Personal Vacation Planner

Windstar Cruises•Houston, TX

7h•Remote

About The Position

Windstar Cruises is hiring an Outbound Personal Vacation Planner to drive revenue growth through proactive outreach to prospective and existing clients, identifying sales opportunities, and converting leads into bookings. The role uses AI tools and data-driven insights to improve productivity, manage administrative tasks, personalize guest outreach, and support sales coaching and performance improvement. The planner builds lasting customer relationships and guides guests through the booking journey, providing a seamless vacation-planning experience. They maintain strong product knowledge, collaborate with other departments and leadership, and use company systems and AI-enabled resources to provide tailored recommendations and stay current on products, promotions, and guest preferences. This is a full-time remote position for candidates who live in Arkansas, Arizona, Florida, Louisiana, Minnesota, Texas, or Wisconsin.

Requirements

At least 1 year of sales experience with strong service attributes; luxury experience is preferred.
At least 1 year of call center experience involving phone-based customer interactions.
Demonstrated outbound sales ability.
Professional, credible, and confident written and verbal communication skills.
Ability to present information in a positive and convincing manner.
Strong 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 to issues while prioritizing what is best for the guest.
Willingness to act responsibly in compliance with company policies and procedures.
Must live in Arkansas, Arizona, Florida, Louisiana, Minnesota, Texas, or Wisconsin.

Nice To Haves

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

Responsibilities

Use Windstar Sales Academy training, 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, accurately logging activities, tasks, reminders, and follow-ups, and using AI to prioritize guest engagement.
Notify leadership promptly 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 manage productivity, conversion trends, and opportunities.
Meet or exceed call standards and use real-time AI coaching, post-call feedback, quality insights, and coaching recommendations to improve performance.
Engage with high-value guests across multiple 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 multiple 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 department teams or leadership as needed.