No matter how hard I wish for beach weather, the Boston forecast seems to be stuck in gloomy rain mode. As a result, I’ve been spending a lot of time daydreaming of a place where things aren’t so grey. I’m talking turquoise waters, white-sand beaches, palm trees…

I simply cannot get my mind off the Caribbean. So, in the name of daydreaming, I’ve crafted my own imaginary (for now) island itinerary where my days are filled with scouring local markets, dancing to reggae, cruising by sunset, and – of course – spending a hefty amount of time poolside. I’ve even gone ahead and planned my ever-so-stylish outfits, too. (Because you never know when someone might offer you a free flight.)

Our Globetrotting Style: Off to the Caribbean Boutique opens Thursday, April 11, at 3PM ET. And if you’re inspired to pack your bags yourself, our Time to Globetrot: The Club, Barbados Resort & Spa also opens Thursday, April 11, at 3PM ET.

By Anna Kuchinsky, Staff Writer

Not a Member and like The (Style) Guide? You’ll love Rue La La. Join now.

It’s here – the busiest travel time of the year (it’s okay, just breathe). No matter where you’re heading, be it home to the family or across the country with a friend, take the guesswork out of packing with these colorful and convenient essentials so you can focus on things like inbound trains, layovers, and GPS signals.

The Duffel
Think ahead and bring two of these colorful carryalls with you. One for your presents (first for toting wrapped surprises for others, then for hauling your newly acquired goodies) and one for your holiday wardrobe. What to pack? These surprisingly spacious duffels hold it all, no matter what your holiday has in store:

First holiday with the in-laws: You’re part of the family now, so feel free to be more casual. Dark skinnies with a soft cashmere sweater and a little dose of sparkle should do the trick.

A family affair: Between chasing your brothers and cousins around and helping in the kitchen, comfort is key. Stick to leggings, a long, cozy tunic, and tall boots for a ready-for-anything outfit that’s also stylish.

Holidays with a friend: Can’t make it to your own home this year? Like any good friend, they’ve invited you to spend it with them. My best advice? Bring a little of everything: dressy, casual, and sporty. You never know what kinds of traditions you’ll encounter.

Jewelry Organizer
If there’s one time of year you can go all out with the baubles – it’s now. With all the gold, silver, and tinsel flying around, it’s only natural to want to match. Make sure to pack every last sparkly stud, bangle, and bib necklace – one way or another, they will be worn, and in this organizing carrier, they’ll arrive without a tangle or scratch in sight.

Clutch and Zip-Around Wallet
No matter where you end up spending your holiday, there are always a few last-minute presents that still need to be tackled. And you’re not the only one – so rather than fight the already agitated crowds with a hold-everything-you-own tote, take a compact wallet (with a wrist strap) for bulk-free, easy shopping. Once that’s out of the way? Let the fun begin: toss the wallet into a pretty patterned clutch and head out on the town for a drink with friends.

Our Vera Bradley Boutique opens Saturday, December 8, at 11AM ET.

By Abigail Kuzia, Editor

Not a Member and like The (Style) Guide? You’ll love Rue La La. Join now. 

You booked the resort and snagged seats in coach. All that’s left between you and miles upon miles of white sand beach? That darned empty suitcase. Fill it up – without a fret – with help from these handy packing tips.

Don’t want to plan outfits in advance? Pick an outfit base color: black, brown, white, or navy – and pack only things that match it. For beach escapes, I love packing things in shades of white, navy, and tan – with pops of coral and turquoise to keep things lively.

Pack three pairs of sandals: basic flip-flops, nicer flats, and a pair of espadrilles. One you’ll wear to the beach or pool, the second you’ll wear during the day, the third you’ll wear while sipping coconutty drinks under that gorgeous island starlight.

“If you go, take a sweater.” My mom says this so often, it’s become a running family joke. But goodness, is it true. I promise, there’s nothing worse than arriving on vacation and realizing that you haven’t packed anything warm. So please, take her advice – pack a sweater (or two)!

Don’t forget sun protection. Pack that hat (a floppy one looks chic), remember those aviators, and take the whole arsenal of sunscreen (these towelettes make toting a cinch). Wouldn’t want to spend the vacation red as a beet, would we?

Want a full packing list? Peep this one for ideas.

Find all you need for that resort getaway – and more – in our Time to Get Away: Resort-Ready Picks Boutique, opening Tuesday, November 12, at 3PM ET.

By Joanna Berliner, Editor

Not a Member and like The (Style) Guide? You’ll love Rue La La. Join now.