How Planning With Gatherwell Works

You tell me who's coming and what matters most. I plan every detail, book it through partners I trust, and stay on call from the day you sign until the day you're home. One person, fully accountable for your trip.

Book a Free Discovery Call

Who I Plan For

Multigenerational families

Grandparents, parents and grandkids on one trip, with rooms, pacing and activities that work for every age.

Couples marking a milestone

Anniversaries, retirements and the trip you've talked about for years.

Car collectors and enthusiasts

Scottsdale Car Week, collector events and private automotive experiences, planned by someone from a family of car lovers and collectors.

What I'll Tell You Up Front

How I'm paid

I charge a planning fee agreed after our free discovery call. If a supplier commission applies, I disclose it in writing before you book, so you know exactly how I'm compensated.

What prices include and what they don't

Every quote lists flights, taxes, transfers, tips and insurance separately so nothing surprises you later.

When a trip isn't a fit

If a destination, season or supplier isn't right for your group, I'll say so before you book.

What happens if something goes wrong

You have my direct number. I handle the rebooking, the calls and the paperwork.

Choose the support that fits

Planning Options

A focused starting point

Silver: Consultation and Direction

CA$250

A 45-minute consultation to explore your vision and leave with personalized direction.

  • 45-minute consultation
  • Personalized itinerary ideas
  • Vetted vendor recommendations
  • Follow-up email summary
Reserve Silver · CA$250
Most Chosen

For a richer itinerary

Gold: Collaborative Design

CA$650

Multi-session planning with booking support for a more involved trip.

  • 3 to 5 planning sessions
  • Custom itinerary creation
  • Booking coordination
  • Travel-day support
Reserve Gold · CA$650

For groups of ten or more travellers

Group Program

CA$250 per couple

Individual planning support within a group trip, coordinated around the whole party.

  • Groups of ten or more travellers
  • Per-couple planning fee
  • Group itinerary coordination
  • Dedicated group support
Reserve Group · CA$250 per couple

Tailored end to end

Full Service

Best for: families and groups who want Gatherwell to design, book and manage the entire journey.

Book a Free Discovery Call

Prefer to plan it yourself? Try our free tools or Groups by Gatherwell.

Why It's Worth It

Access you can't book online

At participating preferred-partner hotels, that can mean upgrades when available, breakfast and hotel credits.

Hours back

I do the research, comparing and confirming. You make a few decisions.

One accountable person instead of a call centre

You have one person who knows the trip and can act when plans change.

What It Feels Like After

You come home with photos of three generations at one table, a story the grandkids keep retelling, and no memory of a single logistics headache. The planning was the part you didn't have to think about.

The Three Steps

  1. 1

    Discovery call (free, 30 minutes)

    we talk about who's travelling, when, and what you want the trip to feel like.

  2. 2

    Proposal

    I send a clear plan with real prices and what's included.

  3. 3

    Book and travel

    I confirm everything and stay on call throughout the trip.

What Clients Say

I can provide references on request.

Frequently asked questions

Do you charge a planning fee?

Yes. Silver, Gold and Group Program show their current planning fees above. Full Service planning is scoped after your free discovery call.

Is it more expensive to book through an advisor?

In truth, sometimes. However, it is always my goal to use my unique expertise to bring you the best pricing and the most convenient routing. I want to be able to say at the end that my advisory fee was more than made up by the savings, perks and value add conveniences I was able to secure for you.

How far ahead should I start planning?

It depends. Multi-family groups will usually start a year ahead of proposed trip to secure best pricing, but I'm happy to jump in whenever you like and work within your timeframe. With couples, I like at least 9 months, but I will work with you to outline the best possible timeline for your budget, needs and vision.

Do you plan trips for clients in both Canada and the US?

Yes. I work with travellers across both countries.

What happens if my trip is disrupted?

You contact me directly and I handle changes with the suppliers.

Start with a conversation

Tell me who's coming and what you want the trip to feel like.

Book a Free Discovery Call