Trip Up

Group travel, made simple

Personal Project 6 min read 2025
Airwaze interface mockup

Business
Context

Group travel is meant to be enjoyable. But juggling betw plans, decisions, and expenses across multiple people often creates friction. Travelers rely on a fragmented ecosystem of tools: messaging apps, maps, spreadsheets, and payment apps, none of which are designed to work together.

This fragmentation leads to misalignment, duplicated effort, and unnecessary stress, especially for the person who takes on the organizer role. There is a clear opportunity for a single, shared space that supports planning, collaboration, and financial transparency throughout the trip lifecycle.

Problem

Today, group travel planning is scattered across too many tools. Organizers must constantly switch between apps to plan itineraries, coordinate decisions, track expenses, and settle payments.

This creates:

As a result, what should be a shared experience often becomes stressful and unbalanced.

?

Reduction Friction in
Group Travel Planning

How might we help group travel organizers coordinate plans, decisions, and expenses in a way that feels simple, transparent, and socially comfortable for everyone involved?

Approach &
Rationale

Group travel is both a logistical and social experience, where coordination, decision-making, and money management can easily create friction between people. The project therefore followed a user-centered and iterative approach, involving users from early exploration to final validation to ensure interactions felt natural, inclusive, and socially comfortable.

Rather than optimizing isolated features, the approach focused on shared workflows and group dynamics, designing interactions that reduce back-and-forth, make responsibilities visible, and support participation without pressure. Design decisions were refined through iterative prototyping and user feedback, with the goal of preserving trust and positive group dynamics throughout the trip.

Execution

1

User profiling & early validation

I began by creating user profiles/personas to understand group roles, behaviors, and expectations. These profiles guided early assumptions and were validated through discussions with potential users.

User research artifacts
Persona View

2

Wireframing, flow design & early testing

Based on these insights, I designed user flows and wireframes to structure the experience around collaboration rather than individual tasks. Early testing helped identify friction points and refine flows before investing in high-fidelity design.

User research artifacts
Persona View

3

Prototyping, iteration & validation

Prototypes were tested regularly with users to evaluate clarity, ease of collaboration, and comfort around money-related interactions. The final design (presented in the Outcomes section) integrates this feedback, resulting in an experience shaped by real usage rather than assumptions.

User research artifacts
Persona View

Outcomes

Better coordination

All trip-related information lives in one place, reducing confusion and repetitive communication.

Faster group decisions

Polls and shared views enable asynchronous decision-making without endless messaging.

Financial transparency

Clear expense tracking and balances prevent misunderstandings and awkward conversations.

Lower organizer stress

Responsibility is shared visually, reducing the emotional and cognitive burden on one person.

Shared sense of control

By making plans, decisions, and financial responsibilities visible to everyone, TripUp enables each participant to feel informed and empowered to contribute.

I like the AI companion, I’d chat with her to discover more info about Lisbon.
Irina, 32
I love that you included Apple Pay, it’s quick and makes reimbursing my friends so easy.
Jeffrey, 25
I’d like to see where my friends have been or are currently, so I could visit them after my trip if they are nearby, or chat with them about their trip.
Catalina, 24

Flow 1 : Adding a user
to the group

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Flow 2 : Adding dinner suggestions
and choosing restaurant

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Flow 3 : Adding costs

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Learnings

Shared visibility enables participation: users feel in control when they can engage on their own terms.

This project highlighted how group travel is fundamentally a social experience, not just a coordination problem. During testing, users consistently expressed a desire to interact not only within their travel group, but also beyond it: discovering where friends have been, sharing experiences, or connecting trips across time.

I learned that social features create value when they feel ambient and optional, rather than intrusive. Users want awareness and connection without obligation. Designing for this meant focusing on visibility, context, and lightweight interactions instead of constant prompts or notifications.

User feedback showed that conversational AI is most valuable when it acts as a non-intrusive companion rather than a decision-maker. In TripUp, users were excited to chat with an AI to explore Lisbon because it allowed curiosity and discovery without interrupting group dynamics or requiring consensus.