Windstar Cruises

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 The Customer Service Representative is a REMOTE position responsible for servicing Windstar Cruises and products within our call center/contact center environment. This role services our Travel Advisors and Guests via Inbound and Outbound Calls, Email, Chat and other sources as assigned. Customer Service Representatives assist our Travel Advisors and Guests with existing reservations effectively with focus on appropriate service, efficiency, accuracy and completeness. Customer Service Representatives provide appropriate service and sales backup support to achieve goals and represent Windstar cruises as 180 degree from Ordinary. This is a remote work environment with a base hourly wage plus incentive, work within the comfort of your own home! - We work in an INBOUND call center environment. - We are surrently seeking to fill open shifts for weekends and evenings. - This position is CUSTOMER SERVICE ORIENTED– this is not a sales focused role. (Although some sales calls will be handled, creating an opportunity for extra commission!) - Windstar will provide all the equipment you will need! - You must have access to a hard wired internet connection - Please note: Although we work remotely, it is not a suitable replacement for dependent care. 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. Windstar Cruises is an Equal Opportunity Employer Responsibilities - Conduct daily production work related to the processing of bookings in the systems and subordinate systems, with high level booking quality and accuracy. - Process reservations, revisions, cancellations, booking notes and all aspects of the bookings using reservation system. - Apply company policy effectively to bookings. - Provide 180 degrees from Ordinary Guest Service through all lines of communication to our guests and clients in a professional and calm demeanor at all times. - Act as the primary call and contact agent for all service related inquiries by phone, email and Windstar Website Chat agent contacts. - Assist in the overall revenue goals of the Department by attempting to upsell or add value on all existing bookings. - Perform sales call backup to Reservations in peak calls time, as directed by management. - Adhere to company policy and procedure. - Demonstrate a strong functional knowledge of the Windstar product. - Advise supervisor of all problems and recommended resolution in a timely manner. - Assist Guest’s or Travel advisors in troubleshooting on MyWindstar or related external Windstar Systems. - Other duties as assigned by management. Qualifications - Cruise or tour operations / reservations experience preferred but not required. - Previous customer service experience preferred. - Must be able to communicate in writing and verbally with professionalism, credibility and confidence. Present information in a positive and convincing manner. - Capability to organize and manage multiple tasks simultaneously. - Self-starter with excellent task management skills - A basic understanding in all Microsoft Office programs. 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.

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 The Customer Service Representative is a REMOTE position responsible for servicing Windstar Cruises and products within our call center/contact center environment. This role services our Travel Advisors and Guests via Inbound and Outbound Calls, Email, Chat and other sources as assigned. Customer Service Representatives assist our Travel Advisors and Guests with existing reservations effectively with focus on appropriate service, efficiency, accuracy and completeness. Customer Service Representatives provide appropriate service and sales backup support to achieve goals and represent Windstar cruises as 180 degree from Ordinary. This is a remote work environment with a base hourly wage plus incentive, work within the comfort of your own home! - We work in an INBOUND call center environment. - We are surrently seeking to fill open shifts for weekends and evenings. - This position is CUSTOMER SERVICE ORIENTED– this is not a sales focused role. (Although some sales calls will be handled, creating an opportunity for extra commission!) - Windstar will provide all the equipment you will need! - You must have access to a hard wired internet connection - Please note: Although we work remotely, it is not a suitable replacement for dependent care. 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. Windstar Cruises is an Equal Opportunity Employer Responsibilities - Conduct daily production work related to the processing of bookings in the systems and subordinate systems, with high level booking quality and accuracy. - Process reservations, revisions, cancellations, booking notes and all aspects of the bookings using reservation system. - Apply company policy effectively to bookings. - Provide 180 degrees from Ordinary Guest Service through all lines of communication to our guests and clients in a professional and calm demeanor at all times. - Act as the primary call and contact agent for all service related inquiries by phone, email and Windstar Website Chat agent contacts. - Assist in the overall revenue goals of the Department by attempting to upsell or add value on all existing bookings. - Perform sales call backup to Reservations in peak calls time, as directed by management. - Adhere to company policy and procedure. - Demonstrate a strong functional knowledge of the Windstar product. - Advise supervisor of all problems and recommended resolution in a timely manner. - Assist Guest’s or Travel advisors in troubleshooting on MyWindstar or related external Windstar Systems. - Other duties as assigned by management. Qualifications - Cruise or tour operations / reservations experience preferred but not required. - Previous customer service experience preferred. - Must be able to communicate in writing and verbally with professionalism, credibility and confidence. Present information in a positive and convincing manner. - Capability to organize and manage multiple tasks simultaneously. - Self-starter with excellent task management skills - A basic understanding in all Microsoft Office programs. 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.

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 The Customer Service Representative is a REMOTE position responsible for servicing Windstar Cruises and products within our call center/contact center environment. This role services our Travel Advisors and Guests via Inbound and Outbound Calls, Email, Chat and other sources as assigned. Customer Service Representatives assist our Travel Advisors and Guests with existing reservations effectively with focus on appropriate service, efficiency, accuracy and completeness. Customer Service Representatives provide appropriate service and sales backup support to achieve goals and represent Windstar cruises as 180 degree from Ordinary. This is a remote work environment with a base hourly wage plus incentive, work within the comfort of your own home! - We work in an INBOUND call center environment. - We are surrently seeking to fill open shifts for weekends and evenings. - This position is CUSTOMER SERVICE ORIENTED– this is not a sales focused role. (Although some sales calls will be handled, creating an opportunity for extra commission!) - Windstar will provide all the equipment you will need! - You must have access to a hard wired internet connection - Please note: Although we work remotely, it is not a suitable replacement for dependent care. 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. Windstar Cruises is an Equal Opportunity Employer Responsibilities - Conduct daily production work related to the processing of bookings in the systems and subordinate systems, with high level booking quality and accuracy. - Process reservations, revisions, cancellations, booking notes and all aspects of the bookings using reservation system. - Apply company policy effectively to bookings. - Provide 180 degrees from Ordinary Guest Service through all lines of communication to our guests and clients in a professional and calm demeanor at all times. - Act as the primary call and contact agent for all service related inquiries by phone, email and Windstar Website Chat agent contacts. - Assist in the overall revenue goals of the Department by attempting to upsell or add value on all existing bookings. - Perform sales call backup to Reservations in peak calls time, as directed by management. - Adhere to company policy and procedure. - Demonstrate a strong functional knowledge of the Windstar product. - Advise supervisor of all problems and recommended resolution in a timely manner. - Assist Guest’s or Travel advisors in troubleshooting on MyWindstar or related external Windstar Systems. - Other duties as assigned by management. Qualifications - Cruise or tour operations / reservations experience preferred but not required. - Previous customer service experience preferred. - Must be able to communicate in writing and verbally with professionalism, credibility and confidence. Present information in a positive and convincing manner. - Capability to organize and manage multiple tasks simultaneously. - Self-starter with excellent task management skills - A basic understanding in all Microsoft Office programs. 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.

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.

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 three 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 As an Outbound Personal Vacation Planner at Windstar Cruises, you will be an integral part of our sales organization, you will play a key role in driving revenue growth by proactively reaching out to potential and existing clients, identifying new sales opportunities, and converting leads into bookings. In this position, you will utilize advanced AI tools to increase your productivity, streamline daily administrative tasks, and personalize your outreach based on data-driven insights. Your commitment to exceptional customer service will be demonstrated through building and nurturing lasting client relationships, guiding guests through every stage of their booking journey, and ensuring a seamless and memorable vacation planning experience. Additionally, you will collaborate closely with cross-functional teams and leverage AI-powered resources to stay informed about the latest products, promotions, and guest preferences, enabling you to deliver tailored recommendations and exceed customer expectations. Personal Vacation Planners earn an hourly pay rate plus a monthly performance-based incentive 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. Responsibilities - Utilizing the Windstar Sales Academy Training alongside AI-driven coaching and call insights to effectively sell cruises, land packages, shore excursions, airfare, transfers, and hotels that are correlated to that vacation. - Build and maintain strong relationships with prospective and existing customers through outbound campaigns (request a call, request a quote, brochure requests, booking journey touchpoints), using AI to prioritize leads, personalize outreach, and suggest next best actions. - Coordinate with OCC Leadership Team to nurture relationships with guests who’ve completed their recent voyage with Windstar Cruises. - Demonstrate strong product knowledge of Windstar Cruises while using AI-assisted knowledge tools to quickly access itineraries, policies, promotions, and talking points to ensure consistent and positive guest experience. - Manage and follow up on leads within the Windstar Cruises CRM system, accurately logging activities, tasks, reminders, follow-ups, and leveraging AI to support planners in focusing on their guests. - Advise Leadership of all potential escalations or emergency situations in a timely manner, being sure to include detailed history to formalize a resolution. - Meet or exceed established sales goals and performance metrics, using AI dashboards and performance insights to self-manage productivity, conversion trends, and opportunities. - Meet or exceed call standards on every guest interaction while adhering to AI real-time coaching, or even post call feedback, quality insights, and coaching recommendations for continuous improvement. - Engage with high-value guests across multiple channels within Microsoft Office 365, enhanced by AI email drafting, follow-up suggestions, and tone optimization to ensure professionalism and personalization. - Entering accurate information into booking engine, CRM platform, and to keep client information up to date as needed. - Adapt to evolving technologies, system enhancements, digital workflows, and AI‑supported features that streamline outbound sales effectiveness. - Multitask efficiently across multiple software systems while maintaining high quality guest experience. - Collaborate with other departments of Windstar Cruises to develop and support promotional strategies and campaigns to drive further revenue to the brand. - Communicating effectively with colleagues and Leadership to uphold a positive work culture within a remote working environment. - Adherent to company policy and procedures, including maintaining call standards and processing of booking - Provide support to other teams of the Vacation Planning department or Leadership as needed. Qualifications - 1 year of sales experience, with high level service attributes, preferably working within the luxury space. - 1 year of call center experience, being on the phone and interacting with customers. - Demonstrated outbound sales abilities. - Hospitality and Tourism experience preferred, included but not limited to: Cruise, Airline, Travel, Hotel Related Sales/Service - Must be able to communicate in writing and verbally with professionalism, credibility and confidence. - The ability to present information in a positive, convincing manner. - Strong belief in personalized, effective customer service from pre-cruise to post cruise interactions. - Must demonstrate an enthusiastic and professional, positive approach to all responsibilities. - Able to handle multiple tasks simultaneously. - Being able to think outside the box on solutions for various issues that may arise to always have a “What is best for the Guest” mindset. - Willing to accept and act responsibly in compliance with policy and procedure. Work Schedule: - Personal Vacation Planners will average 40 hours per work week. - Agents must be punctual and flexible within their schedule to work as early as 9:00am EST and report at any time during the opening hours of the call center; Monday - Friday 9:00am to 8:00pm EST. Saturdays 9:00am to 6:00pm EST. All Hours are Eastern Standard Time. Work Environment: - Remote work environment. - Hard Wire Wi-Fi required. - Must meet ergonomic standards for a home office with a private area to work with limited distractions. 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.