Boutique Travel for the Curious & Cultured

Curated escapes planned with intention

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Ready to Wander?

Every journey is different. Wandering With Kay offers a few ways to plan your trip depending on how much support you’d like.
From curated hotel recommendations to full-service travel planning.

explore our services

FULL-SERVICE TRAVEL PLANNING

HOTEL & ACCOMMODATION CURATION

CUSTOM ITINERARY DESIGN

wander:ing

wander:ing

discover:ing

explor:ing

stay:ing

savour:ing

unwind:ing

reminisc:ing

return:ing

We don't believe that the hotel room is
"just a place to sleep". 
Where you stay shapes how you experience a destination. If that matters to you too, you’re in the right place.

Work with us

Kaylee Carreiro

travel advisor, founder

Founded by Kaylee, a boutique travel specialist with years of experience keeping her clients happy, her approach is guided by instinct, restraint, and an eye for quality. Each stay is chosen not just for how it looks, but for how it feels - from the pace of the day to the details that make your trip memorable.


meet your advisor

Ready to start Wandering With Kay?

The right stay changes everything.
Let’s start planning something memorable.

Wandering With Kay is a boutique travel advisory founded by Kaylee Carreiro. Specialising in boutique hotels, Mediterranean destinations, and personalised itineraries, Kaylee works with travellers who value design and atmosphere when they travel.


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About

services

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