Remote Vacation Specialist, Flexible Hours & Training

Wanderwell Collective; Chicago (IL); Remote; USD 35,000 - 52,000; Full time

Benefits offered by this job

Travel incentives

Discounts on trips

Free trip opportunities

Job summary

Wanderwell Collective is seeking a Remote Vacation Specialist to help clients plan dream vacations. You’ll book cruises, resorts, and travel packages, and use supplier portals to secure promotions and perks. Training is provided, and work hours are flexible with full or part-time options.

The role emphasizes client service, organizational record-keeping, and ongoing learning through supplier webinars and live trainings. Candidates must be 18+ and U.S.

Qualifications

• Must be 18+ and a U.S. resident.
• Willing to learn booking tools and supplier systems.
• Training provided; no prior experience required.

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.

Skills

Communication

Friendly demeanor

Travel enthusiasm

Job description

Wanderwell Collective is seeking a Remote Vacation Specialist to help clients plan dream vacations. You’ll book cruises, resorts, and travel packages, and use supplier portals to secure promotions and perks. Training is provided, and work hours are flexible with full or part-time options.

The role emphasizes client service, organizational record-keeping, and ongoing learning through supplier webinars and live trainings. Candidates must be 18+ and U.S.