Founder-Hosted Group Tour
the trips where Cheshta travels with you
Our own exclusive group trips. Cheshta is on the trip, from the first flight to the last dinner.
- Cheshta travels with the group
- One clear price, inclusions listed
- Meet your travel family
Fixed Departures
seats openfixed dates, fixed flights
Join a batch of fellow travellers on set dates. Limited seats, flights included, with options. Our team doesn't travel on these.
- Fixed dates and flights
- Limited seats per batch
- Flight options available
Private Tour
your datesjust your family, nobody else
Trips planned around your family, your pace and your dates. Milestone birthdays and anniversaries.
- Travel on your own dates
- Route shaped around you
Help us take India's parents places.
We're a small team that plans slow, careful trips for people in their sixties and seventies — and then actually goes on them. If you'd rather count the stairs at a hotel than write a brochure about it, keep reading.
How a trip actually gets made.
this is the job, whichever role you join
We plan around people, not places
Every route starts with a question: could a 72-year-old with a dodgy knee enjoy this? If not, it gets rewritten until they could.
We walk it before we sell it
Someone from the team goes first. Lifts, ramps, how far the loo is from the dinner table — it all goes in the file.
We build in the nothing days
The best afternoon of a trip is often the unplanned one. We schedule time for it on purpose, and protect it from "one more sight".
Then we go with them
From the airport pickup to the last dinner. And a photo home every evening, so the kids stop worrying.
A small team where your work leaves the building.
There's no layer of managers between you and the traveller. The itinerary you fix on Tuesday is the one someone's mother walks through in March. That's a lot of responsibility, and it's also the best part of the job.
We're a small team, so you learn the business by doing the work, sitting with the people who plan the trips - not from a handbook.
What you get, plainly.
no ping-pong table, we promise
After a year, one trip a year for your own parents at cost. It felt silly not to.
Comp-off for every day spent hosting on a weekend or holiday. No guilt attached.
Planning, ops, pricing, content, hosting. In a team this size you'll touch all of it.
Our base is Jodhpur. Where a role happens is written plainly on its posting - no surprises later.
Destination study is part of the workday. An hour of travel vlogs is real work here - officially.
Open roles.
What happens after you apply.
about two weeks, start to finish — and we reply to everyone
A short form, right here on the page. Attach your CV if you have one.
A person reads every one. You'll hear back either way.
Thirty minutes with a founder. More conversation than interview.
One real task, paid, so you see the work and we see you. Then an offer.
Questions people ask us.
before they hit apply
For some roles, yes — each posting says so. For Traveller Care and Content, we care more about how you treat people than where you've worked.
It depends on the role and it's written plainly on every posting. The Destination Expert role works from our Jodhpur office.
Our base is Jodhpur and the current opening works from the office. If a future role is remote-friendly, its posting will say so.
Yes. A person reads every application and replies within three working days, even if the answer is 'not this time'.
Tell us what you'd do here anyway.
If you're good at something we need and you care about the people we travel with, write in anyway. A person reads every application, including the general ones.
Destination Expert (Sales)
The role, in one breath
This is a sales role in our Jodhpur office, six days a week. You talk to people who want to travel - often families planning a trip for their parents - understand what they actually need, and help them book the right one.
To sell a place well, you have to know it. So part of your working day is watching travel videos and reading about destinations until they feel familiar. Yes, that is really part of the job.
Fixed salary plus incentive on every booking. And because we are a small team, you will learn a lot in everything: sales, destinations, operations, and how a small travel company actually runs.
What you'll actually do
You'll be great at this if
Nice to have, not required
Any sales or customer-facing experience
Enough travel to have opinions about hotels
A language beyond Hindi and English
Operations Associate
The role, in one breath
This is an operations role in our Jodhpur office, six days a week. When a trip is on the road, you are the person behind it: coordinating with hotels, transporters, guides and every other supplier, keeping the small things small, and making sure travellers are actually having the trip we promised them.
Our travellers are on holiday across time zones. Someone has to be the calm voice that answers when they have a question - that someone is you.
Fixed salary plus incentives. And because we are a small team, you will learn a lot in everything: operations, vendors, pricing, and how a small travel company actually runs.
What you'll actually do
You'll be great at this if
Nice to have, not required
Any operations, coordination or customer-support experience
Existing contacts in travel or hospitality
A language beyond Hindi and English