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Windstar Cruises

Operates small-ship luxury cruises worldwide

Tour Director

Food Service & HospitalityUpdated on Nov 10
Part-timeUnited States

About the Job

Requirements

  • Prior Tour Director experience or graduation from a professional Tour Director school is required.
  • Strong critical thinking and problem-solving skills, including the ability to make sound decisions independently and under pressure.
  • Engaging storytelling and presentation skills, including comfort speaking to groups for extended periods.
  • Strong oral and written communication skills, including active listening.
  • Strong organizational skills and attention to detail.
  • Strong technology skills, proficiency with Microsoft 365 and Teams, independent troubleshooting, and the ability to adapt quickly to new systems are required.
  • Ability to legally travel and work domestically and internationally.
  • New Tour Directors must complete the full training program during their first season.
  • Attendance at the annual Tour Director Summit held each May is required.
  • Availability for tour assignments from the Tour Director Summit through the end of October is required.
  • Must maintain current CPR/First Aid certification and complete other required safety training as assigned.
  • A valid passport is required.
  • Must be domiciled in one of the listed states: Arkansas, Arizona, Colorado, Connecticut, Florida, Georgia, Idaho, Louisiana, Maine, Michigan, Minnesota, Missouri, Mississippi, Montana, North Carolina, New Hampshire, Nevada, South Carolina, South Dakota, Tennessee, Texas, Utah, Vermont, Virginia, or Wisconsin.
  • Must be able to stand and walk at a brisk pace for extended periods while leading a large group; sit for extended periods (frequently 8 or more hours per day) in close quarters on airplanes, trains, cruise ships, and motorcoaches; speak frequently and continuously throughout each tour day; bend, twist, stoop, grasp, and reach outward or above the shoulders; and lift, carry, push, or pull up to 50 pounds.

Responsibilities

  • Lead the tour from start to finish, taking ownership of on-tour delivery and creating a safe, smooth, and memorable experience for every guest.
  • Research and deliver engaging, accurate commentary on the history, geography, and culture of each destination.
  • Communicate daily plans and expectations clearly, answer guest questions, and suggest optional activities for leisure time.
  • Foster a sense of community and belonging within the group.
  • Review contracts, itineraries, and tour documents; confirm hotel, restaurant, attraction, and transportation reservations; and conduct pre-tour calls with all guests.
  • Participate in pre-tour briefings and complete all pre-work before the scheduled briefing.
  • Execute the itinerary and manage on-the-ground logistics, including transportation, hotels, meals, attractions, check-ins, and departures, and ensure all guests are accounted for at every stop.
  • Serve as the on-site decision maker, resolve travel issues independently, and adjust plans when weather, delays, or closures require it.
  • Respond to incidents using established emergency protocols and promptly contact the home office for emergencies and situations requiring a company decision.
  • Communicate with guests, suppliers, and vendors with enthusiasm, clarity, and professionalism.
  • Share tour changes and updates with guests in a timely manner through the HV Traveler’s app and other approved methods.
  • Use designated channels when contacting the home office.
  • Share insights through post-tour evaluations and debriefings to help improve itineraries and the guest experience.
  • Submit accurate timecards, expense reports, and required tour documentation by established deadlines.
  • Use Holiday Vacations technology tools, including a company-issued iPad, Microsoft 365, the HV Traveler’s app, and electronic expense and reporting systems.
  • Follow company policies and procedures as outlined in the employee handbook and Tour Director training.
  • Perform other duties as assigned.

Desired Qualifications

  • Experience with Dayforce and Concur is preferred.

About the Company

Windstar Cruises

Operates small-ship luxury cruises worldwide

Windstar Cruises operates a small-ship cruise line that runs six sailing and all-suite yachts, carrying under 350 guests each. It visits about 260 ports across more than 60 countries, with itineraries that emphasize immersive, authentic experiences and port-intensive days. Onboard and ashore, guests enjoy a high level of service and a notable culinary program, highlighted by the title of Official Cruise Line of the James Beard Foundation. The ships focus on intimate, boutique-style cruising rather than large-ship experiences, and the company emphasizes sustainable hospitality as part of its parent group, Xanterra Parks & Resorts. The goal is to offer travelers distinctive, authentic itineraries with personalized service and a softer footprint compared with larger cruise lines.

Company size
501-1,000
Company stage
Not listed
Total funding
Not listed
Headquarters
Seattle, WA
Founded
1986

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