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How To / Pack for a Trip

12 Jul

Packing Tutorial

I packed for my entire 4 day trip to Boston in this small overnight bag.

Having traveled so much on business, I’ve created a pretty fool-proof method for packing, and this is how I do it.

First, make a quick chart of all the days you’ll be away. I usually divide mine up so I have a box for day time, and evening. From there, fill it out with the activity you plan on doing during that time on that day. Reason I divide it up day/evening is because usually if you’re going out in the evening, it requires you to be a bit more dressed up than what you’d wear during the day, though this may not apply to you. Here was my general itinerary for my vacation to Boston.

  Wed Thurs Fri Sat
Day Travel to Boston Freedom Trail- Explore City Museum of Fine Art Fenway Tour
Evening Dinner/Drinks Dinner/Drinks Dinner/Drinks Travel to NY
Bonus Outfit: Pool

After you figure out what you’ll be doing, then start to fill out another similar grid, making outfits from items you have. The goal is to be creative, and use the items multiple ways just changing things up via accessories. Here’s what I came up with for my trip.

Wed Thurs Fri Sat
Day White Blouse,
Denim Shorts,
Neon Sandals,
Army Jacket,
Red, White and Blue Bandana,
White Fedora,
B&W Colorblock Tote
Black Maxi Dress,
Neon Sandals,
Army Jacket,
White Fedora,
B&W Colorblock Tote,
Tribal Maxi,
Skinny Belt,
Neon Sandals,
Army Jacket,
White Fedora,
B&W Colorblock Tote
Tee or Tank,
Neon Sandals,
Army Jacket,
White Fedora,
B&W Colorblock Tote,
Evening White Blouse,
Neon Blazer- if it’s chilly,
Black Zara Heels,
Black Maxi Dress,
Neon Blazer- if it’s chilly,
Zara Heels,
Leopard Blouse,
Neon Blazer- if it’s chilly,
Zara Heels,
Same as day.
Pool Outfit: Black Bikini, Leopard Blouse (as cover-up), Neon Sandals



A few quick tips:

  • Wear bulkier items, like jeans, boots, scarves, jackets, hats etc so they don’t take up room in your suitcase.
  • Bring only footwear suited to what you’ll be doing, and make it work with everything you’re wearing. I’ll usually do one pair of hybrid casual/dressy heels (wedges are great for this), one pair of flats (like sandals, loafers or chucks), and my workout sneakers for when I hit up the hotel gym. If I’m going to a wedding or a more formal event, I’ll pack appropriate heels for that but only if necessary. Same goes for business trips, if I’m on a business trip I’ll go for pumps and not wedges.
  • When given a choice, I always pack the dressier version on items I may have multiples of at home. For example, I’ll choose my black jeans over blue. That way they work for casual daytime activities, but are also dressy enough I can wear them someplace fancy in the evening if need be.
  • Include handbags and accessories in your outfit ideas. This makes it easier to create different outfits using the same items you already know you’re bringing.
  • Keep your main clothing items, like tees, pants, shorts etc. neutral (black, gray, white, beige, etc) and add color with jackets, scarves and accessories. That way everything matches. Try to keep a consistent color theme with what you pack. In my Boston trip example, my colors are black and white as my basics, and I accent it with gray, neon yellow, leopard, B&W stripes, hot pink and metallics.
  • Don’t be afraid to wear the same thing multiple times. It’s super easy nowadays to wash and air dry certain items in the bathroom sink. Jersey is great for this. Plus things like jeans can be worn multiple times before washing anyway.

After your grid is filled out, then it’s easy to just list all the items you used to put your outfits together. Looking at all these items, I can think of another 4-5 outfits easy I can make out of these, so I at least have other options should I not want to wear exactly what I charted out above.


Packing Tutorial
Packing Tutorial
Packing Tutorial
Packing Tutorial
  • White Blouse- worn on the trip there
  • Denim Shorts- worn on the trip there
  • Neon Sandals- worn on the trip there
  • Red, White and Blue Bandana- worn on the trip there
  • White Fedora
  • Jeans
  • Black Zara Heels
  • Black Maxi Dress
  • Tribal Maxi Dress
  • Skinny Belt
  • Striped Tank
  • Black/White Tanks
  • Army Jacket
  • Neon Blazer
  • Black Bathing Suit
  • Leopard Blouse
  • Socks
  • Bras & Underwear (7 pair)
  • PJ’s


Packing Tutorial
  • Shampoo
  • Conditioner
  • Curl Cream/Gel
  • Razor
  • Shaving Lotion
  • Shower Cap
  • Hair Towel
  • Face Wash
  • Medications
  • Hair Clips
  • Bobby Pins
  • Headbands
  • Blow dryer and attachments
  • Straightening Iron
  • Comb
  • Deodorant
  • Makeup Bag
Another great time saver that I do for toiletries is a keep a quart size (TSA Approved) toiletry bag packed at all times.  That way if I need to hit the road quick, I don’t have to worry if I forgot my shampoo.  It includes travel sizes of all my usual products, sample sizes of medication creams, an extra razor and shower cap.  When I return home from a trip, I refill everything so it’s ready to go next trip.

Carry On

  • iPhone and Charger
  • Headphones
  • iPad and Charger
  • Camera and Charger
  • Wallet
  • ID
  • Sunglasses
  • Tissues
  • Snacks
  • Water Bottle

All in all, using the process above I was able to easily figure out 7 outfits plus alternate options using only 17 items (most of which are smaller accessories that take up no suitcase room and many of which I’m wearing on the travel to and from my destination). The only other items you really need to add from there are PJ’s, toiletries, under-things and workout gear.

Here’s a few more tips to make packing a breeze:

  • Keep a standard list of everything I you need as far as toiletries, basic clothing needs (under-things, PJ’s, workout clothes), necessary electronics (iPhone/charger) and documentation (wallet, ID, keys, etc).  I keep mine in Evernote so each time I need to pack, all those items are already on the list for me. Then all I have to do is figure out my clothing for whatever activities I’m doing and I’m good to go. The less I have to think about, the better. I even include on this list a section for pet needs if the pets are coming with me, because it’s easier to delete that if it doesn’t pertain to my trip, instead of last-minute needing to remember what I should bring for them.
  • When finally packing your bag, always remember to roll your clothes, never fold them!  Rolling clothes helps prevent wrinkles, plus you can fit way more stuff in your bag than with standard folding.
  • Also, always remember to leave a little extra room in your bag.   You know, just in case you go shopping.

This system took me years to perfect, and it works super well for me. Stay tuned for additional posts of my Boston trip so you can see how I put these items together for the outfits I wore on the trip.  You can also see a few photos I posted of them to Instagram, my handle is @BrooklynBliss.

Since I’m always looking to be even more efficient at everything I do (bad habit), I’d love to hear your tips! Please comment and share them.

How do you pack?