I Island Hopped in Greece for 2 Weeks—and I Didn't Check a Bag Thanks to These 15 Packable Fashion Pieces

Travel + Leisure

21-06-2025

Greece will always hold a special place in my heart. It was the very first international destination my (now) husband and I visited, nearly a decade ago—and, just last year, it's where we went on our honeymoon. On the former trip, we visited Athens, Santorini, and Crete; on the latter, we spent two gorgeous weeks island hopping from Paros to Milos and then on to Sifnos.
Visiting three Greek locales requires a foolproof packing list to ensure that every activity, terrain, and climate is accounted for. I also highly recommend sticking to a carry-on bag if you can (at least, that's my preference, especially when navigating the narrow streets of Greece). Below, explore the 15 non-negotiable travel clothing and accessory essentials I relied on that deserve a spot in your suitcase when visiting the Greek Isles this summer.
A solid button-up blouse — ideally in linen, cotton, or silk — is at the top of my summer vacay list. I personally packed this Quince Washable Stretch Silk Blouse on my trip, and it's one I often take on any vacation because it's so versatile and easy to wear. Not only is it super lightweight and breathable (a must in a warm climate like Greece), but it also takes up virtually no space in your suitcase.
Plus, this top is the ultimate clothing chameleon: Pair it with casual shorts and sneakers, wear it with a skirt and heeled sandals, or toss it over your swimsuit as a classy cover-up. I personally own it in white (and find that's the most versatile), but it also comes in a number of other lovely colors.
For days of visiting beaches or exploring Cycladic towns, I always reach for an easy-to-wear pair of shorts. On extra warm days, I'm a fan of wearing a loose-fitting linen option like these Quince European Linen Shorts, which I packed for my last trip to Greece. I own them in black, but they're also available in a number of pretty colors and patterns to suit any preference.
For something a bit more structured, you could opt for these classic Madewell Bermuda Shorts. Either of these neutral options could easily mix and match with any of the tops in your luggage, so there's no need to pack more than one pair in your carry-on.
A gorgeous pair of linen pants is a must for any Greek vacation. I've been obsessed with the Australian fashion brand Dissh's elastic linen trousers for travel, but if you're looking for something at a lower price point, you can't go wrong with this $40 wide-leg pair from Halara. Whichever route you choose, you'll have a wrinkle-free, space-saving option that goes with everything, whether you're exploring the city or hanging by the beach.
Let's be real, when we're packing for vacation—especially somewhere as scenic as Greece—you're going to want to bring at least one standout, picture-worthy outfit. My personal favorite: a statement dress, like this stunning floral one from ASTR the Label. It's worth noting that while a maxi dress may take up a bit more space than its shorter counterpart, it's a one-garment outfit, which is ultimately a space-saver.
Any dress with a vibrant pattern or unique design will make you feel like an ethereal Greek goddess, in my opinion. However, you can still go bold with something understated like this smocked maxi dress from Amazon-loved brand PrettyGarden. Personally, I packed this Favorite Daughter linen dress on my last trip to Greece, and it was a chic hero piece for my vacation wardrobe.
On a trip to Greece, you're going to need sandals that are well-suited for wearing to the beach, walking along cobblestone paths, and maybe even hiking down into secluded coves (yes, this came up while I was in Milos). For that reason, I'd recommend packing a pair of sandals that are well-suited for any active adventure, like the Teva Hurricanes or Merrell Speedfusions.
When I'm headed to a coastal destination like Greece, I love packing a simple dress like Dissh's Lotus Linen Dress that I can toss on with a pair of sneakers and head out for a day exploring, or slip over my swimsuit before heading to the sea. It embodies that effortless Greek style, hardly takes up any packing space, and creates a complete outfit with just one easy-to-wear piece. For something a bit more budget-friendly, I found this linen dress at Amazon that achieves the same vibe at a fraction of the price. $90 at Amazon $90 at Nordstrom
While you'll most likely spend your days ambling around Greece in a pair of sandals, it's always a good idea to bring at least one pair of closed-toed shoes on any trip (especially for when the temps drop at night). For the purposes of a Greek vacation, I'd keep it simple with a pair of white sneakers. On our trip, I opted for classic Reebok Club Cs, whereas my husband packed a pair of white and navy Nike Killshot leather shoes. Pro tip: I'd wear these on the plane to save space in your bag.
A trip to the Greek Isles means plenty of time swimming in pools and the sea; therefore, a chic swimsuit is a must. For lounging by the pool at Andronis Minois Paros, I packed the LSpace Hazel Ribbed Bikini Top and matching bottoms, which I adored because both are super comfortable, offer a decent amount of coverage for a two-piece, and also the white piping gives the classic black bikini a more unique design.
However, if you're not a fan of bikinis, then check out the Baewatch Colorblock Trim Ribbed One-piece Swimsuit, which has a similar style, or Cupshe's ultra-flattering one-piece that's only $40 at Amazon.
Hopefully, your Greek isle itinerary includes plenty of time at the beach and on the water, which means your valuables might be in danger of getting wet or sandy. That's where a waterproof bag like this one from Amazon (which has thousands of five-star reviews) can come in handy. Simply slip in your phone and then enjoy the Aegean Sea stress-free.
While you can get away with dressing pretty casual in Greece, I like to have at least one pair of sandals that feel elevated enough to wear to a nicer dinner, which is why I packed the Nisolo Platform Sandals for my trip and absolutely loved wearing them. Not only do they have incredible support for long days on your feet, but they also work just as well with a pair of shorts as they do with a more elegant dress. $198 $158 at Vuoriclothing.com
Even though Greece gets quite warm in the summer, temperatures can drop at night, especially if you're visiting one of the windier islands like Milos. I recommend packing at least one jacket, like this insulated option from Vuori, which is one of my go-tos for just about any trip—it features a lightweight yet warm construction and neutral colorway that goes with everything.
Speaking of layers, a cardigan is another great option for when the temperatures dip come nightfall. A few of my favorites include the Jenni Kayne Murphy Cardigan, which you can wear on its own as a sweater or draped over a dress (it came in handy when we ferried over to Sifnos, where we experienced the incredible cuisine and meandered about the breezy cliffside towns). Over at Amazon, you can achieve the same look with the Verdusa cropped cardigan ($30) or the Amazon Essentials V-neck Cardigan Sweater that's on sale for $17.
One of my favorite accessories to pack is a silk scarf. It takes up virtually no room in your luggage, but can completely transform an outfit by adding a splash of color to an otherwise simple ensemble. Most of the scarves in my collection are either passed down from my mom or sourced vintage, but I spotted a couple that would be a great addition to anyone's collection, like this pretty blue and white option from Kurt Geiger, bold printed Nordstrom one, or even this silky floral-adorned option from Amazon that's on sale for $13.
An iconically shaped pair of sunglasses is a great space-saving accessory that can elevate your entire outfit while also protecting your eyes. I packed these fun cat-eye sunglasses from Maui Jim for my last trip to Greece, and I love these sunnies for their vintage style, along with the fact that they feature polarized lenses, a must when walking around Greece or relaxing by the pool at our sophisticated yet understated hotel, Verina Astra. For a lower price point option, I'd recommend Goodr's no-slip, no-bounce Circle G shades for $25.
When I'm enjoying a dreamy adventure abroad, I want my sleepwear to rise to the occasion. I am currently obsessed with the silky-smooth pajama sets from Eberjey, which feel truly luxurious on my skin. The breathable fabric also stays fresh and clean after multiple wears, reducing the need to pack excessive sleepwear. My other favorite summery shorts sets (both on vacation and at home): Cozy Earth's bamboo PJs, Quince's 100% European Linen PJ set, and Old Navy's $40 Poplin Pajama Short Set.
Another small accessory that can make a big impact: jewelry, of course. For a Grecian vacation, I love this Pavoi coin necklace at Amazon, which only costs $17, or this layered set from Aritzan Joyeria, both of which help upgrade even a simple outfit. I'm also a fan of these lovely Gorjana braided earrings for the same reason.
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