Personal Vacation Planner

Windstar Cruises•Dallas, TX

5h•Remote

About The Position

Windstar Cruises is seeking an Outbound Personal Vacation Planner to drive revenue growth by proactively contacting prospective and existing clients, identifying sales opportunities, and converting leads into bookings. The role uses AI tools to improve productivity, streamline administrative work, personalize outreach, and support data-informed recommendations. The planner builds and nurtures client relationships, guides guests throughout their booking journey, and provides a seamless vacation-planning experience. The position requires collaboration with cross-functional teams and use of AI-supported resources to stay current on products, promotions, and guest preferences. It is a full-time remote position available to applicants who live in AR, AZ, FL, LA, MN, TX, or WI.

Requirements

At least 1 year of sales experience with strong service attributes; luxury experience is preferred.
At least 1 year of call center experience interacting with customers by phone.
Demonstrated outbound sales ability.
Professional, credible, and confident written and verbal communication skills.
Ability to present information in a positive and convincing manner.
Commitment to personalized, effective customer service from pre-cruise through post-cruise interactions.
Enthusiastic, professional, and positive approach to responsibilities.
Ability to handle multiple tasks simultaneously.
Ability to develop creative solutions with a 'What is best for the Guest' mindset.
Willingness to comply responsibly with policies and procedures.

Nice To Haves

Hospitality and tourism experience, including cruise, airline, travel, or hotel-related sales or service.
Experience working in the luxury space.

Responsibilities

Use Windstar Sales Academy training and AI-driven coaching and call insights to sell cruises, land packages, shore excursions, airfare, transfers, and related hotels.
Build and maintain relationships with prospective and existing customers through outbound campaigns, using AI to prioritize leads, personalize outreach, and suggest next actions.
Coordinate with the OCC Leadership Team to nurture relationships with guests who have recently completed a Windstar Cruises voyage.
Maintain strong product knowledge and use AI-assisted tools to access itineraries, policies, promotions, and talking points.
Manage and follow up on leads in the Windstar Cruises CRM system, accurately recording activities, tasks, reminders, and follow-ups.
Promptly advise Leadership about potential escalations or emergencies and provide detailed histories to support resolution.
Meet or exceed sales goals and performance metrics, using AI dashboards and insights to monitor productivity, conversion trends, and opportunities.
Meet call standards on every guest interaction and use AI coaching, post-call feedback, quality insights, and recommendations for improvement.
Engage with high-value guests across channels using Microsoft Office 365 and AI-assisted email drafting, follow-up suggestions, and tone optimization.
Enter accurate information into the booking engine and CRM platform and keep client information up to date.
Adapt to changing technologies, system enhancements, digital workflows, and AI-supported features.
Multitask across software systems while maintaining a high-quality guest experience.
Collaborate with other Windstar Cruises departments on promotional strategies and campaigns to drive revenue.
Communicate effectively with colleagues and Leadership to support a positive remote work culture.
Follow company policies and procedures, including call standards and booking processing requirements.
Support other Vacation Planning teams or Leadership as needed.