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Home - 9 Questions to Ask Yourself Before Buying a New Vacation Wardrobe
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9 Questions to Ask Yourself Before Buying a New Vacation Wardrobe

Carolyn BunnBy Carolyn BunnMay 20, 20246 Mins Read
9 questions to ask yourself before buying a new vacation wardrobe
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9 questions to ask yourself before buying a new vacation wardrobe

We’ve all been there, on a trip or before it, swept up in the excitement and just HAVE to have that one item. But the pitfalls of impulse buys are a wardrobe overflowing with items we rarely wear. After a recent spring cleaning where I got rid of hoodies from various places (I was cold when I bought them, okay?), I realized there was a commonality with everything I was getting rid of.

With a greater appreciation for quality over quantity, here are the guidelines I use before adding to my wardrobe:

1. Don’t buy just because it’s 90% off

Ah, the allure of a massive discount! It’s like a siren song pulling us toward that “bargain.” But I’ve learned that saving money on something I won’t wear is no saving at all. It will take up precious space in my closet and clutter my headspace when getting ready for the day.

2. Consider if it brings joy

 Taking a cue from Marie Kondo, I’ve embraced the idea of joy-sparking items. Am I excited about this? Am I just buying it because I walked into a store and didn’t want to leave empty-handed? If it doesn’t light up my day, it will likely gather dust in my closet.

3. Will I wear it more than once

Versatility is key. I ask myself, “Can I rock this in multiple settings?” Am I imagining wearing this gorgeous ball gown I found just in case I’ll be invited to a ball one day? Save your closet space and rent it instead. Except if it’s resort wear. That you need to buy not rent and I highly recommend Bydee bikinis for travels to any tropical places.

4. Resist trends just because everyone else is

There’s nothing wrong with hopping on a trend, but do it because you like it, not just because you don’t want to feel left out. Are bootleg jeans back? Do I have any intention to wear them? PASS. Trends come and go, but my style is here to stay. Invest in timeless pieces, or if you want to try a trend, rent it and see if you like it first!

5. Check if I already have a similar item

It’s easy to forget what’s lurking in the depths of my closet. Before adding something new, I ensure it doesn’t duplicate what I already own. “No, Carolyn, you don’t need ANOTHER hoodie!”

6. Evaluate what I’ll get rid of

Every purchase requires a closet realignment. I think about what I’ll bid farewell to, making room for the new while keeping clutter at bay. Have I worn it in the last 6 months? Is it worn to pieces? IS this similar to what I bought? If you’re brave and ambitious, get rid of more than you bring in!

7. Is it an emotional purchase

We’ve all been there—shopping as therapy. But emotional buys often lead to regrets. Pause to assess if my heart or my head is driving the decision.

8. Does it fit properly/ is this my color?

Fit is non-negotiable. Avoid the “it might fit someday” trap and opt for pieces that flatter you and your body as it is now. If you don’t feel good in it, you’ll never wear it! The same goes for color. I’ve bought a beautiful coat before and never worn it, realizing later the reason is that I looked like the living dead in that color. Know your color palette and stick with it.

9. Consider how often you’ll use it

Practicality reigns supreme. I prioritize items that align with my lifestyle, ensuring they earn their place in my wardrobe through frequent wear.


What to buy instead of clothes? Here are 3 things I’ve never regretted buying when traveling:

  1. Jewelry: If you’ve visited a special place you want to remember, consider purchasing a one-of-a-kind piece. Pearls from Tahiti or greenstone earrings from New Zealand or a handcrafted olive branch set from Greece; they are all are small pieces taking up minimal space, but bring back happy memories and are great conversation pieces every time I wear them. Unlike clothes, good quality jewelry can be passed on for several generations.
  1.  Postcards: I send myself a postcard from every location I’ve visited. It’s like a diary to look back on. They also take up minimal space, and you can put them in a scrapbook for future viewing.
  1. Magnets: You can find these just about anywhere, and they are also small. I put together a magnet board of all the places I’ve been.

But what if you want new clothes for your vacation? I’ve got you! I’ve discovered the joy of renting clothes. I use Rent the Runway, but there are many rental companies out there. It’s like having a revolving closet of endless possibilities without the commitment or the hassle of maintenance. No more ironing, dry cleaning, or washing—just pure convenience. And when I’m done, I simply send the rented pieces back, keeping my space clutter-free and my fashion options ever-evolving. It’s a win-win that blends mindful buying with the thrill of something new and exciting.

By weaving these rules and experiences into my fashion journey, I’ve cultivated a wardrobe that reflects not just trends but my personality, values, and the joy of dressing up every day.

Happy Sober Travels!


WHAT A TRIP! 14 Sober Travel Fashion Hacks Using Rent the Runway « The Sober Curator


WHAT A TRIP! We trip as often as possible because travel is our jam! Here you’ll find insider information, sober travel tips, and honest reviews from a sober perspective.

Did you have a life-changing, globe-trekking sober trip you would like to share? Send us a postcard or write to us at thesobercurator@gmail.com

Looking for something more localized in the USA?

SOBRIETY IN THE CITY is your guide to substance-free adventures and events in cities across the United States. We’re bringing you hidden gems, local hangouts, art exhibits, unique attractions and pop-up events, limited shows, and tours. Being fully present allows us to enjoy life to the fullest. But we’re still taking it in all just one day at a time.

You can depend on SOBRIETY IN THE CITY for clean, creative alternatives to make the most of your time in these amazing cities.

We’re curating lots of ideas and content on how to live your best sober lifestyle in cities across the USA. Make sure to check out these cities where we have Sober Curators actively keeping us up to date with the latest events and hot spots to check out.

DALLAS – MINNEAPOLIS/ST PAUL – SEATTLE 


Resources Are Available

If you or someone you know is experiencing difficulties surrounding alcoholism, addiction, or mental illness, please reach out and ask for help. People everywhere can and want to help; you just have to know where to look. And continue to look until you find what works for you. Click here for a list of regional and national resources.

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Carolyn Bunn
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Carolyn Bunn is a Seattle-based marketing expert with love for travel. Her passion for helping women in business was born after she got sober in 2019 and realized clinging to the corporate ladder wasn't for her. On the side, she runs a travel blog to document her and her partner's adventures and shows that you can have a fantastic trip without the booze!

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