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Travel Essentials for the Winter Getaway

Traven essentials

Cold weather got you down? Whether you’re headed abroad to explore cities in Europe or flying down south to soak up the heat in an all-inclusive, we’ve got you covered. Made especially for the snowbirds, this blog will tell you everything you need to know to plan for a successful trip in the sun, broken down into categories reflecting every stop you’re sure to make on your holiday!

On the Plane

on the plane

Unless you’re travelling by boat, your trip will most likely start in the sky. This is the perfect opportunity to have your go-to’s at the ready, all the while travelling in style. Depended on where you’re headed, you’ll want to stay comfortable for that stuffy flight. Slip on some leggings and breathable layers that can be used later in your trip! Fill a backpack with a good book, a handy travel guide and a soft sweater in case you get cold. A belt bag goes a long way when it comes to convenience. Fill this up with your passport, a portable charger, a wall plug converter, headphones and any visa forms and healthcare documents you’ll need for your stay. Finally, fly with a pair of stretchy shoes that make the on-and-off process that much smoother.

Shoes: Cole Haan Zerogrand Motion Stitchlite SliponBelt Bag: Ela Belt Bag, Backpack: Ucon Acrobatics Marvin Stealth SeriesWallet: Nine West So Charming Small Zip Wallet


On the Beach

on the beach

Once you arrive, you’re most likely going to want to head straight for the water. Before you depart for your trip, make sure to pick up a pair of stylish shades at Zane on Queen Street West! Fill a spacious beach bag with a long towel, glasses, sunscreen and your current favourite read. Slip on a pair of flip-flops to match your new bikini that you can wrap in a sarong and top off with a wide-brimmed hat. If you’re at an all-inclusive, make sure to bring along a refillable water bottle for those bottomless mojitos! 

Flip flops: Tkees Lily Foundations Matt in Beach BumWater Bottle: S'well Wood Collection in Blonde Wood, Bag: Swims Tote in OliveNecklace: Cosmos Convertible Collar in Gold, Bracelet: Cosmos Bracelet in Gold


Exploring the City

exploring the city

Maybe you’re headed somewhere off the water and you’re looking to discover the local area. Pair some cute walking shoes with a breezy sundress to whisk you through your busy day. Try Agent 99 on Princess Street for the perfect frock! Strap yourself into a trendy belt bag to keep your essentials secure and at the ready! Make sure to bring local cash, your map and a portable charger to make your afternoon a success.

Wallet: Nine West So Charming Small Zip Wallet, Belt Bag: Ela Belt BagBackpack: Matt & Nat Kiara in BlackSandals: Franco Sarto GinnyEarrings: Biko Mini Solarwave Studs in Gold


Resort Dinner

resort dinner

It’s dinner time! There’s a good chance you got a little too much sun today, embrace your glow and slide into sleek heels paired with your favourite two-piece look. The boutiques on Queen Street West are the perfect spot to pick up a new ensemble for your tropical getaway. Match some dangly earrings with a tasteful clutch to hold your room key, lip balm and your travel-sized bugspray!

Heels: Sam Edelman Hazel in WhiteEarrings: Biko Rooney Dusters in SilverBracelet: Biko Dotchain Bracelet in Silver


By the Pool

by the pool

Ocean water not for you? Saunter on down to that crystal-clear pool for a less wavy swim. Use this opportunity to upgrade your beach sandals to something that may otherwise sink in the sand. Keep your satchel plenty full of sunscreen to ward off those heavy rays. Take the time before your flight to head to Toronto's Tryst Lingerie to pick up a unique bikini for the trip. Pair your suit with big sunglasses and a floppy hat to go with your juicy piña colada while you listen to the sounds of local birds and catch up on some rest. 

Wedges: Louise Et Cie Ramsaye White, Earrings: Biko Rooney Dusters in SilverBracelet: Biko Solid State Bangle in Silver


Local Hike

local hike

After some exploration of the city, wherever you are, there’s a good chance you’ve been recommended some sight-seeing trails. Gear up in breathable hiking boots, thick socks and athletic layers to travel the tropical hills on foot. Fill a backpack with a water bottle, bugspray, Band-Aids and your local map to stay on track. Type on Queen Street has the perfect collection of indie guidebooks to take you on a tour of hidden local gems. Make sure to pack a compressible wind breaker, just in case the weather changes on you! Grab your belt bag filled with your essentials to keep your hands free on your trek. 

Runners: Ryka Enhance in Summer Gray and MeteoriteJacket: Hunter Original Waterproof Vinyl Windcheater in BlackBelt Bag: Ucon Acrobatics Jona Stealth Series in BlackBackpack: Ucon Acrobatics Jasper Stealth Series in BlackWater Bottle: S'well Satin in Pomegranate


Night Out

night out

Whether you’re with your significant other, a group of friends, or your family, it’s always good to get a night out on the town. Strap into some dancing shoes to highlight a frilly dress paired with the perfect nude lip. Head over to Bite Beauty on Queen West to find the right shade for you. Take a cute clutch to your destination filled with all the essentials for a fun night out in the city.

Heels: Nine West Mana in NudePurse: Jeanne Lottie Terri Leather Crossbody in RedNecklaceBiko Dotchain Necklace in Gold, Bracelet: Biko Dotchain Bracelet in Gold


Morning Jog

morning jog

Less of a hiker? Take advantage of the mild mornings and swap your gym session for a fresh morning jog. Grab your runners and belt bag to clip over your breathable athleisure. Trailhead in Kingston and Kit and Ace in Toronto are sure to find the perfect outfit for your morning routine. Make sure you don’t forget sunglasses or a secure visor to get ahead of the rays that are sure to hit just as your run is coming to an end!

Runners: Camper Women's K200836 in MultiBelt Bag: Ucon Acrobatics Jona Stealth Series in BlackWater Bottle: S'well Elements Collection Water Bottle in Opal Marble 

Did we miss anything? Let us know where you’re headed to escape the blistering winds off of Lake Ontario. Shop our vacation collection to get the perfect shoe for your sunny getaway and make sure to tag Heel Boy in all of your sandal snaps showing off those perfectly pedicured toes! 

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