Overview Awarded World’s Best Small Ship Cruise line, Windstar Cruises is known for intimate yacht style experience and unique voyages to the world’s best small ports and hidden harbors. Its three sailing yachts and four all-suite yachts carry just 148 to 342 guests and cruise around the world. Our Mission: We imagine and deliver personalized and immersive experiences 180 degrees from ordinary Our Vision: Enriching people’s perspective through inspired travel Our Values: Welcoming, Innovative, Now, Discipline, Serve, Teamwork, Authentic, Responsible See what our team members have to say about this great opportunity! - "I appreciate the ability to work from home that many of my coworkers are well-traveled and respond quickly by phone and email. I get to be in touch with intelligent guests and agents from all over and together we craft dream trips they’ll remember for life!" - "I really enjoy that everyone here is willing to help each other. Everyone here is beyond ordinary!" - "The support and understanding from upper management not just in our professional life, but personal life is amazing!" Full-time positions available to work remotely as long as you live in one of these states: AR, AZ, CO, FL, LA, MN, TX, and WI. Operations Agent is responsible for effective coordination of all booking aspects after creation. This can include manifesting, reservation accounting processes, irregular operations tasks, and other operational tasks as seen below. Responsibilities - Operational Tasks: Execute assigned tasks related to voyage processing, ensuring timely completion; handling Outbound and Inbound calls, chats, and emails; and SmartSheet interactions to effectively align bookings with voyages. - Irregular Operations: Act as contact agent for TA/Guests to coordinate irregular operations. - Manifesting: Assist with basic manifesting functions as assigned by the Documents & Manifests lead. - Reservations Accounting: Assist with basic accounting functions as assigned by the Res Accounting lead. This will include contacting TA/Guests for open and past due balances. - Guest Support: Assist with overflow service calls during peak times in the Call Center as required. - Booking Processes: Coordinate all aspects of bookings, from creation to completion, ensuring accuracy and efficient operations to meet company KPIs. - Team Leadership: Coach and mentor Ops team members to improve performance and assist with onboarding new Ops team members. - Other Duties as assigned by management. Qualifications - Excellent written and verbal communication skills. - Ability to work collaboratively across departments and adapt to changing priorities. - Strong organizational skills and ability to manage multiple tasks simultaneously. - Self-starter with excellent task management skills - Intermediate proficiency in all Microsoft Office programs, with the ability to teach their primary usage(s). - Familiarity with or willingness to adopt AI-powered platforms (e.g., Copilot, automated workflows, data analysis tools) is a plus. - Cruise or tour operations / reservations experience preferred. - Preferred experience managing processes with timelines. - Proficiency with Reservations and Operations systems (Seaware Core preferred) - This position is expected to adjust work hours in cases of irregular operations, which likely will also require extended hours. BENEFITS: For full-time employees, Windstar offers a comprehensive benefits package including: Medical, Dental & Vision; HSA & FSA; Life & Disability; Accident, Hospital & Critical Illness; Pet Insurance; Vacation, Sick Time and paid Holidays; 401(k) with Company Match; Employee Assistance Plan; Education Assistance and Employee Discounts & Travel Deals. EEO: Windstar is committed to a diverse and inclusive workplace. We are an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, pregnancy, genetic information, protected veteran status, or any other legally protected status. Work Environment: Remote work. Secure home office environment suitable for remote work without disruptions. Hardwire Internet connection required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Overview Awarded World’s Best Small Ship Cruise line, Windstar Cruises is known for intimate yacht style experience and unique voyages to the world’s best small ports and hidden harbors. Its three sailing yachts and four all-suite yachts carry just 148 to 342 guests and cruise around the world. Our Mission: We imagine and deliver personalized and immersive experiences 180 degrees from ordinary Our Vision: Enriching people’s perspective through inspired travel Our Values: Welcoming, Innovative, Now, Discipline, Serve, Teamwork, Authentic, Responsible See what our team members have to say about this great opportunity! - "I appreciate the ability to work from home that many of my coworkers are well-traveled and respond quickly by phone and email. I get to be in touch with intelligent guests and agents from all over and together we craft dream trips they’ll remember for life!" - "I really enjoy that everyone here is willing to help each other. Everyone here is beyond ordinary!" - "The support and understanding from upper management not just in our professional life, but personal life is amazing!" Full-time positions available to work remotely as long as you live in one of these states: AR, AZ, CO, FL, LA, MN, TX, and WI. Job Summary: We are seeking a talented Guest Accessibility & Cruise Documentation Lead to join our Vacation Planning department! This position supports Windstar Cruises’ guest documentation, manifesting, and compliance processes by operating and maintaining digital workflows, ensuring data accuracy, and leveraging automation and AI-enabled tools to improve efficiency and guest experience. The role serves as a subject matter expert for documentation and accessibility processes while collaborating with internal teams and technology partners to implement system improvements and maintain regulatory compliance. Responsibilities - Manifest Duties - Executes daily guest manifesting and documentation processes in accordance with company and regulatory standards. - Supports automated workflows, validation rules, and exception handling processes to reduce manual effort and improve accuracy. - Maintains and monitors digital intake and delivery channels (including inboxes, Smartsheets, and system queues) to ensure timely processing of manifests and documents. - Assists with testing and validating system updates that impact manifests, guest documents, and invoices. - Access Desk & Guest Accommodation Management: - Supports the operation of the ADA Access Desk and serves as an Access Concierge for pre-cruise accommodation needs. - Collects, verifies, and documents guest accommodation requests using structured digital tools and workflows. - Uses automation and AI-enabled tools to help categorize, prioritize, and route accommodation requests while maintaining a high standard of guest care. - Ensures guest accommodation information is accurately recorded and reflected across reservation and manifest systems. - Immigration Information Management: - Manages immigration and guest folio collection processes to ensure all required documentation—including visas and entry requirements—is accurately gathered and meets current international regulatory standards. - Manages passenger e-documents through integrated digital platforms to support timely delivery and regulatory compliance. - Implements automation and AI-assisted checks to proactively flag missing, incomplete, or high-risk documentation. - Data Accuracy, Quality Control & Systems Integrity: - Maintains high accuracy standards for guest documentation and manifests by following quality control procedures and validation rules. - Supports documentation-related KPIs by identifying trends, recurring errors, and improvement opportunities. - Assists with content maintenance for documentation-related materials across SharePoint, My Windstar, and WindstarCruises.com. - Supports testing and validation of new product loads and system updates impacting guest documents and invoices in Seaware and related platforms. - Process Support, Automation & Continuous Improvement: - Develop, implement, and oversee system processes and training—including new hire onboarding—while training and mentoring team members in manifest and document duties, automation tools, and digital workflows to build and document future-ready capabilities. - Provide insights and suggestions to department and system vendors on streamlining and improving processes. - Provide strategic insights to streamline processes, collaborate with vendors and internal teams, maintain strong cross-department relationships, represent Windstar Cruises professionally, and support special projects assigned by management. - Manage time; prioritize assignments to ensure they are completed within the designated timeframe. - Provide support to department Management and perform other duties as assigned. - Follows and helps refine documented workflows for guest documentation, manifesting, and compliance activities. - Identifies opportunities to improve efficiency, reduce rework, and enhance accuracy within existing processes. - Uses automation and AI-enabled tools to support repetitive or time-intensive tasks. - Documents procedures and contributes to training materials and knowledge resources. - Provides peer support and subject matter expertise to team members as needed. - Cross-Functional Collaboration - Serves as a subject matter expert for guest documentation and accessibility workflows. - Provides operational input to internal teams and system vendors related to documentation processes and system functionality. - Maintains strong working relationships across departments to ensure alignment between documentation, reservations, and onboard operations. - Represents Windstar Cruises professionally in internal and cross-functional interactions. Qualifications - Proficiency with Reservations and Operations systems (Seaware preferred). - An in-depth understanding of Windstar Cruises product, policy, and procedure. - Great communication and interpersonal skills. - Strong self-starter with excellent task management and organizational skills and demonstrated attention to detail and accuracy. - Demonstrates record of good attendance and is flexible with scheduling. - Must be able to carry out all job functions with minimal supervision. - An intermediate proficiency in all Microsoft Office programs, with the ability to teach their primary usage(s). Benefits: For full-time employees, Windstar offers a comprehensive benefits package including: Medical, Dental & Vision; HSA & FSA; Life & Disability; Accident, Hospital & Critical Illness; Pet Insurance; Vacation, Sick Time and paid Holidays; 401(k) with Company Match; Employee Assistance Plan; Education Assistance and Employee Discounts & Travel Deals. EEO: Windstar is committed to a diverse and inclusive workplace. We are an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, pregnancy, genetic information, protected veteran status, or any other legally protected status. Work Environment: Remote work. Secure home office environment suitable for remote work without disruptions. Hardwired internet connection is required. This position is expected to adjust work hours/days in cases of irregular operations, which likely will also require extended hours.

Overview Awarded World’s Best Small Ship Cruise line, Windstar Cruises is known for intimate yacht style experience and unique voyages to the world’s best small ports and hidden harbors. Its three sailing yachts and four all-suite yachts carry just 148 to 342 guests and cruise around the world. Our Mission: We imagine and deliver personalized and immersive experiences 180 degrees from ordinary Our Vision: Enriching people’s perspective through inspired travel Our Values: Welcoming, Innovative, Now, Discipline, Serve, Teamwork, Authentic, Responsible See what our team members have to say about this great opportunity! - "I appreciate the ability to work from home that many of my coworkers are well-traveled and respond quickly by phone and email. I get to be in touch with intelligent guests and agents from all over and together we craft dream trips they’ll remember for life!" - "I really enjoy that everyone here is willing to help each other. Everyone here is beyond ordinary!" - "The support and understanding from upper management not just in our professional life, but personal life is amazing!" Full-time positions available to work remotely as long as you live in one of these states: AR, AZ, CO, FL, LA, MN, TX, and WI. Operations Agent is responsible for effective coordination of all booking aspects after creation. This can include manifesting, reservation accounting processes, irregular operations tasks, and other operational tasks as seen below. Responsibilities - Operational Tasks: Execute assigned tasks related to voyage processing, ensuring timely completion; handling Outbound and Inbound calls, chats, and emails; and SmartSheet interactions to effectively align bookings with voyages. - Irregular Operations: Act as contact agent for TA/Guests to coordinate irregular operations. - Manifesting: Assist with basic manifesting functions as assigned by the Documents & Manifests lead. - Reservations Accounting: Assist with basic accounting functions as assigned by the Res Accounting lead. This will include contacting TA/Guests for open and past due balances. - Guest Support: Assist with overflow service calls during peak times in the Call Center as required. - Booking Processes: Coordinate all aspects of bookings, from creation to completion, ensuring accuracy and efficient operations to meet company KPIs. - Team Leadership: Coach and mentor Ops team members to improve performance and assist with onboarding new Ops team members. - Other Duties as assigned by management. Qualifications - Excellent written and verbal communication skills. - Ability to work collaboratively across departments and adapt to changing priorities. - Strong organizational skills and ability to manage multiple tasks simultaneously. - Self-starter with excellent task management skills - Intermediate proficiency in all Microsoft Office programs, with the ability to teach their primary usage(s). - Familiarity with or willingness to adopt AI-powered platforms (e.g., Copilot, automated workflows, data analysis tools) is a plus. - Cruise or tour operations / reservations experience preferred. - Preferred experience managing processes with timelines. - Proficiency with Reservations and Operations systems (Seaware Core preferred) - This position is expected to adjust work hours in cases of irregular operations, which likely will also require extended hours. BENEFITS: For full-time employees, Windstar offers a comprehensive benefits package including: Medical, Dental & Vision; HSA & FSA; Life & Disability; Accident, Hospital & Critical Illness; Pet Insurance; Vacation, Sick Time and paid Holidays; 401(k) with Company Match; Employee Assistance Plan; Education Assistance and Employee Discounts & Travel Deals. EEO: Windstar is committed to a diverse and inclusive workplace. We are an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, pregnancy, genetic information, protected veteran status, or any other legally protected status. Work Environment: Remote work. Secure home office environment suitable for remote work without disruptions. Hardwire Internet connection required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Overview Awarded World’s Best Small Ship Cruise line, Windstar Cruises is known for intimate yacht style experience and unique voyages to the world’s best small ports and hidden harbors. Its three sailing yachts and four all-suite yachts carry just 148 to 342 guests and cruise around the world. Our Mission: We imagine and deliver personalized and immersive experiences 180 degrees from ordinary Our Vision: Enriching people’s perspective through inspired travel Our Values: Welcoming, Innovative, Now, Discipline, Serve, Teamwork, Authentic, Responsible See what our team members have to say about this great opportunity! - "I appreciate the ability to work from home that many of my coworkers are well-traveled and respond quickly by phone and email. I get to be in touch with intelligent guests and agents from all over and together we craft dream trips they’ll remember for life!" - "I really enjoy that everyone here is willing to help each other. Everyone here is beyond ordinary!" - "The support and understanding from upper management not just in our professional life, but personal life is amazing!" Full-time positions available to work remotely as long as you live in one of these states: AR, AZ, CO, FL, LA, MN, TX, and WI. Job Summary: We are seeking a talented Guest Accessibility & Cruise Documentation Lead to join our Vacation Planning department! This position supports Windstar Cruises’ guest documentation, manifesting, and compliance processes by operating and maintaining digital workflows, ensuring data accuracy, and leveraging automation and AI-enabled tools to improve efficiency and guest experience. The role serves as a subject matter expert for documentation and accessibility processes while collaborating with internal teams and technology partners to implement system improvements and maintain regulatory compliance. Responsibilities - Manifest Duties - Executes daily guest manifesting and documentation processes in accordance with company and regulatory standards. - Supports automated workflows, validation rules, and exception handling processes to reduce manual effort and improve accuracy. - Maintains and monitors digital intake and delivery channels (including inboxes, Smartsheets, and system queues) to ensure timely processing of manifests and documents. - Assists with testing and validating system updates that impact manifests, guest documents, and invoices. - Access Desk & Guest Accommodation Management: - Supports the operation of the ADA Access Desk and serves as an Access Concierge for pre-cruise accommodation needs. - Collects, verifies, and documents guest accommodation requests using structured digital tools and workflows. - Uses automation and AI-enabled tools to help categorize, prioritize, and route accommodation requests while maintaining a high standard of guest care. - Ensures guest accommodation information is accurately recorded and reflected across reservation and manifest systems. - Immigration Information Management: - Manages immigration and guest folio collection processes to ensure all required documentation—including visas and entry requirements—is accurately gathered and meets current international regulatory standards. - Manages passenger e-documents through integrated digital platforms to support timely delivery and regulatory compliance. - Implements automation and AI-assisted checks to proactively flag missing, incomplete, or high-risk documentation. - Data Accuracy, Quality Control & Systems Integrity: - Maintains high accuracy standards for guest documentation and manifests by following quality control procedures and validation rules. - Supports documentation-related KPIs by identifying trends, recurring errors, and improvement opportunities. - Assists with content maintenance for documentation-related materials across SharePoint, My Windstar, and WindstarCruises.com. - Supports testing and validation of new product loads and system updates impacting guest documents and invoices in Seaware and related platforms. - Process Support, Automation & Continuous Improvement: - Develop, implement, and oversee system processes and training—including new hire onboarding—while training and mentoring team members in manifest and document duties, automation tools, and digital workflows to build and document future-ready capabilities. - Provide insights and suggestions to department and system vendors on streamlining and improving processes. - Provide strategic insights to streamline processes, collaborate with vendors and internal teams, maintain strong cross-department relationships, represent Windstar Cruises professionally, and support special projects assigned by management. - Manage time; prioritize assignments to ensure they are completed within the designated timeframe. - Provide support to department Management and perform other duties as assigned. - Follows and helps refine documented workflows for guest documentation, manifesting, and compliance activities. - Identifies opportunities to improve efficiency, reduce rework, and enhance accuracy within existing processes. - Uses automation and AI-enabled tools to support repetitive or time-intensive tasks. - Documents procedures and contributes to training materials and knowledge resources. - Provides peer support and subject matter expertise to team members as needed. - Cross-Functional Collaboration - Serves as a subject matter expert for guest documentation and accessibility workflows. - Provides operational input to internal teams and system vendors related to documentation processes and system functionality. - Maintains strong working relationships across departments to ensure alignment between documentation, reservations, and onboard operations. - Represents Windstar Cruises professionally in internal and cross-functional interactions. Qualifications - Proficiency with Reservations and Operations systems (Seaware preferred). - An in-depth understanding of Windstar Cruises product, policy, and procedure. - Great communication and interpersonal skills. - Strong self-starter with excellent task management and organizational skills and demonstrated attention to detail and accuracy. - Demonstrates record of good attendance and is flexible with scheduling. - Must be able to carry out all job functions with minimal supervision. - An intermediate proficiency in all Microsoft Office programs, with the ability to teach their primary usage(s). Benefits: For full-time employees, Windstar offers a comprehensive benefits package including: Medical, Dental & Vision; HSA & FSA; Life & Disability; Accident, Hospital & Critical Illness; Pet Insurance; Vacation, Sick Time and paid Holidays; 401(k) with Company Match; Employee Assistance Plan; Education Assistance and Employee Discounts & Travel Deals. EEO: Windstar is committed to a diverse and inclusive workplace. We are an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, pregnancy, genetic information, protected veteran status, or any other legally protected status. Work Environment: Remote work. Secure home office environment suitable for remote work without disruptions. Hardwired internet connection is required. This position is expected to adjust work hours/days in cases of irregular operations, which likely will also require extended hours.