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Miles
Product walkthrough

The living trip

One trip object, useful from first idea to lasting story.

Miles keeps the brief, plans, bookings, itinerary days, expenses, moments, and memories connected—then gives its AI that complete context.

Miles AI itinerary plan options
Miles live trip timeline
Miles trip reflection and story

Four connected stages

The product changes as the trip changes.

Each stage has a distinct job, but none starts over. Decisions made earlier remain available to the guidance and reflection that come later.

01 · Plan

Start with a real trip brief, not a blank page.

Miles captures origin, destination, dates, travelers, pace, budget, and interests before shaping the strongest first direction for the trip.

  • Build a real brief from origin, destination, dates, travelers, pace, budget, and interests.
  • Compare AI-built itinerary directions instead of accepting the first answer.
  • Select the strongest plan and carry it forward as the operating version of the trip.
Plan experience in Miles

02 · Prepare

Move from idea to booked, organized travel.

Once a plan is selected, Miles shifts into bookings, checklists, readiness tasks, and trip details that still matter before departure.

  • Keep flights, stays, reservations, readiness tasks, and trip-specific checklists together.
  • Review curated booking options, fare signals, and a spend outlook before committing.
  • Import confirmations and receipts so AI can extract the details into the trip.
Prepare experience in Miles

03 · Explore

Keep the day moving with live trip context.

During the trip, Miles uses itinerary context, nearby places, maps, and current pace to guide what matters next instead of dumping a list of ideas.

  • Follow a live day timeline with timing, place details, directions, and map context.
  • Find nearby food, attractions, shops, fuel, and other useful stops on demand.
  • Open contextual insights for the activity or decision already in front of you.
Explore experience in Miles

04 · Reflect

Turn route, moments, and photos into a recap worth keeping.

Miles closes the loop with daily reflection, imported photos, captured moments, an AI recap, and a visual Trip Story shaped around what actually happened.

  • Bring together auto-captured moments, notes, reactions, route context, and photos.
  • Generate a recap with daily narrative, highlights, trip stats, and expense context.
  • Turn selected moments and photos into a visual Trip Story worth sharing and keeping.
Reflect experience in Miles

Intelligence layer

AI built into the trip, not bolted onto it.

The same context supports generation, extraction, live guidance, and storytelling. That is what lets Miles help without making you explain the trip again at every step.

Contextual tips

Focused guidance appears in planning, preparation, flight and stay decisions, expenses, and the live day—not in a detached feed.

Chat + voice

Ask Miles from inside the trip. The assistant can use the current stage, itinerary, bookings, checklist, and recent context.

Vision extraction

Turn screenshots of confirmations and receipts into structured booking and expense details with less manual entry.

Signals at the right time

Price watches and trip-stage notifications help when a decision or readiness task can still be acted on.

One connected record

Plans, bookings, expenses, and memories remain part of the same trip.

That shared data model is what makes later guidance more relevant and the final recap more faithful to the trip you actually took.

Trip Story

Reflection is a product surface, not an afterthought.

Daily reflections and selected photos become a visual story, while highlights, stats, spend, and share tools give the trip a closing chapter.

Try it on a real trip

The complete first trip is free.

Start with the destination you are actually considering and use the product through the journey before choosing membership.