For your second act abroad

You don't have to move forever
to live abroad.

We're Caroline and Keith — and for the past four years we've been spending longer stretches of time in Europe without selling everything, without a permanent move, and without pretending there is only one right way to do it. This is our honest, practical conversation about how that actually works: the costs, the house sits, the logistics, the mistakes, and the small moments when somewhere stops feeling like a holiday and starts feeling like your life. Whether you're traveling solo, with a partner, or still figuring out what this chapter could look like — you're in the right place.

Cinque Terre, Italy
4 years
Traveling full-time
60+
House sits completed
7
Countries lived in
3
Continents
Watch on YouTube

See the places. Meet the dogs. Watch it unfold.

Our YouTube channel is where the road comes to life — village walks, market mornings, house sit arrivals, hikes, local routines, and the honest moments between the highlights.

It is the easiest place to start if you want to see what longer stays, house sitting, and a more flexible second act abroad actually look like in real life.

Visit our YouTube channel →
What we're here for

We're slightly ahead on a path you may want to walk.

What we wish someone had walked us through when we were first wondering whether any of this was actually possible — and whether it could work for people like us.

i.

The real numbers

What it actually costs to spend longer stretches of time abroad — accommodation, groceries, transport, insurance, flights, and the unexpected expenses that quietly catch you off guard.

ii.

The mechanics that work

Schengen rules without the panic. House sitting through TrustedHouseSitters — how it works, what to expect, and why it's one of the best entry points into longer stays. Long rentals, healthcare, banking, phones, and the unglamorous details that make the difference.

iii.

The stories that show what it feels like

The dogs, the markets, the village walks, the quiet decisions, and the moments when a place stops feeling like a destination and starts feeling like daily life.

Sentier du Littoral Antibes, France
A bit about us

Two people, many chapters, and a different way to live.

We left Florida in 2019 and drove west to Gig Harbor, Washington. It wasn't a carefully planned reinvention — it was the next reasonable thing that seemed possible. We'd been TrustedHouseSitters members as pet owners for years, and decided to explore the Pacific Northwest through the other side of it — as sitters. A season of neighbourhoods, routines, dogs, cats, and homes that taught us how quickly a place can begin to feel familiar.

Then Covid changed everything. We rented a "month-to-month" apartment we thought we'd be in for a few weeks. We were there two years.

On May 1st 2022 we moved out, and we haven't stopped moving since. Sixty-plus house sits. Long stays across England, Portugal, Spain, France, Italy and Israel. We have learned that spending more time abroad does not have to mean selling everything, moving forever, or doing it one particular way.

Read the full story →
Second Act Abroad

Is a wider life abroad right for you?

An 8-question readiness guide for people thinking about spending more time abroad later in life.

Free guide

Eight honest questions before you start planning.

This is the conversation we wish someone had shared with us when we were first wondering whether any of this was actually possible for people like us.

  • What you actually need to figure out before you go
  • The questions to answer whether you travel solo, with a partner, with friends, or are still deciding
  • What's solvable, what isn't, and how to tell the difference
  • The single biggest planning mistake we see people make
Send me the guide →
One letter a week

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The story behind the latest episode, what we're learning on the road, what things cost, what surprised us, and the practical notes we'd send a friend who asked, "Could I do this too?"

No spam. Unsubscribe anytime. Currently recording from Sun Valley, Idaho.