small group travel for the in-between chapters
We're redefining travel in our 30s & 40s
WHAT'S COMING UP | SUMMER 2026
Three trips. Pick yours.
13TH – 20TH JULY 2026
EXPLORE TRIP
Montenegro
Mountains, lakes and an Adriatic coast that's still under the radar. Eight days from Skadar Lake through Durmitor's peaks and Tara Canyon, finishing in the Bay of Kotor. Rafting, hiking, boat days, mountain stays, ridiculously good food.
Limited spots remaining - Last chance
Duration
8 Days
Group size
Max 14
From
£1,895
Deposit
£300
23RD – 31ST AUGUST 2026
EXPLORE TRIP
Albania
Stone cities, turquoise coves and mountains that drop straight into the sea. Eight days wandering UNESCO towns, swimming in the Blue Eye spring, exploring ancient ruins and slowing right down on the Ionian Riviera.
Limitied spots remaining - Last chance
Duration
8 Days
Group size
Max 14
From
£1,795
Deposit
£300
15TH – 19TH SEPTEMBER 2026
SLOW STAY
Italy
Four nights in a hilltop villa in one of Italy's most beautiful regions. Pool, hot tub, vineyard visits, cooking class, outdoor cinema. Slow mornings, leisurely lunches and a few days away where you actually switch off.
7 spots remaining - Sept 2026
Duration
4 Nights
Group size
Max 14
From
£1,295
Deposit
£500
Nobody warned us
about the
in-between bit.
Your 30s and 40s can feel like you're somewhere between who you were and who you're becoming.
Your friendship group looks different. What you want from life looks different. Even what a good weekend looks like has changed.
We started It Started With A Trip because we felt it too. We didn't want to go away with a polished, stuck-up travel brand or revert back to our hostel years - we simply wanted a genuine community of people who want to see the world, meet good people and enjoy creating new memories and experiences.
WE KNOW THE FEELING
Sound familiar?
The same friendship group has new parents sitting next to people who never wanted kids, those who've just become grandparents, the newly married next to the freshly divorced, people killing it at the top of their careers next to people who just walked away from everything to start again.
We're all in completely different places. And that's actually completely normal - it just doesn't always feel that way.
Whatever brought you here, there's a seat at the table.
Friends are knee-deep in nappies
Your friends are lovely, but they're are knee-deep in nappies and you need a week with people who aren't talking about sleep training.
Just got a promotion
Celebrated with a Pret and a Teams call. You deserve better. We've got Italy in September.
Hit 40
The friend group didn't disappear exactly. They just got very busy very suddenly. Funny how that works.
Just left your job
No idea what's next. Turns out a hilltop villa in Italy is a surprisingly good place to figure it out.
Burnt out
Not crying-in-the-bathroom burnt out. Just done. A weekend away isn't going to cut it and you know it.
Just had a baby
Four nights of nobody needing anything from you. No agenda. Just you, a hot tub, and an out of office.
No one to go with
The group chat has had "we should do Lisbon" pinned since 2022. You've decided to just go without them.
No particular reason
You've been saying "I need a proper holiday" since before the pandemic. Here's your sign.
Just got divorced
You've spent long enough thinking about everyone else. This one's just for you.
Want to see more of the world
The places on your list aren't getting any closer. Good company makes it a lot easier to actually go and have heaps of fun along the way.
CHOOSE YOUR WAY TO TRAVEL
Built with solo in mind.
We're past dorm rooms and pub crawls. Not quite ready for river cruises. And definitely not spending annual leave planning something that needs another holiday to recover from. Here's what that looks like in practice.
Most people come solo
There's a WhatsApp group before you leave. You're not walking in cold. By day two it feels like you've known each other for years.
Max 14 per trip
Small enough to actually get to know people. Big enough that you're not stuck with the same conversation all week.
Just turn up as you are
No icebreakers. No trust falls. No "tell us a fun fact about yourself." You can just be whoever you actually are right now.
You book flights, we sort the rest
Accommodation, food, activities, transfers - handled. You just show up with a bag and good vibes.
No 6am starts
Unless it's spectacularly worth it. Which occasionally it is. You'll always know in advance.
You actually come back rested
Breathing room is built in. This is not the kind of trip you need to recover from.
The right pace throughout
Enough happening to feel like a real trip. Enough space to actually enjoy where you are and recharge your social battery.
Bring someone or don't
Solo, with a mate, with a partner - genuinely works either way.
AT THE TABLE - LONDON
Not ready for a week abroad?
Come for a social in London first.
Because your 30s and 40s shouldn't be this hard to meet decent people. Brunches, lunches, dinners, drinks, the odd Sunday in the park. Good company, no agenda, £10 a ticket. It's a low-commitment way to see if you like the vibe - and most people who've been on our trips came to an event first.
SUNDAY 17 May 2026 · 2:30-4:30PM
Sundays with strangers: 'At the table' Sunday pub lunch. Central London
SUNDAY 17 May 2026 · 2:30-4:30PM
Bank Holiday Sunday. Sorted. Victoria Park, London