Three generations of a family stand together on a sunny city street during a multi generational travel outing. Two younger adults, an older couple, and a baby in a stroller smile at the camera with shops and bare trees lining the background.

Planning a holiday with kids, parents and grandparents?

Let’s make sure it works for everyone.

Three generations of a family pose together during a multi generational travel outing in front of a tall observation tower. Two older adults, two younger adults, and a baby dressed in blue stand close together smiling, with bare trees and an open plaza visible behind them.

Stop second-guessing your family trip. Get a plan you can book with confidence.

Multi-generation travel adds layers — different energy levels, mobility needs, budgets and expectations.
Most families don’t get stuck choosing a destination.
They get stuck deciding what will realistically work for everyone.
We help you structure the trip properly — from pacing and accommodation layout to transport and rest days — so you can move forward knowing the plan actually fits your whole group.

Prefer to start in writing? Submit an enquiry instead.

Stop second-guessing your family If planning feels messy, you’re not behind — you’re at the decision point.

We’re Paul and Simon from Roam Wisely Travel.
Families usually come to us when they’ve got options open in ten tabs — but no clear plan that works for kids, parents and grandparents.
If you’re weighing up routes, bases, timing or what’s realistic across different ages, that’s exactly what the planning call is for.

No fee for the initial call.

Paul and Simon from Roam Wisely Travel visiting Universal Studios during a research trip

Why Families Trust Us to Coordinate Their Trip

Most families contact us after weeks of research — and move forward faster once the structure is clear.

  • Booking Trip

    Very helpful when booking my trip to the Gold Coast!
    Easy, quick and clear experience. 
    Susan D
  • Fiji Trip

    Amazing team, sorted everything for us so we didn’t have to worry about our holiday. Couldn’t recommend them more!
    Daniel W
  • Booking my Trip

    Very helpful in being able to book and help plan my trip to the USA!! 
    Isabella R

What we coordinate (so every generation travels well)

qantas-boeing-747-captured-mid-flight-against-a-clear-blue-sky-symbolizing-aviation-and-travel
Flights — Routing that supports the whole trip

We plan flight timing around your family’s energy levels, connection times and arrival windows — so day one feels manageable, not exhausting.

Hotel Sunroute Plaza Shinjuku
Accommodation — Stay where it actually works

We recommend locations and room setups that suit kids, parents and grandparents — considering space, walkability, comfort and accessibility.

Cruises — The right ship for your mix

We match ship size, cabin configuration and port pacing to your family’s travel style — especially when different generations want different experiences.

a-group-of-tourists-in-a-boat-at-a-vibrant-floating-market-in-thailand-exploring-local-culture
Experiences — Add what genuinely adds value

We suggest tours and activities that enhance the trip without overwhelming it — well-paced, age-appropriate and worth the time.

Magic Kingdom Train Station
Theme Parks — Plan the day, not just the tickets

We structure park days around stamina, rest breaks and realistic expectations — so no one is burnt out halfway through.

red-convertible-sports-car-parked-on-a-scenic-mountain-road-surrounded-by-lush-green-trees.
Self-Drive — Realistic distances and drive days

We map drive times and stopovers that work for your whole family — factoring in luggage, comfort and different travel rhythms.

Shinkansen
Rail Travel — Scenic and sensible

We build rail days into your itinerary so they’re efficient and enjoyable — with seat planning and simple transitions between bases.

Travel Insurance — Cover that matches your reality

We help you understand what matters for your trip — especially when travelling with multiple generations — so you’re protected appropriately.


Multi-generation trips aren’t about booking pieces.
They’re about structuring the whole plan properly.

Prefer to start in writing? Submit an enquiry instead.



Hawkesbury Travel Agent – Specialising in Family & Multi-Generation Travel

Based in the Hawkesbury region, we help families plan trips that work across different ages, energy levels and expectations.

Whether you’re coordinating kids, parents and grandparents — or planning a complex overseas itinerary — we structure the trip properly from the start, so it feels clear and manageable.


What changes when the trip is planned properly
✅ A route that matches your group’s time, energy and mobility needs
✅ Bases that reduce packing, unpacking and long transit days
✅ Clear “must-do vs nice-to-do” priorities so no one feels rushed
✅ Support if plans shift mid-trip

Planning deposit: $150 (credited to your booking when you proceed)
Your initial consultation is complimentary.

Let’s build the plan together properly.

Let’s build the right plan for your family.
You don’t need more tabs open.
You need a clear structure that works for everyone.