elegantly as you walk. You can mix and match the crop top with other bottoms or pair the floral skirt with solid color tops, too.
25. Floral Print Bikini and Sarong Set

This is how you soak up those Greek island vibes. This bohemian floral print bikini and sarong set is just perfect. The matching floral print bikini top and sarong skirt give you that perfect balance of flirty and modest.
To complete your beach babe look, add a wide-brim straw hat, some tan leather sandals, and a woven beach bag. Then you’re all set for a dreamy afternoon relaxing by the beach!
26. White Eyelet Crop Top and Matching Maxi Skirt Set

Speaking of angelic white looks, you just can’t go wrong with this two-piece matching set! Both the puff sleeve crop top and the ankle-length maxi skirt have the same intricate eyelet cutout design.
I love that the flirty peek of midriff from the crop top balances out the modest coverage of the long skirt. You can dress up the set with tan wedges or keep it beachy with some leather flat sandals.
Either way, you’re going to look totally photo-shoot ready!
27. Black and White Patterned Two-Piece Set

Let’s talk about classic black and white, especially when it’s in a funky pattern like this! This two-piece set has a strappy crop top and a matching ankle-length maxi skirt. Both pieces are covered in this abstract black and white print.
The crop top is super flattering to your shape, while the flowy skirt sways breezily with every step. You can dress it up with some colorful accessories and heels or keep it casual with flat sandals.
No matter what, this set is guaranteed to get you endless compliments!
28. White One-Shoulder Crop Top and Side Slit Maxi Skirt Set

This is how you amp up your vacation style. This modern white set has a one-shoulder crop top and a side-slit maxi skirt. The crop top is so flattering and bares just a subtle midriff.
Then, the thigh-high side slit on the skirt adds a sultry touch as you walk. To complete the set, add some metallic jewelry and tan gladiator sandals for a look that’s pure contemporary Greek elegance!
29. Sultry White Lace Mini Dress

Speaking of romance, can we talk about this white lace mini dress? It is a sensational choice for a special night out. The sleeveless silhouette has a plunging neckline and sheer lace side panels for just a hint of skin.
The lace overlay is so intricate and adds this amazing, eye-catching texture. To complete the look, I’d add tan wedges and some golden jewelry for that full Mediterranean glamour.
This dress guarantees you’ll get admiring glances the second you enter the restaurant!
30. Breezy White Wide Leg Pants and Bandana Crop Top Set

This set is perfect for keeping things breezy and boho. It’s an easy white wide-leg pant with a bandana crop top. The bandana halter top adds a fun pop of color, and the pants just billow so gracefully with each step.
The silhouette is just effortlessly chic, and it will keep you cool and comfortable all day long in that Mediterranean heat. To finish the look, add some flat leather sandals and a woven bag for a laid-back Greek style.
31. Textured Crop Top and Flowy Satin Skirt Set

Speaking of mix-and-match potential, you have to check out this textured long-sleeve crop top paired with a silky satin maxi skirt. For a more tailored look during the daytime, you can tuck the crop top into the high-waisted skirt.
Then, for breezy comfort at the beach or on your balcony at sunset, just untuck it. The satin skirt is so luxurious and billows elegantly as you walk. I also love that the neutral colors let you get more wear out of each piece.
32. Leopard Print Maxi Skirt and Cropped Tee Set

Ready to unleash your wild side? This easy set is the way to do it. You have a cropped tee and a leopard print maxi skirt. The cotton cropped tee keeps your look casual and breezy.
At the same time, the leopard print skirt makes such a sultry style statement. Finish it off with some strappy sandals and a top knot bun.
This set has the perfect balance of comfort and va-va-voom, so you can take on the islands in style.
33. Colorful Patterned Romper

You’ll make a vibrant splash in this wildly colorful patterned romper! The long-sleeve silhouette is designed to hug your shape while giving you plenty of comfort and flexibility. It’s a total win-win.
34. Breezy Blue and White Ombre Maxi Dress

Can we talk about some vacay eye candy? This blue and white ombre maxi dress is a flowing dream come true. The color fades from a rich blue at the top to a crisp white at the bottom, and it just evokes images of clear skies meeting the sea.
The sleeveless silhouette has a slimming scoop neck bodice, and then the skirt flows out so gracefully from the waist down. Just complete your ethereal look with some tan gladiator sandals and sun-kissed waves!
35. Chevron Pattern Crochet Mini Dress

This is how you bring some charm to your vacation style. This chevron pattern crochet halter dress is so cute.
The silhouette is flirty, with a plunging neckline, while the open crochet knit fabric keeps you breezy on those warm Greek days.