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TripMaster Categories listing flights, stays, things to do, and trains for an Italian summer trip

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Built for the messy, beautiful reality of group trips.

Today

Tahoe Boys Trip 2026

Marcus

2:14 PM

alright fellas, vote for saturday night. closes 6pm

Decision · by Marcus
0 of 14 · Live

Saturday night?

Top Golf, then drinks

Reno · 7pm

0

Lone Eagle steakhouse

Hyatt · 7:30

0

Bonfire on the beach

Kings Beach · BYOB

0

Stay in, grill at the house

Trent's covering meat

0

01Plan together

Pack the group chat.

Italian summer with the girls. Tokyo with the boys. Plan it together in one place. No spreadsheet, no screenshots, no three-thread group chat split across two apps.

TripMaster Categories grouping flights, stays, things to do, and trains

02One place

Every reservation, sorted.

Flights, stays, trains, the Vatican tickets, the questionable ramen spot. All of it in one combined timeline. See the whole group trip in one place.

BA547 · Heathrow to Rome · 11:25

On Time
Delayed
On Time

Gate B14 just changed to B22. We told the chat.

03While you sleep

We’ll watch the gates.

Live flight status, gate changes, delays. We text the chat. You can keep packing. Flight tracking is a Pro feature ($9.99/mo).

TripIt for people who live in 2026

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  • Import your entire TripIt history
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You’re already asking ChatGPT to compare hotels and asking Claude where to eat. Now let them finish the job. Connect TripMaster to your favorite AI and let it read your itinerary, fill in suggested activities, and build your perfect holiday.

Works with Claude, Cursor, Codex, and anything that speaks MCP. There’s a CLI too, for those who want to use a terminal in the Terminal.

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MR

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