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Hi Sugarplum!

What I Packed for Spring in NYC

May 29, 2015

Happy Friday! We just arrived in Skagway, for a day exploring the countryside by rail, and yesterday was spent dog-sledding on a glacier! Amazing, to say the least. So it was certainly tricky packing for this Alaskan cruise, with so many different scenarios…glacier hiking, dog-sledding, formal dinners, lounging days at sea. I did a pretty good job, but would make some tweaks if I did it all over again. I’ll be sure to share with you once we’re back home.

Packing for a long Spring weekend in New York City wasn’t quite as challenging, and even though we lucked out with some really lovely weather, I brought layering options. These mild temperatures are the easiest to pack for, since the lightweight clothes take so little space in your suitcase. But to stick with my ‘pack it all in a carry-on’ mantra, I chose items that easily played Day to Night duty.

Hi Sugarplum | Packing for a NYC weekend

We’ll start with my travel uniform…always a combination of a maxi skirt or dress, paired with a jean jacket, and easy-to-remove shoes. The striped bag doubles as my purse and carry-on, and contains everything I need for a comfortable and entertaining flight. (See what I pack for the flight here.) Once I arrive, I switch to a compact cross body bag for hands-free exploring.

Hi Sugarplum | {NYC} What I Packed
Jean Jacket | Tribal Tank | Maxi Skirt | Strappy Sandal | Striped Bag

When packing, I lay everything out on the bed, and create full outfits with the jacket, bag, shoes and jewelry. Then I narrow down the shoes and accessories by those that work with the most outfits. That method means you won’t always have the ‘perfect’ shoe for an outfit, but it insures you won’t sacrifice precious bag real estate for a pair of shoes that will only be worn once. Consider your activities too, and choose based on comfortabilty.

It also allows you the freedom to mix-and-match shoes and accessories depending on your mood, itinerary, and weather, once you arrive. Then, it sounds a little geeky, but I take a quick pic of each combination with my phone…it’s nice to refer back to those options once you’re actually on your trip.

Of course my go-to dresses came with me…they take up next to no space, and always arrive unwrinkled. Not to mention, they easily transition from day to night. They also allow me to eat freely without having to worry about getting too tight around the middle. #gluttonoustraveler

{DAY}

Hi Sugarplum | {NYC} What I Packed
Racerback Shift Dress | Jean Jacket | Tassel Necklace | Sandals | Tassel Crossbody
Hi Sugarplum | Packing for a NYC weekend
Racerback Shift Dress | Jean Jacket | Tassel Necklace
Strappy Sandal | Fringe Crossbody Bag
{NIGHT}
Hi Sugarplum | {NYC} What I Packed
Racerback Shift Dress | Tassel Necklace | Aztec Clutch (similar) | Patent Heels
Hi Sugarplum | {NYC} What I Packed
Racerback Shift Dress | Charm Necklace | Tassel Crossbody
Strappy Sandal | Sunglasses | Watch
Hi Sugarplum | {NYC} What I Packed

Hi Sugarplum | {NYC} What I Packed
{DAY}
Hi Sugarplum | {NYC} What I Packed
Racerback Shift Dress | Jean Jacket | Statement Necklace
Fringe Crossbody Bag | Strappy Sandal
{NIGHT}
Hi Sugarplum | {NYC} What I Packed
Racerback Shift Dress | Tassel Pendant Necklace | Cage Heels | Aztec Clutch (similar)
Hi Sugarplum | Packing for a NYC weekend

Rompers are my latest obsession…some are more comfortable than dresses, and more stylish than shorts…perfect for when you want to be comfortable, but still look pulled-together. Remember, it takes just as much effort to dress like a schlep…so why not look cute?!

{DAY}
Hi Sugarplum | {NYC} What I Packed
Military Jacket | Romper | Strappy Sandal | Fringe Crossbody Bag
Pendant Necklace | Watch
Hi Sugarplum | {NYC} What I Packed

Hi Sugarplum | Packing for a NYC weekend

You’ve seen this dress in Day to Night action here, and it was perfect again for this trip.

{DAY}
Hi Sugarplum | {NYC} What I Packed
Military Jacket | Ruched Dress | Tassel Crossbody
Strappy Sandal | Pendant Necklace
{NIGHT}
Hi Sugarplum | {NYC} What I Packed
Ruched Tank Dress | Tassel Pendant | Cage Heels | Aztec Clutch (similar)

I always throw a black cardigan in my bag, too…perfect for a little extra warmth, and doesn’t dress down an outfit the way a jean jacket would.
Hi Sugarplum | Packing for a NYC weekend
{DAY}
Hi Sugarplum | {NYC} What I Packed
Romper | Jean Jacket | Statement Necklace | Sandals | Fringe Crossbody Bag
On trips that involve a lot of walking, I make sure to have two daytime shoes for swapping out…it gives your feet a little break. And a jean or military jacket is the perfect top layer, it looks just as cute on as it does tied around your waist if the day warms up.

Hi Sugarplum | {NYC} What I Packed
Military Jacket | Romper | Fringe Crossbody Bag | Sandals | Pave Hoop Earrings
Hi Sugarplum | Packing for a NYC weekend

Remember this dress from my Dressing Room Diaries day with Mr. SP? It worked great for day and night, and packed easily, as well.

{DAY}
Hi Sugarplum | {NYC} What I Packed
Knee-Length Tank Dress | Flamingo Scarf | Tassel Crossbody | Sandals

{NIGHT}

Hi Sugarplum | {NYC} What I Packed
Knee-Length Tank Dress | Aztec Clutch (similar) | Cage Heels
Watch | Pave Hoop Earrings
Hi Sugarplum | Packing for a NYC weekend

This outfit was good for lounging around the apartment, or quick morning coffee runs, and the tank and scarf coordinated well with other outfits when an extra layer was needed.

Hi Sugarplum | {NYC} What I Packed
Distressed White Jeans | Pink Tank | Flamingo Scarf
Fringe Crossbody Bag | Strappy Sandal | Watch
Distressed White Jeans | Pink Tank | Flamingo Scarf

Fringe Crossbody Bag | Leopard Sandals

Normally I travel home in the same outfit as I arrive in, but this maxi packs so compactly, and the other items were already in my bag.

Hi Sugarplum | {NYC} What I Packed
Maxi Dress | Jean Jacket | Tassel Necklace | Strappy Sandal | Striped Bag
Hi Sugarplum | {NYC} What I Packed

Hi Sugarplum | {NYC} What I Packed

It seems like a lot of clothes, but I used this method for packing, and everything fit easily in a single carry-on sized rolling bag. Many of these outfits came with me to Alaska, too…it makes packing simpler when you have set combinations you know work and travel well. Which is your favorite of the bunch? Happy weekend, lovebugs!

See more Packing Tips posts here. And our {Trip Report} with tips and favorite NYC spots here.


Make sure you follow me on Facebook here for daily sales & sign up for my weekly newsletter here for sneak peeks, special Q&As, & Sugarplum Picks!

by Cassie 
28 Comments
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Packing Tips, Spring & Summer, Travel, United States

 

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previous article: Simple Teacher Gifts to Make & Give
next article: {Top Ten} May

Comments

  1. Mix and Match Mama says: May 28, 2015 at 10:53 am

    I'm totally in love with how you broke down this post! Have the best day at sea!

    Reply
  2. Sheaffer {Pinterest Told Me To} says: May 28, 2015 at 11:11 am

    Um, yeah. I'm going to need you to come live with me. Each time before I go anywhere, including the ranch, you are going to need to teach me your ways. You looked SO DANG CUTE in every single outfit! And I can't believe all of that fit into a carry-on! #wp

    Reply
  3. [email protected] Chronicles of Home says: May 28, 2015 at 11:37 am

    I'm completely obsessed with rompers right now too. I feel like I'm wearing PJs! And that red and purple one – holy cow, I am so sad it's only left in L!! There's another one on that site that is super cute too though. Did you find the size pretty TTS?

    Reply
  4. designchic says: May 28, 2015 at 12:13 pm

    So many cute outfits – love the last dress and the rompers…adorable!!

    Reply
  5. Mrs. Limestone says: May 28, 2015 at 12:50 pm

    Love your style as always. Some of these were taken right outside my office – I would have come said hi 🙂

    Reply
    • hisugarplum says: June 2, 2015 at 3:10 pm

      I would have loved that!!! next time, for sure!

      Reply
  6. Becca @ Lexi and Lady says: May 28, 2015 at 1:01 pm

    Such cute outfits! I need to start selecting outfits for a trip to California, but I'm clueless about what will work for Cali weather in early June! If any ladies have suggestions please let me know!

    Becca
    http://www.lexiandlady.blogspot.com

    Reply
    • hisugarplum says: June 2, 2015 at 3:11 pm

      Hi Becca! I would think Cali weather would be similar…maybe a bit cooler in the evenings. I'd pack similar outfits, maybe throwing in a cardigan for evenings. Have so much fun! xo

      Reply
  7. diana says: May 28, 2015 at 1:21 pm

    You are infinitely more fashionable than me! Also, I think I need more dresses. And that flamingo scarf.

    Reply
  8. joen says: May 28, 2015 at 2:11 pm

    I really like the white distressed jeans with the pink tank and flamingo scarf,but your travel home outfit is also a great look.

    Reply
  9. 24 Shades Of Inspiration says: May 28, 2015 at 3:09 pm

    Super Cute style

    -xoxo Kacey

    Reply
  10. Mae Nelson says: May 28, 2015 at 3:24 pm

    Hi Cassie! You're just sooooo darn cute & I love your fashion posts!!
    I purchased that same blue maxi dress, but it seems a little thin on the bottom. (yikes!) I've been awfully paranoid of see-through dresses/pants this year – and am trying to find the perfect slip or slip-shorts. Did you find this to be true of this dress & do you have any recommendations for protection!? I just want to be comfortable & confident! HA! Thank you!

    Reply
    • hisugarplum says: June 1, 2015 at 4:09 pm

      Hi Mae! The dress isn't sheer, in that you can see through it, but the material is fairly lightweight, so I understand what you mean about feeling a little exposed back there. I just make sure to wear undergarments that hold my backend in place, so there's not a lot of jiggle! 😉 Usually boyshorts or hipster undies. And if you really want to hold it all in, try a boyshort spanx. xoxo

      Reply
  11. Queen In Between says: May 28, 2015 at 3:30 pm

    Always love these posts where you lay the outfits out and then show them on you! So adorable. The lining in my fringe bag tore and I've been lost! You look super hot momma….hope you are having a blast on your cruise!

    Reply
    • hisugarplum says: June 1, 2015 at 4:10 pm

      That is a bummer about your bag, but girl, you know Nordstrom will exchange it for you!!!

      Reply
  12. Leigh says: May 28, 2015 at 6:08 pm

    You're a super star packer! I am notorious for over packing, even on overnight trips. After seeing all your cute outfits, I now think I need more dresses. Hope you're having a blast!

    Reply
  13. Allison says: May 28, 2015 at 6:17 pm

    Great packing advice and all super cute outfits! That black racer back dress looks fabulous on you. You have such a cute figure. Hope you and your hubby are having a wonderful cruise.

    Reply
  14. Amanda Bajin says: May 28, 2015 at 11:58 pm

    Love love all the outfits! The idea of taking pictures of your outfits is just perfect. 🙂 Thanks for the great tips.

    Reply
  15. PATI CLARK says: May 29, 2015 at 5:15 am

    Yet again another great blog post …Always love all your fashion tips !!!!

    Reply
  16. Shelley Westerman says: May 29, 2015 at 11:41 am

    Every time I see one of your style posts I'm like, " Gah! I've gotta step up my style already!" I so wanna try a romper now. They look so great on you!

    Reply
  17. reshma says: May 29, 2015 at 12:18 pm

    I absolutely love your packing posts! They have really helped me so much. I decided to be a lot more organized and prepared ahead of time for our Memorial Day weekend trip and it helped so much! The blue bucket bag is so cute!! And I've finally given in and ordered the racer back dress…. You've given me so many options on how to wear it. Thank you for these posts! 🙂

    Reply
    • hisugarplum says: June 1, 2015 at 4:10 pm

      Yay, I'm thrilled they are helpful!

      Reply
  18. Dani says: May 29, 2015 at 6:39 pm

    The way you organize this post is genius! Love it!
    I've always wanted to go to NYC.. now I can't stop thinking about what I would wear if I did go!

    Dani
    http://www.DaniDearest.com/

    Reply
  19. Anonymous says: May 29, 2015 at 8:46 pm

    what do you wear under those short dresses? bike shorts? afraid the wind blows my way and I am in trouble 😀 thanks

    lilly

    Reply
    • hisugarplum says: June 1, 2015 at 4:12 pm

      Hi Anon! I wear my usual undies…typically boyshorts or hipster style. The dresses are more of a shift shape, so they don't blow up. Also, I'm about 5'4" and the dresses hit just above my knees, so I'm pretty covered! 🙂 xo

      Reply
  20. Anonymous says: May 30, 2015 at 1:57 pm

    I was wondering what you wear under the Tildon dresses as well. I have the black one, and it is a bit sheer. Do you wear a slip? Or bike shorts? Thanks! Every outfit is adorable!!!

    Reply
    • hisugarplum says: June 1, 2015 at 4:13 pm

      I haven't found them to be sheer…I wear my usual undies. But if you're concerned, just stick with a nude color, and boyshorts or hipster styles. That'll keep you covered! xo

      Reply
  21. Anonymous says: June 2, 2015 at 2:07 pm

    Thanks for the prompt reply, Cassie! And so soon after returning from your trip!! :))) I shall rock the dress this weekend in nude undies! 🙂

    Reply

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