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Cheshta Agarwal, founder and host of The Trip Keeper, smiling on a green country road
Hosted by Cheshta

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
Next up: Vietnam, 17 DecView →
See founder trips →
A fixed-departure batch on tour

Fixed Departures

seats open

fixed 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
See departures →
A private family trip

Private Tour

your dates

just 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
Ask for a quote →
or jump straight to a destinationBali, IndonesiaJapanKeralaSingaporeThailandVietnamOrganising a group of 15+? →
written by the people who run the trips

The Journal.

Practical writing about travelling with elderly parents — visas, knees, food, insurance, and what actually goes wrong. No listicles.

All Baggage & Packing Destination Guides Flights & Airports Getting Around Health & Insurance Money & Payments Trains in India Travel Tech & Photography Visa & Entry Travel Tips Trip Planning Weather & Best Time Food & Dining Senior & Family Travel Day Trips Clear filters ×

Latest

6 articles

Choosing the Month for Your Parents' First International Trip - Trip Keeper
Trip Planning · 4 min read

Choosing the Month for Your Parents' First International Trip

Pick the month by weather first. The comfortable windows: Japan in spring or autumn, Thailand November to January, Vietnam March to May, Bali April to October.

23 Oct 2026
Air India plans Delhi-Osaka nonstops from February 2027: what it means for Japan with parents - Trip Keeper
Flights & Airports · 4 min read

Air India plans Delhi-Osaka nonstops from February 2027: what it means for Japan with parents

Air India plans four weekly Delhi-Osaka nonstops from 2 February 2027, subject to government approvals. The announced schedule, open-jaw option and planned elapsed times.

23 Oct 2026
Japan With Elderly Parents: An Easy 7-Day Plan - Trip Keeper
Destination Guides · 7 min read

Japan With Elderly Parents: An Easy 7-Day Plan

Is Japan good for older parents? Yes, if you plan it slowly. A 7-day plan across Tokyo, Hakone and Kyoto, with visa, vegetarian food, medicine and stairs covered.

22 Oct 2026
From Your Doorstep and Back: How a Home-to-Home Private Trip Actually Works - Trip Keeper
Trip Planning · 6 min read

From Your Doorstep and Back: How a Home-to-Home Private Trip Actually Works

A home-to-home private trip covers every step from your parents' front door to the front door again. Here is how it works, what it costs in rupees and when a group trip is better.

22 Oct 2026
Your Parents Want to See the World. You Can't Take Leave. Here's What Families Are Doing. - Trip Keeper
Trip Planning · 7 min read

Your Parents Want to See the World. You Can't Take Leave. Here's What Families Are Doing.

Your parents do not need you to take two weeks of leave. They need a trusted host from front door to front door. Here is how families are sending parents abroad without a planning load.

22 Oct 2026
Best Time to Visit Japan for Cherry Blossoms - Trip Keeper
Destination Guides · 2 min read

Best Time to Visit Japan for Cherry Blossoms

Cherry blossom season moves every year and moves differently across the country - here is how to time Tokyo and Kyoto without guessing.

21 Jul 2026
← Journal ☏
written by the people who run the trips
The Journal.

Practical writing about travelling with elderly parents — visas, knees, food, insurance, and what actually goes wrong. No listicles.

Clear filters ×

6 articles

Choosing the Month for Your Parents' First International Trip - Trip Keeper Trip Planning · 4 min read Choosing the Month for Your Parents' First International Trip Pick the month by weather first. The comfortable windows: Japan in spring or autumn, Thailand November to January, Vietnam March to May, Bali April to October. Air India plans Delhi-Osaka nonstops from February 2027: what it means for Japan with parents - Trip Keeper Flights & Airports · 4 min read Air India plans Delhi-Osaka nonstops from February 2027: what it means for Japan with parents Air India plans four weekly Delhi-Osaka nonstops from 2 February 2027, subject to government approvals. The announced schedule, open-jaw option and planned elapsed times. Japan With Elderly Parents: An Easy 7-Day Plan - Trip Keeper Destination Guides · 7 min read Japan With Elderly Parents: An Easy 7-Day Plan Is Japan good for older parents? Yes, if you plan it slowly. A 7-day plan across Tokyo, Hakone and Kyoto, with visa, vegetarian food, medicine and stairs covered. From Your Doorstep and Back: How a Home-to-Home Private Trip Actually Works - Trip Keeper Trip Planning · 6 min read From Your Doorstep and Back: How a Home-to-Home Private Trip Actually Works A home-to-home private trip covers every step from your parents' front door to the front door again. Here is how it works, what it costs in rupees and when a group trip is better. Your Parents Want to See the World. You Can't Take Leave. Here's What Families Are Doing. - Trip Keeper Trip Planning · 7 min read Your Parents Want to See the World. You Can't Take Leave. Here's What Families Are Doing. Your parents do not need you to take two weeks of leave. They need a trusted host from front door to front door. Here is how families are sending parents abroad without a planning load. Best Time to Visit Japan for Cherry Blossoms - Trip Keeper Destination Guides · 2 min read Best Time to Visit Japan for Cherry Blossoms Cherry blossom season moves every year and moves differently across the country - here is how to time Tokyo and Kyoto without guessing.

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