ChanGPT

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Revolutionizing Travel Planning with AI:
A Smarter & Effortless Way to Explore

Your Ultimate Travel Guide Starts Here

TL;DR:

Trip planning is time consuming, disorganized, and impersonal for modern travelers.

Whatโ€™s the problem?

Trip planning today is spread across disconnected tools with no shared plan. Travelers visit an average of 38 websites before booking, 70% struggle to find activities that match their interests, and 50% find it difficult to coordinate plans with friends.

Whats our solution

Enroute brings the whole process into one AI-assisted itinerary. Every traveler adds to a shared bucket list, AI generates routes matched to the groupโ€™s interests and budget, and AI search adds web results to the plan in one tap.

My Contribution

My Contribution

As founding designer, took Enroute from
70 raw ideas to a 0-1 MVP pilot

Partnered directly with the Founder/CEO & 4 UX researchers

Partnered directly with the Founder/CEO & 4 UX researchers

Turned the founderโ€™s vision and research findings into a focused MVP scope with 3 core features.

Turned the founderโ€™s vision and research findings into a focused MVP scope with 3 core features.

Designed a scalable MVP grounded in a Business outcomes

Designed a scalable MVP grounded in a Business outcomes

Used a Business Model Canvas to tie design decisions to revenue streams, customer segments, and AI costs.

Used a Business Model Canvas to tie design decisions to revenue streams, customer segments, and AI costs.

Owned designing of end-to-end hi-fi prototypes & usability testing

Owned designing of end-to-end hi-fi prototypes & usability testing

Ran moderated usability testing with 50 participants and trained a custom GPT model to measure perceived adoption.

Ran moderated usability testing with 50 participants and trained a custom GPT model to measure perceived adoption.

The Problem

On average, travelers visit
38 websites before making a booking.

So we asked 30 travel enthusiasts, What apps/methods do you use to plan your itinerary?

To document routes

To document routes

To calculate budget

You know what this is for

You know what this is for

For communication

For communication

The Solution

Enroute turns everyoneโ€™s preferences into a shared itinerary, editable with AI powered search and paired with a smart budget estimator

Travelers spend less time planning and more time packing!

Collaborative AI Generated Itineraries

Travelers explore the app and save the places and activities they love to a shared bucket list. AI arranges those picks to fit the groupโ€™s timeline, budget, and preferences, creating an editable itinerary with a match score for how well it suits everyone.

How this solves the problem

Search, generation, and editing all happen in one flow, so the group starts from a working itinerary that already reflects every travelerโ€™s picks.

9:41

Tsushima, Japan

Sort by

Match Score: 86%

Historical trip of Tshushima

est. $1150

21.1 miles

3.2 miles

3D/4N

Match Score: 65%

Historical trip of Tshushima

est. $1450

26.8 miles

2.2 miles

3D/4N

86% Match!

Weโ€™ve crafted a trip that aligns with your preferences and bucket list.

9:41

Tsushima, Japan

Sort by

Match Score: 86%

Historical trip of Tshushima

est. $1150

21.1 miles

3.2 miles

3D/4N

Match Score: 65%

Historical trip of Tshushima

est. $1450

26.8 miles

2.2 miles

3D/4N

86% Match!

Weโ€™ve crafted a trip that aligns with your preferences and bucket list.

Map

Type something hereโ€ฆ

Explore

Hotels

Restaurants

Activities

+ more

9:41

Family Trip, Kyoto

+2

Day 1

Day 2

Day 3

+ Add

Tokyo International Airport, Japan

โ€ฆ

Add

Select Hotels

Map

Type something hereโ€ฆ

Explore

Hotels

Restaurants

Activities

+ more

9:41

Family Trip, Kyoto

+2

Day 1

Day 2

Day 3

+ Add

Tokyo International Airport, Japan

โ€ฆ

Add

Select Hotels

AI-Powered Search

AI-Powered Search

Travelers who want to build their own itinerary search for hotels, restaurants, and attractions. Results are filtered by each travelerโ€™s preferences and constraints and ranked by rating, cost, and distance, and any result goes into the trip in one tap.

Travelers who want to build their own itinerary search for hotels, restaurants, and attractions. Results are filtered by each travelerโ€™s preferences and constraints and ranked by rating, cost, and distance, and any result goes into the trip in one tap.

How this solves the problem

Enroute does the searching across dozens of travel sites for the traveler. That turns the 38-website research loop into one shortlist that leads straight into the plan.

Enroute does the searching across dozens of travel sites for the traveler. That turns the 38-website research loop into one shortlist that leads straight into the plan.

Route Map and Trip Cost

Route Map and Trip Cost

Every itinerary shows up as a route on the map with distances between stops. Next to it is a live trip cost that updates as stops are added, removed, or reordered.

Every itinerary shows up as a route on the map with distances between stops. Next to it is a live trip cost that updates as stops are added, removed, or reordered.

How this solves the problem

Mapping the route and tallying the budget, two jobs travelers used to do in separate apps, now happen inside the itinerary itself.

Mapping the route and tallying the budget, two jobs travelers used to do in separate apps, now happen inside the itinerary itself.

9:41

Family Trip, Kyoto

+2

Type something hereโ€ฆ

Explore

Hotels

Restaurants

Activities

+ more

Nobu

Japanese Cuisine โ€ข 2.1 km

$20-$30/Per person

3.8

(1K)

Gyoza Shinjuku

Japanese Cuisine โ€ข 150ft

$25-$35/Per person

3.8

(1K)

List

9:41

Family Trip, Kyoto

+2

Type something hereโ€ฆ

Explore

Hotels

Restaurants

Activities

+ more

Nobu

Japanese Cuisine โ€ข 2.1 km

$20-$30/Per person

3.8

(1K)

Gyoza Shinjuku

Japanese Cuisine โ€ข 150ft

$25-$35/Per person

3.8

(1K)

List

To document routes

To calculate budget

You know what this is for

For communication

Impact

Enroute delivers smarter, faster, and more meaningful travel experiences with potential to reduce planning time by up to 40%.

50%

Percieved Adoption Rate

Sample size: 10

๐Ÿ†

๐Ÿ†

๐Ÿ†

Peopleโ€™s Choice Award

Capstone Project Showcase

3/10

Expressed Interest to upgrade

for premium features

Business Goal

Business Goal

Develop a Minimum Viable Product (MVP) that provides hyper-personalized travel experiences, leading to user acquisition and potential monetization opportunities

Develop a Minimum Viable Product (MVP) that provides hyper-personalized travel experiences, leading to user acquisition and potential monetization opportunities

My Personal Challenge

My Personal Challenge

Since travel is inherently vast and deeply personal, it was initially challenging to define the scope and align it with both business objectives and user needs.

Since travel is inherently vast and deeply personal, it was initially challenging to define the scope and align it with both business objectives and user needs.

Our Approach and itโ€™s Outcome

Our Approach and itโ€™s Outcome

In collaboration with stakeholders, we used the Business Model Canvas supported by data-driven insights to map both business and user needs, helping us narrow down the project scope.

In collaboration with stakeholders, we used the Business Model Canvas supported by data-driven insights to map both business and user needs, helping us narrow down the project scope.

Key Partnerships

  • Travel booking platforms: Hotels (Booking.com, Expedia, Agoda)

  • Flights (Skyscanner, Kayak API)

  • Tours (basic partnerships for experiences)

  • AI/ML tech providers (OpenAI, Llama for route personalization).

  • Influencers for early beta testing & launch push.

Key Activities

  • Travel booking platforms: Hotels (Booking.com, Expedia, Agoda)


Great for itinerary organization

Great for itinerary organization

Customer Relationships

  • Optional personalization adjustments to fine-tune profile over time.

  • "Smart match" system recommending trips based on user's evolving personality

Channels

  • Mobile App (Primary) iOS & Android (direct download).

Customer Segments

  • Frequent travelers (both leisure & business) looking for quick trip curation.

  • Millennials and Gen Z travelers who prefer personalized, plans.

  • First-time travelers seeking simple and fast itinerary solutions.

  • Small groups & solo travelers needing flexible planning.

  • Occasional travelers who want easy plug-and-play trips without research.

Great for itinerary organization

Great for itinerary organization

Timothy

Chandan

Business Model Canvas

Key Partnerships

  • Travel booking platforms: Hotels (Booking.com, Expedia, Agoda)

  • Flights (Skyscanner, Kayak API)

  • Tours (basic partnerships for experiences)

  • AI/ML tech providers (OpenAI, Llama for route personalization).

  • Influencers for early beta testing & launch push.

Key Activities

  • Travel booking platforms: Hotels (Booking.com, Expedia, Agoda)


Great for itinerary organization

Great for itinerary organization

Customer Relationships

  • Optional personalization adjustments to fine-tune profile over time.

  • "Smart match" system recommending trips based on user's evolving personality

Channels

  • Mobile App (Primary) iOS & Android (direct download).

Customer Segments

  • Frequent travelers (both leisure & business) looking for quick trip curation.

  • Millennials and Gen Z travelers who prefer personalized, plans.

  • First-time travelers seeking simple and fast itinerary solutions.

  • Small groups & solo travelers needing flexible planning.

  • Occasional travelers who want easy plug-and-play trips without research.

Great for itinerary organization

Great for itinerary organization

Timothy

Chandan

Business Model Canvas

Insights from research

Insights from research

Lack of personalization, Disjointed collaboration & Decision fatigue

Lack of personalization, Disjointed collaboration & Decision fatigue

โ€œI want an itinerary that feels personalized, not just generic suggestionsโ€œ

โ€œI want an itinerary that feels personalized, not just generic suggestionsโ€œ

70% struggle to find activities that match their interests

70% struggle to find activities that match their interests

โ€œI love traveling with friends, but fitting everyoneโ€™s suggestions into an itinerary is messyโ€œ

โ€œI love traveling with friends, but fitting everyoneโ€™s suggestions into an itinerary is messyโ€œ

50% experience difficulty coordinating with friends while planning

50% experience difficulty coordinating with friends while planning

โ€œI am tired of sifting through too many sites and co-ordinating them is just frustratingโ€œ

โ€œI am tired of sifting through too many sites and co-ordinating them is just frustratingโ€œ

Sifting through numerous websites to find information

Sifting through numerous websites to find information

Competitive Analysis

Competitive Analysis

No existing platform dynamically adjusts itineraries based on user/groupโ€™s personalities

No existing platform dynamically adjusts itineraries based on user/groupโ€™s personalities

Competitor

Competitor

Tripadvisor

Tripadvisor

Wanderlog

Wanderlog

TripIt

TripIt

Pros

Pros

Strong reviews & recommendations

Strong reviews & recommendations

Good group planning features

Good group planning features

Great for itinerary organization

Great for itinerary organization

Limitations

Limitations

Lacks collaborative planning tools

Lacks collaborative planning tools

Doesnโ€™t auto-generate itineraries

Doesnโ€™t auto-generate itineraries

No AI-powered personalization

No AI-powered personalization

Manual Exploration

Manual Exploration

The user has to add recommendations and add them to the itinerary

The user has to add recommendations and add them to the itinerary

Manual Exploration

Manual Exploration

The user has to search locations and and add them to the itinerary

The user has to search locations and and add them to the itinerary

Manual Exploration

Manual Exploration

The user has to search locations and and add them to the itinerary

The user has to search locations and and add them to the itinerary

Problem to solve

Problem to solve

Disconnected travel tools, Poor Collaboration, and Decision fatigue while creating an itinerary

Disconnected travel tools, Poor Collaboration, and Decision fatigue while creating an itinerary

User Goal

User Goal

Curate Personalized routes, Shared planning, real-time Automation of tedious search and planning the itinerary

Curate Personalized routes, Shared planning, real-time Automation of tedious search and planning the itinerary

Design Exploration

Design Exploration

How might we connect search and discovery to the itinerary so travelers can build their trip without losing context?

How might we connect search and discovery to the itinerary so travelers can build their trip without losing context?

On Page Search

On Page Search

Rejected

Rejected

Icon

Can see Itinerary plan instantly

Can see Itinerary plan instantly

Difficult to scan as itinerary builds

Difficult to scan as itinerary builds

Difficult to track, Overcrowded screen

Difficult to track, Overcrowded screen

Conversation AI Chat

Conversation AI Chat

Rejected

Rejected

Icon

Personalized requests

Personalized requests

Very tedious, need multiple prompts

Very tedious, need multiple prompts

Difficult to track, Overcrowded screen

Difficult to track, Overcrowded screen

Search inside drawer

Search inside drawer

Selected

Selected

Icon

Plan always visible

Plan always visible

Icon

Search is hidden & easy to browse

Search is hidden & easy to browse

Icon

Hidden & tucked away so no clutter

Hidden & tucked away so no clutter

Feature 1

Feature 1

Colaborative AI Generated Itineraries Based on Trip Details
to create a plan that fits everyones needs

Colaborative AI Generated Itineraries Based on Trip Details
to create a plan that fits everyones needs

A shared bucket list becomes a personalized trip plan that balances the groupโ€™s interests, timeline, and budget.

Collaborative AI-generated itineraries

Collaborative AI-generated itineraries

An AI-powered itinerary builder that automatically considers everyones preferences and generates customized trip plans based on user-provided details.

An AI-powered itinerary builder that automatically considers everyones preferences and generates customized trip plans based on user-provided details.

How this solves the problem

How this solves the problem

Search, generation, and editing all happen in one flow, so the group starts from a working itinerary that already reflects every travelerโ€™s picks.

Search, generation, and editing all happen in one flow, so the group starts from a working itinerary that already reflects every travelerโ€™s picks.

Create a bucket list

Invite people to this trip

Add locations, activities, etc. to your bucket list

Add trip information

Let AI consider all your group preferences, interests and budget

Indicates how well the user preferences have been included

Add trip information

Let AI consider all your group preferences, interests and budget

Indicates how well the user preferences have been included

Add trip information

Let AI consider all your group preferences, interests and budget

Indicates how well the user preferences have been included

See different routes generated by AI that matches preferences

User can add, remove or customize route

Estimated cost of the trip

See different routes generated by AI that matches preferences

User can add, remove or customize route

Estimated cost of the trip

See different routes generated by AI that matches preferences

User can add, remove or customize route

Estimated cost of the trip

Feature 2

Feature 2

Manual itinerary generation based on AI Internet Search

Manual itinerary generation based on AI Internet Search

Search for hotels, restaurants, and activities, then add the most relevant results directly to the itinerary.

Search for hotels, restaurants, and activities, then add the most relevant results directly to the itinerary.

Solving Business Goals

Solving Business Goals

Revenue generation strategy for the MVP

Revenue generation strategy for the MVP

The goal is to test monetization options early while keeping flexibility to expand pricing tiers in future releases.

The goal is to test monetization options early while keeping flexibility to expand pricing tiers in future releases.

Build MVP so it can support viable revenue streams and pricing strategies without requiring a complete redesign later.

Build MVP so it can support viable revenue streams and pricing strategies without requiring a complete redesign later.

Success Criteria for Pricing Strategy

Success Criteria for Pricing Strategy

Icon

Clearly cheaper alternative compared to competitors

Clearly cheaper alternative compared to competitors

Icon

AI Model Usage Cost Feasibility

AI Model Usage Cost Feasibility

Icon

Scalability & Retention Potential

Scalability & Retention Potential

Pricing plan exploration

Pricing plan exploration

One-time fee model

One-time fee model

Rejected

Rejected

Fixed payment at the time of download or saving a trip.

Fixed payment at the time of download or saving a trip.

Icon

One payment unlocks full access.

One payment unlocks full access.

Icon

Low cost vs. other tools.

Low cost vs. other tools.

No recurring revenue to cover AI costs.

No recurring revenue to cover AI costs.

Pay as you go model

Pay as you go model

Rejected

Rejected

Charge per trip, per route, or via credits purchased at time of saving the trip.

Charge per trip, per route, or via credits purchased at time of saving the trip.

Icon

Flexible spend per trip.

Flexible spend per trip.

Icon

Payment needed for each trip.

Payment needed for each trip.

Hard to build loyalty.

Hard to build loyalty.

Subscription model

Subscription model

Selected

Selected

Freemium approach โ€“ Beta App is free; premium features with Subscription

Icon

Ongoing access for one fee.

Ongoing access for one fee.

Icon

Low monthly entry cost.

Low monthly entry cost.

Icon

Predictable recurring revenue.

Predictable recurring revenue.

Premium features indicated within the app

Editing a trip generated by the AI

Access to Price Estimator & Hidden costs

Premium features indicated within the app

Editing a trip generated by the AI

Access to Price Estimator & Hidden costs

Premium features indicated within the app

Editing a trip generated by the AI

Access to Price Estimator & Hidden costs

On Reaching the limit of trips

While editing the AI generated trip

Pricing plan page

On Reaching the limit of trips

While editing the AI generated trip

Pricing plan page

On Reaching the limit of trips

While editing the AI generated trip

Pricing plan page

Premium features indicated within the app

Editing a trip generated by the AI

Access to Price Estimator & Hidden costs

On Reaching the limit of trips

While editing the AI generated trip

Pricing plan page

Business Goal

Business Goal

Testing โ€œbetaโ€ App & creating a custom AI model to validate pilot version and measure userโ€™s interest & Adoption

Testing โ€œbetaโ€ App & creating a custom AI model to validate pilot version and measure userโ€™s interest & Adoption

Evaluate whether travelers can complete key tasks and whether generated itineraries reflect their preferences.

Evaluate whether travelers can complete key tasks and whether generated itineraries reflect their preferences.

Types of testing

Types of testing

We conducted remote moderated usability testing including

We conducted remote moderated usability testing including

3

3

Methods

Methods

10

10

Participants

Participants

3

3

User flows

User flows

Avg. Time on Task:

3:23s

10/10 completed the tasks successfully

10/10 completed the tasks successfully

We created and trained a custom GPT model to analyze user preferences and the travel archetypes to see if the generated itinerary matches with user preferences.

We created and trained a custom GPT model to analyze user preferences and the travel archetypes to see if the generated itinerary matches with user preferences.

7/10 have expressed satisfaction of relevance of suggestions

7/10 have expressed satisfaction of relevance of suggestions

User Quote

User Quote

โ€œI wish I had an app like this when planning my honeymoon, It would have been so easyโ€

โ€œI wish I had an app like this when planning my honeymoon, It would have been so easyโ€

One of the user during user testing

One of the user during user testing

User Quote

User Quote

โ€œUsually, planning my weekend getaway takes longer than the trip itself. Enroute had it sorted so fastโ€

โ€œUsually, planning my weekend getaway takes longer than the trip itself. Enroute had it sorted so fastโ€

One of the user during user testing

One of the user during user testing

Impact

Impact

Enroute delivers smarter, faster, and more meaningful travel experiences with potential to reduce planning time by up to 40%.

50%

Percieved Adoption Rate

Sample size: 10

๐Ÿ†

๐Ÿ†

๐Ÿ†

Peopleโ€™s Choice Award

Peopleโ€™s Choice Award

Capstone Project Showcase

Capstone Project Showcase

3/10

Expressed Interest to upgrade

for premium features