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What to Wear on Vacation: 3 Cute Outfit Ideas for Summer Trips


Vacation Cover Photo
Photo Credit: Me :)

If you’re like me, packing for vacation is a struggle because you usually want to bring your whole closet with you! (Curse you, baggage weight restrictions!)

To help make the process a little easier, I’ve put together a few outfits for you to try on vacation, wherever your summer travels take you! I’ve also included a few packing tips to help you worry less about packing and have fun more fun on your trip. Bon voyage!

Packing Tips

First, you want to make sure you pack a little purse or book bag for the plane. I always bring a little book bag and then put my purse inside that or in my suitcase so I have more room for snacks and books. Here’s a list of items to put in your purse/book bag for the plane ride:

  • iPod and Headphones
  • Books, Kindle, Magazines
  • 100 Calorie or other portioned snack packs – Perfect size for the plane!
  • Journal and pens – doodle or write a list of things you want to do on vacation
  • Wallet with money, ID, etc. (Easy to find in your bag)
  • Sunglasses
  • Hand Lotion (Travel bottle)
  • Small hand Sanitizer (Especially when on the plane… I use this religiously!)

Then, I bring a carry-on for the rest of my packing needs. Inside, I have a Modella case for my makeup and hair supplies. I got mine at WalMart and I love it! It’s soft (rather than hard plastic) and it fits nicely in my bag! Also, it’s important to have a carry-on bag with wheels – trust me, you don’t want to carry a heavy duffel bag around huge airports. Your back will thank you.

That’s just a little overview on what I like to take with me and how I like to pack. Now let’s check out some cute outfit ideas for vacation!

Outfit 1

Travel Outfit
Shirt, Shorts, Shoes, Belt

This outfit is perfect for traveling! The sandals are easy to take off at the airport (bring socks in your purse if you’re germaphobic), and the shorts and tank top make this outfit easy and breezy. The brown belt and fedora had add a nice touch, and keep this outfit stylish yet still comfortable.

This outfit could easily go from the airport to Disneyland, a resort, or wherever your travels may take you. The other great thing about this look is that the belt, shorts, shoes, and hat can all be worn interchangeably with the outfits below, saving you lots of packing room!

Outfit 2

Park Outfit
Shirt, Shorts, Shoes, Necklace, Ring

This next outfit is perfect for hanging out in the sun, or playing in theme parks all day. The bright flat sneakers keep your feet comfy while the tank top keeps you nice and cool. Add some rings and a conversational necklace and you are set for a day of fun! Don’t forget a little purse and some sunglasses.

Again, this is a super versatile look – this outfit and Outfit 1 could easily be swapped around to create a new outfit. Think white shorts, floral tank, sandals and fedora or jean shorts, nautical tank, and yellow shoes. Mix and match… that’s the name of the game while traveling!

Outfit 3

Dressy Travel Outfit
Dress, Shoes, Headband, Necklace

If you’re going out to dinner or walking around town during your vacation, you’ll want to bring a nice day-to-night sundress like this one. For daytime, wear it over your bikini with sandals, and at night, pair it with a cute headband, some flats (that fit easily into your bag), and an adorable necklace.

There you have it!

Voila! three easy outfits for you to bring along with you on your trips this summer. It’s always a good idea to put together a few outfits ahead of time and try them on so you know what they look like. Once you have a few outfits put together, you’ll have more time to do the things that are fun on your trip – rather than wasting your time getting ready in the morning!

Have fun this summer and remember to comment below and let me know where you’re going this summer and which outfit you like best!

Posted on on May 13, 2012 / Filed Under: Fashion Tips / Tags: , , , ,

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37 Responses to “What to Wear on Vacation: 3 Cute Outfit Ideas for Summer Trips”

  1. 1
    May 13th, 2012 at 6:39 pm

    I absolutely loved this post!!! As summer is quickly approaching many people (including me) are looking for good travel outfits and what to pack in a carry on. I loved all the outfits and they all looked very easy to travel in but I have to say, the first outfit was my favorite, just because of the laid-back but stylish look to it! I am going to Disneyland in a couple weeks and I am so excited!!! I haven’t been there in years! I regocnized in the top picture the flying dumbo ride! Thanks for the great post!

  2. 2
    May 13th, 2012 at 6:44 pm

    very cute outfits! i love the first one!

  3. 3
    May 13th, 2012 at 7:23 pm

    Aeroplanes are always too cold for shorts! Whenever I fly anywhere, I always feel like I’ve got a cold by the end! I usually go for leggings/jeggings, and layer long and short sleeves. If you’re in for a long-haul flight, you do not want to be cold for 12 hours (I know this from experience!)

    However, the outfits are cute :)

  4. 4
    May 13th, 2012 at 7:35 pm

    The three outfits are very cute. Good note on the first one, about carrying socks in the purse. The next time I travel on vacations, I will check your post to decide what to pack. Nice post!

  5. 5
    May 13th, 2012 at 7:38 pm

    Bring a nice big wrap sweater or scarf on the plane! It’s always chilly.

  6. 6
    May 13th, 2012 at 8:06 pm

    Good point!! I always get chilly on planes… A cardigan, scarf, or light jacket is perfect for plane rides. My legs rarely get cold, but if you’re the type of person who gets cold on planes I would opt for jeggings or comfy jeans. :) Thanks for the input!

  7. 7
    May 13th, 2012 at 8:14 pm

    Could you tell me where the hat is from in outfit 1? There’s not a link for it and it’s adorable!

  8. 8
  9. 9
    May 13th, 2012 at 8:35 pm

    I love these! My favorite is outfit 2. :)

  10. 10
    May 13th, 2012 at 9:15 pm

    First ones my favorite but there all great! Love this, I rake lots of trips so this is very helpful :) Oh and love the packing tips and almost every item on that list can be found in my carry on for plane rides ;) Fantastic post!!

  11. 11
    May 13th, 2012 at 9:30 pm

    Shorts are generally not good to wear on an airplane. In the event of an emergency landing wearing shorts can irritate/burn your legs when you slide down the escape slide. Also a belt is not so good for security. Usually wearing comfy leggings is the best idea!

  12. 12
    May 14th, 2012 at 12:09 am

    I like the first outfit. If I’m flying I think I would rather wear leggings and a loose t-shirt. But when I bus places I think this outfit would be good. it’s actually very similar to what I’ve picked out for an upcoming trip :)

  13. 13
    May 14th, 2012 at 12:19 am

    I like the mix & match; reminds me of the style mashups that the American Girl magazine used to do once in a while. :) Ah, nostalgia. The look with the yellow shoes is my pick for the best.

  14. 14
    May 14th, 2012 at 1:13 am

    omg! I love the 3 outfits!!! :) thxs!!

  15. 15
    May 14th, 2012 at 1:57 am

    I’m going to Thailand for 4 weeks, this is very useful! Thanks :)

  16. 16
    May 14th, 2012 at 2:00 am

    I love the third outfit!

  17. 17
    May 14th, 2012 at 8:41 am

    I absolutly love outfits 2 and 3!!!! Actually I would wear these outfits anywhere!!!!
    Thank you so much!!

  18. 18
    May 14th, 2012 at 10:07 am

    I love this post. I could see myself wearing each of these outfits, very cute and defiantly my style! Thanks for some great ideas and i can’t wait to see more posts!

  19. 19
    May 14th, 2012 at 10:52 am

    Planes are notorious for being to hot while grounded, and freezing airborne…! Bring a hoodie/cardigan (not a sweater, then you have to drag it over your head all the time), and a scarf. Scarves are lightweight, don’t take much room, and are suprisingly warm when trown over the shoulders. And don’t underestimate how cold your legs can be – on a recent flight I my legs were so cold they were hurting! A loose pair of pants/leggings/soft jeans are the best.

    And I would bring an outfit that included pants or a long skirt, in case you decide to be cultural and want to visit a church or other places were more conservative dress is needed (same goes for a cardi or a lightweight jacket).

    Face wipes of some kind, a deodorant/small perfume bottle and facial lotion is gold on longer trips, together with a toothbrush and toothpaste (in travel sizes, bought or made from your favourite products) – you never know when a transfer is delayed! (And tampoons!)

  20. 20
    May 14th, 2012 at 2:01 pm

    Marianne – Thanks for all those tips! You must travel a ton! I appreciate your input :)

    Also… I’m guilty of traveling in style rather than comfort. You never know who you might sit to next to on a plane. Could be your soul mate or it could be an amazing networking opportunity for a future internship or job. Keep that in mind when grabbing a loose tee and leggings. Maybe opt for some stylish skinny jeans, sandals, tank top, and cardigan with the fedora.

    Keep the input coming!


  21. 21
    May 14th, 2012 at 3:04 pm

    I really like outfit two and three. On planes I tend to go with my most comfortable jeans for all the reasons everybody’s already listed above. I also like to wear slip on shoes with those really small, foot socks because it makes going through security easier and I don’t have to have my feet touch the floor.

  22. 22
    May 14th, 2012 at 3:28 pm

    Paige – it has been some flights during the years ;) And some hellish delays….!

    I’m loving my skinny-yet-supersoft-jeans (or chinos, a long skirt, a maxi dress…), combined with ankle boots or sneakers, a shirt/white tee with a nice cardi and a great scarf, a stylish watch and a great bag – flightstyle all the way!

  23. 23
    May 14th, 2012 at 3:39 pm

    Marianne – I like how you think!! A trendy watch would be an amazing addition. I’m always on the lookout for styles that travel well and are still stylish!

  24. 24
    May 14th, 2012 at 6:40 pm

    Perfect timing. I’m headed to Disney in 11 days and love all three outfits!

  25. 25
    May 15th, 2012 at 3:58 am

    Cute outfits… I especially love the first one! I have just one thing to add… whenever I travel on a plane I always take extra layers to wear, as I always seem to freeze during the flight, no matter what the weather outside is.

  26. 26
    May 15th, 2012 at 11:32 am

    @Rin: Lucky!! Say hello to my favorite place and eat a churro for me :)

  27. 27
    May 15th, 2012 at 12:25 pm

    I’m a watch junkie :p And my style is quite classic (or boring, you might say), I’m not a risk taker in that regard, but I do love my accessories! (shoes, watches, jewellery, shoes, bags… *sigh*)

    Watches – so stylish, so potent in terms of what signals you send to the world in a non-flashy way (I’m a medical student, so it is kinda important to send the right signals in a more conservative way. I also work as an instructor using a dress-pant-and-firm-t-shirt-uniform, so watches and shoes are one of the only ways of showing personality)!
    Also, so practical as a student (no banging of necklaces against the desk, no noisy braclets – don’t get me wrong, I love those as well, but not always as wearable as a good watch), and finally: They are a potent way of satisfying my shopping cravings :D

    And, best of all, accessories are the easiest way to tone an outfit up or down – perfect for traveling! Casual day out and about – jeans, ballerinas and a shirt – just pop on a statement necklace and some braclets, a coat of lipstick and eyeliner – and you are good to go almost anywere :D
    …now I want to travel. Darn. Need to study, first!

  28. 28
    May 15th, 2012 at 3:57 pm

    I thought these outfits were cute and very easy to put together! I’ll be going to New York for the summer and was having trouble figuring out what type of outfits to put together…but thanks for helping me out with this.

  29. 29
    May 16th, 2012 at 2:01 pm

    Love these. Perfect outfits for the long car rde to disney. I’ll be there for 3 weeks and need nice interchangeable outfits. Last time I got yelled at by my husband for bringing too many clothes lol!

  30. 30
    May 18th, 2012 at 8:26 pm

    Your back with thank you.
    Not trying to be rude, just helping

  31. 31
    June 5th, 2012 at 4:58 pm

    Great outfits! The only things I don’t like are the tank and belt in the first one. My favorite would have to be the second one. :)

  32. 32
    September 23rd, 2012 at 12:18 am

    Hi! Your outfits are cute :) I just want to give a perspective of my view. Okkay guys, on the plane it can be hot and cold so ur in for a rough time trying to figure out what to wear. My point : cute and cozy if you want to add someting real cute go for cheetah print tights or anoher bright color and darken your top garments i would go for some sort of braid in ur hair because ehen you take it out =gorgeous curls ::::)))) try a cardigan and a gray top wih a necklace with some sort of shape. buenos noches loves :))

  33. 33
    January 10th, 2013 at 11:29 pm

    Soooo nice of u ….. Its sooooo helpful:))

  34. 34
    May 15th, 2014 at 8:42 pm

    Thanks for the great inspiration! Looks like I need to shop for more cute shoes and bags. :D

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