One trip that works for three generations

Who this is for

Extended families travelling together — a reunion, a milestone birthday or anniversary, or simply the first time everyone has been in the same country at once.

How we handle the age range

Days are built with parallel options rather than one fixed schedule, so the group can split and rejoin. Pace, walking distance, and how much of the day is spent standing all get planned around the people who actually find those things hard.

The answer is places that hold more than one thing at once. Tel Aviv’s Carmel Market is a good example: the same morning is a food tour for the people who want to eat their way through it, and a graffiti walk for the ones who would rather look at the walls. Same neighbourhood, same finish time, two entirely different days.

Hotels get chosen the same way. A pool for whoever needs one, and a lobby worth sitting in for the people who would genuinely rather sit.

Accessibility and mobility

Tell us at the start, not once the itinerary is drafted. A reunion almost always has a range in it — someone who will happily walk all day and someone who will not — and that is a planning problem rather than an obstacle.

Israel is genuinely mixed on this. Some of the big sites are modern and step-free. Others are two thousand years old, built up a hillside, and paved in stone that was never meant for wheels. So rather than tell you in advance that everything works, we check the specific sites and the vehicle with the suppliers and come back with what is comfortable, what is possible with a hand, and what we would swap for something better.

In practice it changes the shape of the days — the order they come in, how much walking sits in each one, where the rest goes, and which parts of the family split off and rejoin — rather than shortening the trip.

Group size

There is no minimum. A family of four is a trip we will plan as carefully as a family of forty, and there is no threshold you have to reach before it is worth our time.

Size changes how a reunion is built rather than whether it works. A small group can travel in vehicles that reach places a full coach cannot get near. A large one needs the days deliberately shaped so people can peel off and come back together, which is the single thing that makes a multi-generational trip pleasant instead of exhausting.

Common questions

Is there an age limit on your trips?

No. We plan trips for every age, and often for several ages at once. A single itinerary regularly covers grandparents, parents, and young children, with the days built so people can split off and rejoin rather than everyone doing everything.

Can you accommodate limited mobility or accessibility needs?

Tell us early and we build the trip around it. Israel is a mixed picture, honestly: some of the major sites are modern and step-free, and others are two thousand years old, built up a hillside, and paved in stone that was never meant for wheels. So rather than promise in advance that everything works, we check the specific sites and the vehicle with the suppliers and tell you exactly what is comfortable, what is possible with help, and what we would swap for something better. In our experience it changes the shape of an itinerary — the order of the days, how much walking sits in each one, where the rest goes — rather than ruling the trip out.

How large are your groups?

There is no minimum and no fixed maximum. We plan trips for a family of four as readily as for a community group of forty, and the size changes how a trip is built rather than whether we will run it: smaller groups can travel in vehicles that reach places a full coach simply cannot, and larger ones need the days shaped so people can split off and come back together. For what it is worth, most of the groups Madison has run over the past six years have been between fifteen and forty people, which is the range where one coach and one guide still works comfortably.

Are flights included in the price?

No. Flights are booked separately from the trip itself, so you keep control of your routing, your dates, and any points or miles you want to use. Everything on the ground in Israel — guiding, transport, accommodation, and activities — is arranged by us.

All frequently asked questions