Plan team travel with AI by making the group constraints visible before anyone books.

Start with the constraints that make a group itinerary work.

A team trip has more than a destination and a date.

People may arrive from different cities, need a specific meeting window, require accessible accommodation, hold different passport or baggage constraints, or have a cost ceiling set by policy.

Write those conditions down before looking at offers. Strawberry can use the brief to organise viable options and identify conflicts such as an arrival that misses the first session or a hotel that makes the schedule impractical.

Compare whole itineraries instead of separate transport and hotel tabs.

The lowest outbound fare can produce an expensive or exhausting group plan after transfers, baggage, late-arrival transport, additional hotel nights, or rigid change rules. Put each option’s known end-to-end cost and timing in the same comparison.

Strawberry can turn the pages you choose into a shortlist that exposes the trade-offs. It should distinguish confirmed terms from things that still require a carrier, hotel, venue, or official-source check.

Give every traveller one plan without hiding the exceptions.

A group can share a hotel and agenda while still needing different routes, room types, loyalty numbers, or return dates. A useful master plan has a common schedule plus a traveller-level exception list.

Prepare the details in a format the team can inspect together: arrival windows, room assignments where approved, transfer meeting points, booking references after confirmation, and questions that remain open. Do not treat a tentative option as a booked reservation.

Standardise the research and keep checkout under human control.

After your company agrees on its comparison fields, policy checks, and approval path, save the planning method as a skill. A routine can prepare options for recurring offsites, customer visits, or conference travel without repeatedly rebuilding the brief.

The workflow should stop before checkout. A reservation can create payment, identity, cancellation, and duty-of-care consequences that require the right traveller and owner to confirm the final option.

Frequently asked questions