A more considered way to travel.
Whether you’re planning a full escape or simply need support with a specific part of your trip, Wandering With Kay offers personalised travel planning designed to feel effortless from start to finish.
Services are flexible—from boutique hotel sourcing to fully curated itineraries—depending on how much support you’d like along the way.
our process
A simple planning experience.
Start the Conversation
Share your destination ideas, travel dates, and preferences through a consultation or enquiry.
Curation & Planning
Kaylee researches and selects the best boutique stays, experiences, and travel details tailored specifically to you.
Time to wander
Once confirmed, you’ll receive your curated itinerary and travel details so you can enjoy your trip with complete peace of mind.
services
How we can help you wander.
FULL-SERVICE TRAVEL PLANNING
FULL-SERVICE TRAVEL PLANNING
A complete travel planning service designed for travellers who want every detail handled.
- Accommodation sourcing and booking
- Flights, transfers, and logistics support
- Custom itinerary design
- Ongoing assistance before and during travel
For travellers who want a fully managed experience with one trusted point of contact throughout.
HOTEL & ACCOMMODATION CURATION
HOTEL & ACCOMMODATION CURATION
Personalised sourcing and booking of boutique hotels, villas, and stays tailored to your destination, dates, and preferences.
- Hotel or villa recommendations
- Price comparison and availability checks
- Guidance on location and room types
- Booking support and management
For travellers who know where they’re going but want help finding the right place to stay without spending hours researching.
CUSTOM ITINERARY DESIGN
CUSTOM ITINERARY DESIGN
A tailored trip plan built around how you like to explore — with structure where it’s helpful and flexibility where it matters.
- Destination and route planning
- Suggested experiences and activities
- Restaurant and neighbourhood recommendations
- Day-by-day itinerary guidance (when needed)
For travellers who want a well-planned trip but don’t want a rigid or over-scheduled itinerary. Fees Apply.
FULL-SERVICE TRAVEL PLANNING
A complete travel planning service designed for travellers who want every detail handled.
- Accommodation sourcing and booking
- Flights, transfers, and logistics support
- Custom itinerary design
- Ongoing assistance before and during travel
For travellers who want a fully managed experience with one trusted point of contact throughout.
HOTEL & ACCOMMODATION CURATION
Personalised sourcing and booking of boutique hotels, villas, and stays tailored to your destination, dates, and preferences.
- Hotel or villa recommendations
- Price comparison and availability checks
- Guidance on location and room types
- Booking support and management
For travellers who know where they’re going but want help finding the right place to stay without spending hours researching.
CUSTOM ITINERARY DESIGN
A tailored trip plan built around how you like to explore — with structure where it’s helpful and flexibility where it matters.
- Destination and route planning
- Suggested experiences and activities
- Restaurant and neighbourhood recommendations
- Day-by-day itinerary guidance (when needed)
For travellers who want a well-planned trip but don’t want a rigid or over-scheduled itinerary. Fees Apply.
wander:ing
wander:ing
discover:ing
explor:ing
savour:ing
unwind:ing
reminisc:ing
return:ing
Prefer to Plan Your Own Trip?
Explore Kaylee’s trusted booking platforms.
Browse a wide range of tours, attractions, and experiences to enhance your trip.
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