If you’re lucky enough to be heading off for a warm-weather break when it’s cold for much of the world, what should you wear while you’re there? What should you pack? You’ll want to make sure you have stylish outfits for every day of your vacation without overpacking. That’s why we’re bringing you this article with all the outfits you need for a warm-weather break in winter, whether you’re heading off on a cruise, to the Caribbean, or maybe to Asia. Let’s get started
Brands to choose
- Pact – clothes especially designed for travel, ideal for the plane and sightseeing
- Eileen Fisher – designed so everything goes with everything else from any season, perfect to create a capsule
- Sam Edelman – for you vacation shoes, from sandals to sneakers
- Boden – colorful, unique, and timeless
- Miraclesuit – for flattering swimsuits that suck everything in
- FARM Rio – if you love prints, and who doesn’t on vacation, then definitely check out Farm Rio
What to pack for a warm winter break
You can easily pack very lightly and still create many outfits. Let’s get started with what to pack for your sunny winter break.
Tops
Four tops should be enough, particularly if you have somewhere to wash while you’re away. Choose a long sleeves shirt that you can wear as a cover-up as well as with your shorts, pants or skirts. A dressier top and a couple of tees or tanks too will give you the options you need.
Madewell Straight Hem Poplin Shirt – Open Edit Cap Sleeve Mesh Top – Madewell Seamed Scoop Neck Denim Top – Free People Clean Lines Seamless Crop Muscle Tank
Georgette @grownandcurvywoman above looks beautiful, vibrant, and vacation ready in her print pants outfit. Note how she picks out one of the colors in the pants for her top.
Get her look with this similar top, printed pants (another option here), sandals, bag and earrings.
Jackets, coats and wraps
You probably won’t need this many jackets, but we wanted to give you choices depending on how formal or casual your trip is likely to be. Choose a lightweight blazer if you will need to dress up at any point. More casual options to choose from are denim jackets, which look fabulous over your sundresses, cardigans and wraps that you can add over your shoulders when the nights are chilly.
Nordstrom Linen Blend Boyfriend Blazer – L’AGENCE Janelle Slim Fit Raw Hem Denim Trucker Jacket – Eileen Fisher Peruvian Cotton Cloud V-Neck Cardigan – Lauren Ralph Lauren Jet Setter Reversible Knit Poncho
L’AGENCE Janelle Slim Fit Raw Hem Denim Trucker Jacket – Sam Edelman Stripe Belted Seersucker Midi Shirtdress – ECCO Soft 7 Woven Slip-On 3.0 Sneakers – BAGGALLINI Out And About Crossbody Bag – Ana Luisa Kayla 2-Tone Drop Earrings – Ettika Smooth Cuff Bracelet
Dresses and skirts
Sunny vacations are the perfect time to lean into the dresses and skirts in your closet, even if you’re usually a pants or jeans type of person. Choose tie waist sundresses to create a flattering silhouette, look out for jersey dresses that you can easily pack into your suitcase, and a beautiful print skirt to go with your tops.
Nordstrom Long Sleeve Belted Cotton Poplin Maxi Dress – Sam Edelman Stripe Belted Seersucker Midi Shirtdress – Loveappella V-Neck Jersey Maxi Dress – FARM Rio Marcelle Pleated Maxi Skirt
Free People Clean Lines Seamless Crop Muscle Tank – FARM Rio Marcelle Pleated Maxi Skirt – Sam Edelman Gala Double Strap Slide Sandals – Madewell Handwoven Leather Tote – UV Skinz Dot Hat
Pants and shorts
We love print or bright pants for vacation time – choose a more neutral top and let your pants be the star of your outfit. You’ll also need at least one pair of shorts. Plus, a pair of tie-waist jeans will be ideal for travelling as well as if you get any cooler days.
Madewell Airy Denim Low Slung Baggy Jeans – Eileen Fisher Organic Linen Cargo Pant – MANGO Floral Print Straight Leg Pants – MANGO Belted Linen Blend Shorts
Nordstrom Linen Blend Boyfriend Blazer – Open Edit Cap Sleeve Mesh Top – Eileen Fisher Organic Linen Cargo Pant – Sam Edelman Gala Double Strap Slide Sandals – AllSaints Large Joshi Leather Wristlet Clutch – Ana Luisa Kayla 2-Tone Drop Earrings
swimwear
If you’re heading to the beach, or even a city break where your hotel has a pool, then a flattering swimsuit is a must. Look out for striking prints, wrap around styles, and bikinis with descent coverage. If you’ll be doing activities like snorkelling or paddle boarding, then long sleeves will protect you from sunburn.
Jessie Zhao New York Crossing Red Reversible One-Piece Swimsuit – Miraclesuit Network Madero One-Piece Swimsuit – Lands’ End Tugless Swimsuit Set – Lands’ End Chlorine Resistant Zip Front Tugless One Piece Swimsuit
Shauna @chicover50 above opts for a beautiful red one-piece swimsuit with sleeve details.
Steal her look with this similar swimsuit (another option here), sunglasses, earrings and necklace.
Cover-ups
To take you from beach to lunch, choose a couple of cover-ups for your vacation. Look for cover ups that match your swimwear, cover up dresses to add a little glamour to your vacation wear, and cover up shirts that you can wear with your shorts or pants as well as with your swimsuit.
Elan Crochet Maxi Cover-Up Dress – Jessie Zhao New York Beach Sarong Wrap – Miraclesuit Beaded Embroidered Georgette Cover-Up – Elan Tie Front Long Sleeve Linen Cover-Up
Sheree @shesheshow above chooses a cut-out style black cover-up dress with her gold sandals.
She is wearing a awimsuit and skirt set from Amazon. Complete her look with these similar sandals, hat, necklace, earrings.
Workout clothes and sunglasses
We’re adding a section on workout clothes for you here in case you are staying somewhere with a gym, or you love walking, hiking or yoga while on vacation. The beauty of these is they double as travelling clothes for the plane, sightseeing outfits, and pajamas.
Madewell Vintage Northside Tee – Zella Liana Restore Soft Lite Tank – Free Fly Breeze Shorts – Zella Flex High Waist Flare Leg Pants
Zella Liana Restore Soft Lite Tank – Zella Flex High Waist Flare Leg Pants – SKECHERS Stargaze Hands Free Slip-ins
sleepwear
You’ll want one pair of pajamas or a nighdress. Choose styles and materials to keep you cool on warm nights – look out for pajama sets with shorts and silk to make sure you stay the right temperature.
Nordstrom Moonlight Eco Long Sleeve Short Pajamas – Lunya Tulip Bias Washable Silk Nightgown
Sandals and sneakers
The shoes you choose are super important when you’re on vacation. Pack flip flops for around the pool or on the beach, smarter sandals, and a pair of sneakers for travelling and sightseeing.
Sam Edelman Gala Double Strap Slide Sandals – Havaianas Slim Gloss Sandals – SKECHERS Stargaze Hands Free Slip-ins – ECCO Soft 7 Woven Slip-On 3.0 Sneakers
Jessie Zhao New York Crossing Red Reversible One-Piece Swimsuit – Jessie Zhao New York Beach Sarong Wrap – Havaianas Slim Gloss Sandals – Madewell Handwoven Leather Tote – Tory Burch 54mm Butterfly Sunglasses
Accessories
Your jewelry won’t take up too much room, but it does make a big impact. Don’t forget a big tote that you can use as a beachbag, a smaller crossbody bag for sightseeing, and a clutch for evening if you want to get dressed up. A pair of big sunglasses is an essential to protect your eyes from the sun, as well as a sunhat.
Madewell Handwoven Leather Tote – BAGGALLINI Out And About Crossbody Bag – AllSaints Large Joshi Leather Wristlet Clutch – Ana Luisa Kayla 2-Tone Drop Earrings – Ettika Smooth Cuff Bracelet – Tory Burch 54mm Butterfly Sunglasses – UV Skinz Dot Hat
Suzie @suzie.richetti above wears a neutral-toned outfit that is perfect for warm summer days on the go.
Recreate her outfit with this similar shirt, pants, sandals, bag, necklace, earrings, cap and sunglasses.
9 warm weather outfits to inspire you
If you’re thinking about what to pack for a winter vacation, I hope these outfits inspire your packing list and help you enjoy a wonderful getaway.
You’ll see that you can easily mix and match the pieces to create even more looks.
Contniue reading:
- The perfect minimal winter capsule to take you from now to spring
- What to wear on a cruise – the cruise clothing essentials to pack
- Luxe loungewear outfits for cozy winter days at home
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Feature image by Suzie @suzie.richetti
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