Stylish Travel Destinations (And What To Pack For Each)


We may be halfway into the New Year, but 2020 is still a blank canvas—which means, there’s plenty of time to travel. For me, that means unintentional sunburn, pool cocktails, and an ocean view (usually, stateside because I’m on a budget).

 

The freezing weather doesn’t mean you have to flock to the nearest beach, however. There are plenty of chic yet delightfully funky destinations to choose from this winter (and beyond). So instead of booking a vacay to Bali (or in my case, Florida), check out these five surprisingly fashion-forward (And, yes. Instagrammable) locations. 

 

Puglia, Italy 

Puglia is quickly becoming the “holiday place du jour,” for Americans and Europeans alike. And who could blame them? Puglia is the ideal place to vacation. It has a rustic charm, top-notch olive oil, and beautifully restored hotel-like farmhouses (AKA masserias). 

MAISON MICHEL

Blanche Straw Hat

$755$453

FAITHFULL THE BRAND

Nora Midi Dress in Yellow. – size M (also in L,S,XS)

$189

MADEWELL

TKEES® Riley Leather Sandals

$50

Algarve, Portugal 

Portugal has popped up on my Instagram feed more than once as one of the places to go. (Which isn’t too shocking, considering the country has come up on more must-visit lists than I can count.) But there’s more to Portugal than Instagram lets on—if you travel just a wee bit south, you’ll find the hidden gem of Algarve. 

ULLA JOHNSON

Akiba Belted Cotton Wide-Leg Jumpsuit

$545$218

RAY-BAN

Hexagon-frame Polarized Gold-tone Sunglasses

$155

 

SOLID AND STRIPED

Saree Swimsuit in Multi

$158$78

HAVAIANAS

You Saint Tropez Sandal

$40

RIXO

Kelly Midi Skirt in Animal Print,Blue

$310$202

San Miguel de Allende, Mexico

Mexico isn’t just spring breaks in Cabo. In fact, there’s a lovely little colonial town (that even your grandmother would like) called San Miguel de Allende. It’s filled with lavish landscapes, quaint bed-and-breakfasts, and must-visit art galleries. 

ANCIENT GREEK SANDALS

Donousa sandals – NEUTRALS

$174

RIXO

Sonia Midi Dress

$353.6

REBECCA DE RAVENEL

heart pendant earrings – GOLD

$330

Marrakech, Morocco

Marrakech, also known as the “Red City,” is filled with magic, from one-of-a-kind markets to beautifully built palaces and mosques to the winding alleyways of the historic Medina. Bonus: Marrakech is home to Le Musée Yves Saint Laurent — a museum entirely devoted to the work of (Yes, you guessed it!) Yves Saint Laurent. 

KENZO

High-Neck Flared Tunic Dress

$445

ELISE TSIKIS

Pensee Medium Hammered Earrings

$171

MATTEAU

The Long Linen-canvas Tunic – Womens – Ivory

$487

Helsinki, Finland 

Helsinki is known for its design and minimalist architecture, and yet you’ll almost never see Finland’s capital city come up on travelers’ bucket lists. If you’re into high-end architecture, saunas, and locally-sourced seafood, however, Helsinki is definitely worth the trip. 

HOUSE OF DAGMAR

Jackets

$1150$379

GANNI

Paperbag-Waist Trousers 

$213

CONVERSE

x Jenkem JP Pro low-top sneakers – Black

$110

 

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