Vacation Planner; remote
Milwaukee, Milwaukee County, Wisconsin, 53244, USA
Listed on 2026-03-06
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Customer Service/HelpDesk
Bilingual, Technical Support
Remote Vacation Planner
Location: Remote (U.S., U.K., and approved regions)
Job Type: Independent Contractor | Remote
Exploring Dreams Travel is a professional travel agency dedicated to helping clients plan seamless, memorable vacations. We specialize in cruises, resort stays, guided tours, and customized travel experiences.
We believe in learning the travel industry the right way — through structured training, supplier education, and ongoing mentorship. Our team members receive professional support designed to build confidence, industry knowledge, and long-term success.
Position OverviewThe Remote Vacation Planner assists clients with researching, organizing, and coordinating travel plans while maintaining accuracy, professionalism, and timely communication.
This role is ideal for individuals who genuinely love travel and want to learn how the industry works from the inside out. Prior experience is not required. Comprehensive training and mentorship are provided for individuals committed to learning and applying that knowledge.
Key ResponsibilitiesAssist clients with planning and coordinating travel arrangements, including flights, accommodations, cruises, and vacation packages
Provide destination information and itinerary guidance
Communicate with travel suppliers to confirm reservations and booking details
Respond to client inquiries via email, phone, and online platforms
Maintain accurate client records and booking documentation
Follow company procedures and industry standards
Participate in ongoing training and mentorship sessions
Strong written and verbal communication skills
Excellent attention to detail and organizational skills
Self-motivated with the ability to work independently in a remote setting
Basic computer proficiency and reliable internet access
Minimum age of 18
Authorized to work from approved regions (U.S., U.K., or designated areas)
Passion for travel and willingness to actively learn
Compensation details and structure are reviewed during the information meeting and onboarding process.
What We ProvideStructured initial training
Ongoing mentorship and supplier education
Remote work environment
Ability to work your own schedule
Growth based on commitment, consistency, and dedication to learning and applying industry knowledge
You are curious, motivated, and excited to build expertise in the travel industry. You take initiative in learning, value mentorship, and understand that success comes from applying knowledge consistently and professionally.
How to ApplyTo ensure this opportunity is the right fit for both you and our team, applicants must complete the following steps:
Submit your application through the job board.
Qualified applicants will receive an invitation to attend a virtual information meeting outlining expectations, training structure, and commitment requirements.
After attending the information meeting, interested candidates may proceed with the onboarding process.
We are seeking individuals who are serious about learning the travel industry, committed to completing training, and prepared to apply their knowledge consistently and professionally.
If you are motivated, coachable, and ready to invest time in developing your skills, we encourage you to apply.
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