silk scarf shirt summer outfit

9 Outfit Ideas To Inspire You on What To Wear on Your Warm Weather Vacation

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If you work in education or have school-aged kids, then you may be winding down for the “back to school” season, but I know there are still a few out there squeezing in some last-minute trips and even already planning their next vacation (guilty). If you’re still in the summer spirit and you’ve got all the logistics planned out, next comes the usual vacation dilemma: What clothing pieces to put on your packing list? Whether you are going on a beach getaway or a relaxing retreat in Europe, here are 9 outfit ideas to help you figure out what to wear on your warm weather vacation.

For Traveling

biker shorts + cropped tank + linen button-down + sneakers + baseball cap + tote bag

biker shorts | sneakers | button-down

Sneakers are the backbone of all stylish travel wardrobes. On travel days when you are going from airport to airport, sporting some Veja sneakers is a good idea. Not only are they a Parisian favorite, but they have a timeless aesthetic and are comfortable to wear too.

This laid-back outfit is instantly elevated with a button-down. To channel a relaxed vibe to your travel day outfit, choose a linen button-down shirt. It can be worn with a cropped tank top that can take you from the airport to the beach.

For Lunch

blue button-down + linen pants + sandals

button-down | pants

You’ve finally landed at your warm-weather destination and now you want to unwind and have some lunch! But you have no idea what to wear.

The best way to look classy restaurant-ready is to wear a blue pinstripe button-down shirt. It’s effortlessly chic and the blue stripes will match perfectly to your coastal destination. When paired with linen pants, the whole look is elevated yet relaxed. To round off your classic lunch outfit, slip on some earthy-toned sandals.

For Shopping

swimsuit (or bodysuit) + slip skirt + espadrilles + straw bag

swimsuit | skirt | espadrilles (similar) | straw bag

Do you plan on going shopping during your warm-weather vacation? Throw on a midi slip skirt. Easy and breezy, there is nothing quite like the feeling of the direct sunlight and warm breeze on the legs.

This striped skirt delivers an effortlessly chic style in the hot weather, so it only makes sense to pair it with summer-ready espadrilles. They look especially fun and summery when they are paired with a straw bag too!

Pair your skirt with a classy black bathing suit. This swimsuit can be used as a bodysuit without anyone noticing. And then once you are done shopping, you can go straight to the beach!

For Dinner

linen maxi dress + sandals + straw bag

dress (similar) | straw bag

You will need at least one classic linen dress on your warm-weather packing list and a number like this is a good choice! The halterneck detail will help show off your summer tan and the cut-out adds a flirty touch.

A maxi silhouette will flow beautifully as you walk. To complete this romantic summer look, carry a practical but stylish straw bag to store your camera, lip gloss, and other important things.

Related: 6 Ways to Dress Like a Classic Hollywood Actress on Your Summer Vacation

For Getting Coffee

striped button down + denim shorts + ballet flats

button-down | shorts

Even seasoned travelers need a little pick-me-up to deal with jetlag. So before you head out to the cafe to get your caffeine fix, you will need chic clothing options to help you look and feel put together.

Consider dressing up in denim shorts and pair your shorts with a button-down shirt for a polished yet casual look. To round off your outfit, slip on ballet flats.

oversized button-down + denim shorts + sandals + straw bag

button-down (similar) | shorts

This is the perfect casual chic look for warm climates. When the sun shines, look effortlessly fashionable from head to toe in a white striped button-down shirt. It’s a breathable and stylish top to wear from the cafe to the beach.

This shirt is a little bit oversized, so to stop it from looking frumpy, do a half-tuck. And complete your outfit with denim shorts, a straw bag, and sandals to instantly activate your vacation mood.

For the Beach

swimsuit | coverup (similar)

There is nothing better than soaking up the sun while wearing a classic swimsuit. You can count on this white swimsuit to keep you looking fashionable during your entire vacation.

From white sunglasses to pendant necklaces, this swimsuit will work perfectly with everything in your vacation collection,

No swimsuit is complete without a beach cover-up, right? It’s what you need to wear before and after taking a dip in the water. Opt for this sheer black two-piece set that is a bit more unique than the typical maxi dress cover-up.

For Getting Gelato

scarf shirt + high-waisted shorts + espadrilles + straw bag

shorts (similar) | scarf (similar)

Enjoy refreshing summer treats (like gelato) in style with this look. It instantly brings to mind vacationing along the Mediterranean!

To achieve this look, all you will need is to turn your large or oversized scarf into a halterneck top. It’s a great alternative for anyone who wants to take a break from wearing tank tops.

Finally, pair your scarf top with high-waist shorts to balance out the skin exposure.

For Sightseeing

scarf shirt + high-waisted summer pants + sandals + straw bag

scarf (similar) | pants (similar)

A scarf shirt with a travel print adds all the charm to your warm-weather vacation look. White linen pieces are always great to wear for vacation, but it’s also fun to play with patterns too.

For strolling down charming cobblestone streets, team up your printed scarf with printed high-waisted pants for your summertime vacation. The final look will beat the heat and look effortlessly stylish.

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Knowing what to wear on your warm weather vacation is the perfect way to get you excited for your getaway. The next time you are headed on a vacay, copy these outfit ideas!

Not going to Europe anytime soon but wish you were? Here’s What To Wear for a European Summer (Whether You’re Traveling to Europe or Not)!

White bikini with black cover up
what to wear on your warm weather vacation


Founder and editor of My Chic Obsession, Carolyn is your trusted fashion maven. Carolyn's drive to help others achieve a classic and timeless wardrobe fuels her posts, making a go-to resource for style seekers worldwide. Beyond the wardrobe, she resides in the heartland of the Midwest, dreaming up new ideas and raising her two lively boys - her biggest fashion critics.