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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

Latest

1204 articles

Already left India without travel insurance? Ask about eligibility before buying - Trip Keeper
Health & Insurance · 3 min read

Already left India without travel insurance? Ask about eligibility before buying

Already left India without travel insurance? Ask about eligibility before buying Do not assume a website that accepts a premium has accepted a trip that

26 Oct 2026
Expressed breast milk at airport security: check each country’s rule - Trip Keeper
Health & Insurance · 3 min read

Expressed breast milk at airport security: check each country’s rule

Expressed breast milk at airport security: check each country’s rule Breast milk is not treated exactly like an ordinary drink at every checkpoint. Check

26 Oct 2026
Arriving at Katra station: finish the registration and base handoff first - Trip Keeper
Getting Around · 3 min read

Arriving at Katra station: finish the registration and base handoff first

Arriving at Katra station: finish the registration and base handoff first Arriving by train is not the same as being ready to start the Vaishno Devi

26 Oct 2026
Accessible airport transfers in Thailand: confirm the vehicle, not the label - Trip Keeper
Getting Around · 3 min read

Accessible airport transfers in Thailand: confirm the vehicle, not the label

Accessible airport transfers in Thailand: confirm the vehicle, not the label An airport wheelchair and an accessible road vehicle are separate services.

26 Oct 2026
A slower walker on a group tour: ask how the group handles the pace - Trip Keeper
Trip Planning · 3 min read

A slower walker on a group tour: ask how the group handles the pace

A slower walker on a group tour: ask how the group handles the pace An escort’s presence does not tell you what happens when one traveller needs a slower

26 Oct 2026
Sightseeing with fewer stairs: choose and pace the whole day - Trip Keeper
Trip Planning · 3 min read

Sightseeing with fewer stairs: choose and pace the whole day

Sightseeing with fewer stairs: choose and pace the whole day One accessible attraction does not make an accessible day. Choose nearby stops, reduce

26 Oct 2026
A low-walking Japan itinerary: audit the metres between the highlights - Trip Keeper
Trip Planning · 3 min read

A low-walking Japan itinerary: audit the metres between the highlights

A low-walking Japan itinerary: audit the metres between the highlights Build a route audit before adding another Tokyo or Kyoto highlight. Station

26 Oct 2026
Flying with a CPAP machine: confirm carriage, use and power separately - Trip Keeper
Health & Insurance · 3 min read

Flying with a CPAP machine: confirm carriage, use and power separately

Flying with a CPAP machine: confirm carriage, use and power separately Taking a CPAP machine into the cabin is different from using it during a flight.

26 Oct 2026
Toilet breaks on a long road transfer: agree the stops before pickup - Trip Keeper
Trip Planning · 3 min read

Toilet breaks on a long road transfer: agree the stops before pickup

Toilet breaks on a long road transfer: agree the stops before pickup Ask for usable toilet stops, not a vague promise to stop somewhere. The plan should

26 Oct 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.

1204 articles

Already left India without travel insurance? Ask about eligibility before buying - Trip Keeper Health & Insurance · 3 min read Already left India without travel insurance? Ask about eligibility before buying Already left India without travel insurance? Ask about eligibility before buying Do not assume a website that accepts a premium has accepted a trip that Expressed breast milk at airport security: check each country’s rule - Trip Keeper Health & Insurance · 3 min read Expressed breast milk at airport security: check each country’s rule Expressed breast milk at airport security: check each country’s rule Breast milk is not treated exactly like an ordinary drink at every checkpoint. Check Arriving at Katra station: finish the registration and base handoff first - Trip Keeper Getting Around · 3 min read Arriving at Katra station: finish the registration and base handoff first Arriving at Katra station: finish the registration and base handoff first Arriving by train is not the same as being ready to start the Vaishno Devi Accessible airport transfers in Thailand: confirm the vehicle, not the label - Trip Keeper Getting Around · 3 min read Accessible airport transfers in Thailand: confirm the vehicle, not the label Accessible airport transfers in Thailand: confirm the vehicle, not the label An airport wheelchair and an accessible road vehicle are separate services. A slower walker on a group tour: ask how the group handles the pace - Trip Keeper Trip Planning · 3 min read A slower walker on a group tour: ask how the group handles the pace A slower walker on a group tour: ask how the group handles the pace An escort’s presence does not tell you what happens when one traveller needs a slower Sightseeing with fewer stairs: choose and pace the whole day - Trip Keeper Trip Planning · 3 min read Sightseeing with fewer stairs: choose and pace the whole day Sightseeing with fewer stairs: choose and pace the whole day One accessible attraction does not make an accessible day. Choose nearby stops, reduce A low-walking Japan itinerary: audit the metres between the highlights - Trip Keeper Trip Planning · 3 min read A low-walking Japan itinerary: audit the metres between the highlights A low-walking Japan itinerary: audit the metres between the highlights Build a route audit before adding another Tokyo or Kyoto highlight. Station Flying with a CPAP machine: confirm carriage, use and power separately - Trip Keeper Health & Insurance · 3 min read Flying with a CPAP machine: confirm carriage, use and power separately Flying with a CPAP machine: confirm carriage, use and power separately Taking a CPAP machine into the cabin is different from using it during a flight. Toilet breaks on a long road transfer: agree the stops before pickup - Trip Keeper Trip Planning · 3 min read Toilet breaks on a long road transfer: agree the stops before pickup Toilet breaks on a long road transfer: agree the stops before pickup Ask for usable toilet stops, not a vague promise to stop somewhere. The plan should

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