Resort Vacation Ready: 1 Carry On, 15 Outfits


With President’s Day and Spring Break looming right around the corner, I imagine many of you will be hitting the beach and soaking up as much Vitamin D and Vitamin SEA as possible.

Can I say, I’m a wee bit jealous!? Actually, my very pale skin and I are immensely jealous.

Before you haul that huge suitcase to the airport (and proceed to pay a small fortune in checked baggage fees), you MUST check out this foolproof guide to packing for your next resort vacation. Even if you’re a packing MAXimalist, a little bit of time and effort on the packing end can score you 15 fantastic looks and low-stress dressing when actually on vacation.

And isn’t that what vacation is all about!?

Packing for a warm weather getaway is actually fairly straightforward as most resort appropriate clothes are really lightweight and easy to fit into a carry on. Let’s chat logistics first… namely how to physically get everything to fit!

How To Get Everything To Fit:

1. Start with good quality luggage

Select an airline compliant piece of luggage that meets luggage restrictions. I believe most airlines allow a 20″ sized suitcase in addition to a large purse (personal item) — it’s always wise to check with your airline before traveling. For years, my family has travelled with TUMI LUGGAGE, which has held up beautifully. However, I do have my eye on some HARD SIDED CARRY ON styles which I believe make the most out of our limited packing space and are pretty resilient when it comes to being tossed around and handled behind the scenes.

2. Use space saving techniques

These are my 3 favorite tips if you’re looking to maximize your packing space:

Start by packing your shoes in the bottom of the suitcase. I stuff my shoes with socks and belts to help them keep their shape, as well as conserve space. Everything gets tucked into a soft, felt shoe bag before being placed into the suitcase.

I recommend the rolling technique when adding clothes to your bag. It keeps clothes from getting too wrinkled and you’d be surprised how much more you can fit inside your bag!

If you’re packing any additional small handbags or clutches, use those as an additional opportunity to store small accessories like hats, scarves and jewelry.

3. Wear your bulkiest layers on your travel days

Makes sense, right?

Chances are your’e going from a colder climate to a warmer one, so it’s the perfect opportunity to layer up and get some of the heaviest and bulkiest pieces out of your bag. I also travel with a LARGE TOTE BAG that holds any overflow that doesn’t fit inside my carry-on (toiletries, makeup, books, snacks, etc.) One thing that always accompanies me on my travels is a LARGE OVERSIZED SCARF. There is nothing worse than a cold airplane and the scarf serves double duty as a cute accessory, as well as a lightweight blanket.

Now that you know HOW to get it done, here’s what should be going into your bag. As you keep reading, try not to focus as much on the specific styles shown, but more on the types of items, colors and the quantities!
warm weather vacation packing guide the heart's delight blog

What To Pack:

Let’s begin with a simple checklist of items —

•  (2) shorts — Madewell Denim Boyshort // River Island Frayed Hem Wrap Denim Skort
•  (2) skirts — Shein Asymmetric Skirt // Dodo Bar Or Wrap Mini Skirt
•  (1) pair of jeans — GAP Factory Cropped Girlfriend Jeans

•  (5) dresses/rompers — AE Off The Shoulder Romper // Rhode Resort Ella Dress // ATM Ribbed Tank Dress // Forever 21 T-Shirt Dress // Mango Floral Wrap Dress

•  (1) chambray top — J.Crew Always Chambray Shirt
•  (2) t-shirts — Junkfood “I Got You Babe” T-shirt // Shein Contrast Stripe Raglan Sleeve Tee
•  (3) tank tops — Madewell Chloe Striped Wrap Top // Shein Button Front Ribbed Knit Top // Mango Frilled Satin Top

•  (1) hoodie sweatshirt — Alternative Cool Down Zip Hoodie
•  (1) denim jacket — Mango Medium Denim Jacket

•  (3) swimsuits — J.Crew Playa Nantucket Tie Shoulder Bikini Top + Bottom // Solid & Striped Ann Marie Paradise Stripe One-Piece // Solid & Striped Natasha Cutout Two-Tone One Piece

•  (1) pair of sneakers — Marc Fisher Mandi Espadrille Sneaker
•  (2) pairs of flats — Ancient Greek Sandals Toe Strap Sandals // WHO WHAT WEAR Brea Fringe Sandals
•  (1) pair of heels — Alexandre Birman Barbara Suede Sandals

•  (1) tote bag — Clare V. Simple Tote
•  (1) crossbody bag —St. Armands Designs Round Capri Crossbody Purse via ETSY
•  (2) statement earrings — Mignonne Gavigan Madeline Earrings // Madewell Curved Tassel Earrings
•  (1) belt — Hermes Constance Belt
•  (1) headband/scarf — BP White Paisley Bandana 
•  (1) hat — J.Crew Packable Hat
•  (1) pair of sunglasses — Le Specs ‘Kick It’ in Pebble 

I’ve found that the fewer the items to choose from, the more creative you end up getting when styling your outfits together! Also, by selecting a color palette for your packing list, all of your pieces can be mixed and matched for maximum wear potential with minimal thought or effort.

Which brings us to the fun part — the styling!

So as not to bore you today, make sure you come back tomorrow and see how this one carry-on bag holds everything you need for 15 completely fresh looks! I’ll be mixing and matching our vacation carry-on capsule wardrobe and giving you tips to maximize your outfit potential and make getting dressed a breeze!

See you back here tomorrow, folks… bright and early.

warm weather vacation packing guide



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