Travel Agent (Maternity Leave Coverage - 18 Months)

About Us

At Woodstock Travel, we live and breathe adventure. We exist to turn travel dreams into reality by curating journeys that celebrate people, places, and possibilities. Every traveler deserves to feel seen, heard, and valued. Travel isn’t just about movement, it’s about transformation.

Our goal? To be the trusted travel partner recognized for care, creativity, and connection. Simply put: we’re the agency that makes your wishes to see the world a reality!

Why You’ll Love This Role

We’re looking for a passionate, client-focused Travel Advisor to join our team full-time in our office. Those with extensive travel experience with cruises and/or Disney vacations is a plus!

If you enjoy turning travel dreams into carefully planned experiences and love working with families, couples, and groups planning special trips, this role offers the perfect opportunity to do what you love every day.

You’ll be part of a supportive, travel-loving team where your knowledge, creativity, and passion for exceptional service truly matter.

What You’ll Be Doing

• Consulting with clients to understand their travel goals, preferences, and budget.
• Designing and booking memorable vacations including Disney destinations, cruises, family vacations, and all-inclusive resorts.
• Providing expert advice on Disney parks, resorts, cruise lines, itineraries, and onboard experiences.
• Managing bookings from start to finish — quotes, reservations, invoicing, payments, and travel documentation.
• Helping clients plan the details that elevate their trip, from dining reservations and excursions to special celebrations.
• Assisting with changes, special requests, and problem-solving when needed.
• Building lasting client relationships that lead to repeat bookings and referrals.
• Staying current on supplier training, promotions, and destination updates.
• Supporting group bookings and special travel projects when needed.
• Ensuring every client interaction leaves travelers feeling excited, confident, and well cared for.

What You Bring

• Previous experience as a travel advisor with cruise and/or Disney travel sales experience. Will also consider those with a strong knowledge of Disney destinations (Walt Disney World, Disneyland, Disney Cruise Line, or Adventures by Disney) and/or major cruise lines developed through personal trips.
• Excellent customer service skills and a genuine passion for helping people travel.
• Strong attention to detail and the ability to manage multiple bookings simultaneously.
• Confidence using booking systems and office software (Microsoft Office experience required).
• Strong written and verbal communication skills — professional, warm, and client-focused.
• A proactive, solutions-oriented mindset.
• Alignment with our values: caring, creative, and client-first.
• And most importantly… a genuine passion for travel and creating magical experiences for clients.

Licence/Certification:

• TICO Certified Travel Counsellor Certificate (preferred)

Willingness to travel:

• 25% (required)

What We Offer

• A supportive and collaborative team environment.
• The opportunity to work in a boutique travel agency where relationships matter.
• Industry training, supplier education, and opportunities to expand your expertise.
• Travel perks, industry discounts, and the opportunity to experience the destinations we help our clients explore.
• The chance to build meaningful relationships with clients while helping them create unforgettable memories.