Vacation Specialist | Remote

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

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

Remote Work

Flexible schedule, full or part-time

Perks

Travel incentives, discounts, and free trip opportunities

Professional Support

Mentorship, tools, and certifications provided