Remote Vacation Specialist | Flexible Hours + Travel Perks

Destination Careers; Chicago (IL); Remote; USD 45,000 - 65,000; Full time

Benefits offered by this job

Travel incentives

Discounts on trips

Free trip opportunities

Mentorship and certificates

Job summary

Destination Careers is seeking a Vacation Specialist to assist clients in planning cruises, resorts, and travel packages from home. You’ll access premium tools, enjoy flexible hours, and receive comprehensive training to thrive in this role.

This remote position welcomes U.S. residents 18+, offering a salary range of $45,000–$65,000 per year, plus travel incentives and staff discounts. No prior experience is required; training and mentorship are provided.

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.

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

Friendly communicator

Passion for travel

Willingness to learn booking tools

No experience required

Tools

Booking tools

Supplier portals

Job description

Destination Careers is seeking a Vacation Specialist to assist clients in planning cruises, resorts, and travel packages from home. You’ll access premium tools, enjoy flexible hours, and receive comprehensive training to thrive in this role.

This remote position welcomes U.S. residents 18+, offering a salary range of $45,000–$65,000 per year, plus travel incentives and staff discounts. No prior experience is required; training and mentorship are provided.