A workable trip depends on more than the fare. The arrival has to fit the meeting, the stay has to fit how you work, the choice has to fit policy, and all of it has to still be available when you decide.

A list of travel links solves the first part. You still have to reopen everything, recover the real price, sign in, check the terms, and rebuild the itinerary.

Strawberry researches it in the browser beside you, using your calendar, policy, and preferences, comparing live provider pages, and continuing into a booking once you approve the exact choice.

Start with the trip that has to work

The purpose, travelers, origin, destination, dates, required arrival window, calendar commitments, budget, policy, flexibility, and personal requirements shape the search. Strawberry can infer much of that from the context you have made available, then ask only about a gap that would materially change the options.

Want to try it?

Ask your Strawberry companion: “Plan this work trip around the travelers, calendar, policy, budget, and preferences, then compare a few live options before any booking.”

Skill

Plan a business trip

Research and compare a traveler-specific work itinerary, then complete only the bookings and follow-through you approve.

The search can include flights, rail, ground transport, and the accommodation types that fit the trip: hotels, short-term rentals, serviced apartments, company lodging, or another suitable stay. One category is not treated as the default for every traveler.

Search live options in the browser

Your companion can move across relevant travel sites, follow promising results to the provider's own page, and use logged-in services when you have made them available. The useful tabs, observed prices, currencies, key terms, and time checked stay visible, so you can inspect the evidence or take over the search.

Internal context can change the recommendation just as much as a fare. A travel policy may rule out one option, a calendar event may require a longer arrival buffer, and a preferred location may save enough local travel to justify a higher room rate. Strawberry can reason across those details without requiring a fresh prompt for each provider.

Compare coherent itineraries

The best comparison is a small set of complete trips rather than a large table of isolated fares. It should account for door-to-door time, transfers, total expected cost, location, workability, change and cancellation terms, policy fit, accessibility, preferences, and any uncertainty that could affect the choice.

Strawberry keeps estimates, live quoted prices, tentative holds, and confirmed purchases distinct. It can recommend the best option and explain the tradeoff without pretending a starting fare already includes the material fees or that separate legs are guaranteed to work together.

Book and organize the trip you choose

Immediately before a booking, the companion rechecks the availability, price, dates, traveler, currency, and important terms. If something material changed, it returns the decision to you. Approval of a preferred itinerary or budget is not approval to spend; each purchase, cancellation, upgrade, calendar change, and message remains its own reviewable action.

After an approved booking, Strawberry can verify the confirmation and assemble one shareable itinerary with local times, addresses, transfer logic, confirmation references, contacts, and cancellation deadlines. It can prepare calendar entries, traveler messages, and an expense handoff without exposing sensitive identity or payment information in the shared version.

Travel is often better handled on request than through a Routine. When plans change, the same companion can return to the current bookings, research alternatives, and preserve the comparison and approval boundaries without asking you to reconstruct the trip.

Official Strawberry skill
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plan-a-business-trip
description
Research, compare, book, and organize a business trip across flights, rail, accommodation, ground transport, calendars, and confirmations. Use when someone needs a traveler-specific itinerary, live travel options, approved bookings, or help managing a work trip.

Plan a Business Trip

Help the user turn a work trip into a practical itinerary, then complete only the bookings and follow-through they explicitly approve. Use Strawberry's browser as a shared working surface: start from the user's calendar and company context, search across real travel sites, keep useful options visible for inspection, and continue into an approved booking in the same browser. Do more than return a detached list from a headless search.

1. Get the trip straight

Infer what is already clear from the conversation, calendar, files, tabs, and saved preferences. Confirm only the missing details that could materially change the options or make a booking unsafe:

  • trip purpose, travelers, origin, destination, dates, and required arrival or departure windows;
  • meetings, event times, working hours, buffers, and other calendar constraints;
  • travel policy, approval status, budget, cabin or accommodation rules, and reimbursable limits;
  • seating, accessibility, dietary, mobility, accommodation, location, loyalty, and flexibility preferences; and
  • hard requirements such as checked bags, reliable workspace, late arrival, or changeability.

Keep planning preferences separate from legal identity and payment details. Never infer a traveler's full legal name, date of birth, document details, eligibility, or payment authority. Clarify policy conflicts and any required exception approval before booking, while continuing useful research where possible.

2. Search real options using the context that matters

Use approved internal context when it changes the trip: Calendar, event or meeting details, messages, travel policy, past itineraries, loyalty information, files, and connected apps. Suggest an app connection only when it materially improves the result; continue through available browser tabs, websites, uploads, or user-provided details when possible.

Then work in the browser. Search current flight, rail, accommodation, and ground-transport options, follow promising results to the provider's own pages, and use logged-in services when the user has made them available. Include suitable hotels, serviced apartments, short-term rentals, company lodging, or other stays rather than assuming one accommodation type. Keep the useful tabs, provider links, observed prices, currencies, key terms, and time checked easy for the user to inspect.

Use official government or carrier sources for current entry, document, transit, and disruption requirements when they could affect feasibility. Present uncertainty and ask the traveler to confirm eligibility rather than giving unsupported legal or immigration assurances.

3. Compare trips that actually work

Build a small set of viable choices around the purpose of the trip. Check that every leg works together across timezones, transfers, calendar commitments, check-in windows, and realistic buffers. Compare the factors that materially distinguish the options:

  • total expected cost, including known taxes, fees, baggage, transfers, and local transport;
  • door-to-door travel time, departure and arrival timing, stops, and disruption exposure;
  • accommodation type, location, safety-relevant practicalities, workspace, check-in, and proximity to the work;
  • change, cancellation, refund, and no-show terms;
  • policy fit, loyalty value, accessibility, and stated preferences; and
  • uncertainties such as split tickets, separate bookings, or unconfirmed ground connections.

Do not manufacture precision when a price excludes material fees or is visible only as a starting rate. Keep estimates, live quoted prices, held reservations, and confirmed purchases distinct.

4. Show the best choices

Present the best few options with a clear recommendation and the tradeoff behind it. Default to a compact comparison followed by the proposed end-to-end itinerary, expected total, policy status, assumptions, and unresolved decisions. Prefer a coherent trip over a long list of fares and stays.

Make clear what has only been researched and what, if anything, is reserved or paid. If the work is for an event, use strawberry/operations/plan-an-event for the event outcome, venue, vendors, budget, invitations, and run-of-show; keep traveler-specific journeys here.

5. Book only what the user approves

Recheck availability, price, currency, itinerary, and terms immediately before each approved booking. If the option disappears or a material price, timing, accommodation, fare, or cancellation term changes, stop and show the change before proceeding.

Treat each purchase, reservation, cancellation, upgrade, loyalty redemption, calendar change, and message as a separate reviewable action. A budget or preferred option is not itself approval to spend. Immediately before a transaction, confirm the traveler, account, selected option, dates, total, and material terms. When booking for someone else, confirm that the user has authority and that the traveler's identity and relevant preferences have been verified.

Request sensitive identity or payment information only when needed for the selected provider and handle it in the provider's trusted flow. Do not expose, retain, or repeat full payment-card, passport, or government-identity details in the itinerary or general conversation. Stop when a required identity, policy, payment, or safety check cannot be completed reliably.

6. Put the confirmed trip in one place

After each approved booking, verify the provider's confirmation state rather than relying on a submitted form or browser transition. Reconcile the confirmation against the chosen dates, traveler, amount, and terms. Report partial completion or failure plainly.

Create a concise shareable itinerary with local times and timezones, addresses, confirmation references, transfer logic, relevant contacts, cancellation deadlines, and links to the source records. Keep sensitive details out of broadly shared versions. Prepare calendar entries, traveler messages, or document filing separately, and apply them only after their destinations and scope are approved. Organize confirmations and receipts and prepare an expense handoff when useful; leave reimbursement, accounting treatment, and reconciliation to the appropriate Finance workflow.

7. Help when plans change

Use corrections from a real trip to retain useful preferences, policy rules, trusted providers, buffer expectations, and itinerary format. Do not turn a one-off exception into a permanent rule.

When the user returns with a disruption or changed plan, verify the current booking, research the best alternatives, and use the same comparison, recheck, and approval boundaries. Do not force a Routine onto a trip that is better managed on request.