Vacation Specialist | Remote
- LocationChicago, Illinois
- Work typeRemote
- Salary45k to 65k USD a year
- Posted3 November 2026
- SourceDestination's careers page (Lever)
Live checkFirst seen 6 days ago; still listed on Destination's careers page 3 h ago.
Moves fastWhen Destination takes a role down early, it is usually about 8 days after posting. Apply soon.
At a glance
- VisaRight to work required
Read from the ad by RoleFinder, with rules and an AI reading; the description is the source.
About the role
Vacation Specialist | Remote | Training Provided
Location: Remote (U.S.)
About Us:
We connect travelers with the world’s best experiences—from Caribbean cruises to luxury resorts and beyond. As part of a host agency with 70+ years in the industry, we empower agents to succeed while delivering white-glove service to our clients.
Job Description:
We’re hiring Vacation Specialist who want to work remotely, enjoy flexible hours, and help clients plan their dream vacations. You’ll get access to premium tools, exclusive rates, and full training to help you thrive in this role.
Responsibilities
- Book cruises, resorts, and travel packages for clients
- Recommend itineraries based on preferences, season, and deals
- Use supplier portals to lock in promotions and perks
- Handle changes, questions, or cancellations with professionalism
- Keep records organized and updated in real time
- Attend supplier webinars and live travel trainings
Qualifications
- Must be 18+ and a U.S. resident
- Friendly, professional communicator
- Passion for travel and helping others
- Comfortable learning booking tools and supplier systems
- No experience necessary—training provided
How to Apply:
If you're ready to build a rewarding career from anywhere, apply now to join our team of travel pros.
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