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Honeymoons & Romance
Adults-only escapes, private villas, overwater bungalows, European city stays, anniversaries, and celebration trips with the right mix of romance, ease, and “oh, this is exactly us.”
Personal travel advisor
You dream it up. I’ll make it make sense.
A travel advisor based in Ontario, helping families, couples, groups, and busy travellers turn big vacation ideas into thoughtful, well-matched trips with honest guidance, careful details, and support from start to suitcase.
Why use an advisor
Big trip dreams, planned with actual care.
The best trips are not one-size-fits-all. You bring the wish list, the occasion, the budget, the must-haves, and maybe one resort you saw online at 1:00 a.m. We help turn all of that into a plan that actually fits.
From family-friendly all-inclusives to romantic escapes, cruises, Europe itineraries, and group trips, we look at the details that actually matter — so your vacation feels exciting, not like a part-time research job.
Travel styles
Trips I Love to Plan
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Family & Disney
All-inclusive resorts, Disney vacations, beach weeks, kid-friendly stays, and family trips planned around real-life logistics — naps, snacks, transfers, room setups, and everyone’s tolerance for chaos.
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Europe & Adventure
Custom routes, bucket-list cities, local food, markets, culture, soft adventure, trains, neighbourhood exploring, and days that feel full without being aggressively scheduled.
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Cruises & Groups
Ocean and river cruises, friend trips, destination weddings, family groups, and multi-generational travel where everyone has opinions and someone needs to keep the plan sane.
Meet Charlene
Hi, I’m Charlene.
I’m the travel advisor behind When Pink Flies, based in Ontario and helping families, couples, groups, and busy travellers plan vacations with care, honesty, and a serious eye for the little details.
I’m a mom, wife, small business owner, and lifelong overthinker of the “but is this resort actually good?” variety. Before becoming a travel advisor, I spent years running my stationery and gifting business, More Than Just Paper, where details, timelines, personalization, and getting things right mattered every single day.
That same energy follows me into travel planning. I care about the things that can completely change the feel of a trip: the room category, resort layout, transfer time, flight schedule, beach quality, dining options, kid-friendliness, pace, budget, and whether the trip actually fits the people going on it.
My travel style is realistic, detail-loving, and deeply food-motivated. I love beautiful resorts, bucket-list cities, street food, markets, local experiences, and trips that feel memorable without being overpacked.
When you work with me, you’re not just getting someone to book a trip. You’re getting someone who will ask the extra questions, compare the details that matter, and care about whether the vacation actually feels right for you.
Let’s turn that bucket list into a boarding pass.
How it works
A calmer way to plan.
Tell me the feeling
Relaxed, romantic, adventurous, food-focused, celebratory, restorative, kid-friendly, adults-only, or “I just need everyone to have a good time and nobody to cry in an airport.” We start with what the trip should actually feel like.
I sort through the noise
I compare the options beyond the pretty photos — resort layout, room categories, flight times, transfers, dining, beach quality, family fit, inclusions, supplier details, and the tiny things that can make or break a trip.
Travel with support
You’ll have organized details before departure and a real person behind the scenes if plans need adjusting. The goal is for you to feel prepared, supported, and excited — not like you accidentally became your own travel department.
Let’s turn your bucket list into a boarding pass.
Start planning
Send the trip you cannot stop thinking about.
Even if all you have is a destination, a vibe, and a budget, send it my way. We’ll figure out the rest.
Important travel information
Before You Book
Pricing and availability are subject to change until booked and confirmed. Travellers are responsible for ensuring they have valid passports, visas, entry documents, permissions, and any other documentation required for their destination and travel dates.
Travel insurance is strongly recommended. Charlene can review available travel protection options, including supplier travel protection plans and third-party insurance options where applicable.