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AI Booking Assistant for Stress-Free Dining

Transforming a reactive booking chatbot into a planner-aware AI assistant that reduces reservation anxiety and increases booking confidence.

Duration

3 weeks

Role

UX Audit Strategy, Product Design

Team

Product Managers, Engineers

Client

Virgin Voyages

AI Booking Assistant for Stress-Free Dining

Transforming a reactive booking chatbot into a planner-aware AI assistant that reduces reservation anxiety and increases booking confidence.

Duration

3 weeks

Role

UX Audit Strategy, Product Design

Team

Product Managers, Engineers

Client

Virgin Voyages

Context

Context

Sailors have high anxiety when booking dining reservations in Virgin Voyages. Popular times fill quickly, and sailors feel pressure to act fast. The AI Chatbot was introduced to simplify booking, but the initial prototype risked adding cognitive load instead of reducing it.

I was brought in to audit the experience and redesign key flows to confidently support beta launch.

Step 1

Business Goal

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Improve dining booking conversion and reduce friction before beta launch by introducing planner-aware AI guidance.

Step 1

Business Goal

Abstract geometric icon

Improve dining booking conversion and reduce friction before beta launch by introducing planner-aware AI guidance.

Step 2

User Goal

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Help sailors book dining with clarity and confidence — minimizing scarcity stress and cognitive load.

Step 2

User Goal

Abstract geometric icon

Help sailors book dining with clarity and confidence — minimizing scarcity stress and cognitive load.

MVP Audit Findings

The initial prototype was functional but structurally misaligned with booking logic and LLM behavior, leading to frequent zero-availability results during audit testing.

Key Gaps Identified

  • Critical inputs (date, party size) were never collected

  • Availability was resolved after venue selection, creating avoidable dead ends

  • Conversational shortcuts lacked progressive structure for LLM clarity

  • Recovery paths were reactive rather than proactive

  • Interaction patterns were inconsistent with app's design system

Designing for Beta Readiness

Designing for Beta Readiness

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Entry screen

Consolidated shortcuts into clear, intent-based entry points to reduce decision friction.

Header

Improved hierarchy, simplified reset from three steps to one, and added a clear close control.

Conversation Context & Navigation

Improved conversation clarity with day labels and quick navigation to latest messages.

Smiling blonde woman with freckles in a white shirt, arms crossed, minimalist studio portrait.

Action Items

Structured booking responses to support faster decision-making.

Modify Booking

Enabled conversational editing to reduce task restart friction.

Sucess State

Clear confirmation patterns to reinforce booking confidence.

Conflict Recovery & Next-Best Guidance

If a selected time is unavailable, the system offers the closest alternatives without restarting the booking process.

Availability Failure (Soft Landing)

When no reservations are available, the chatbot suggests walk-ins or alternative venues instead of ending the flow.

Latest works

Latest works

Created with love and fueled by cafecito!

© 2026 Juliebeth Castellanos

© 2026 Juliebeth Castellanos

Created with love and fueled by cafecito!

Created with love and fueled by cafecito!

© 2026 Juliebeth Castellanos