Customer Service Representative

Sight Sea Travel; Chicago (IL); On-site; USD 42,000 - 68,000; Full time

Benefits offered by this job

Structured onboarding

Access to booking systems and supplier

Supportive team environment

Growth opportunities

Job summary

Sight Sea Travel is seeking a detail-oriented travel concierge to design and coordinate personalized itineraries for individuals, families, and groups in Chicago. You will deliver seamless planning support, high-quality recommendations, and exceptional service from initial inquiry through final confirmation.

In this role you will research destinations, design customized itineraries, coordinate reservations, and provide ongoing support while building strong client relationships through proactive

Qualifications

• Excellent communication and interpersonal skills.
• Highly organized with meticulous attention to detail.
• Ability to manage multiple requests and timelines simultaneously.
• Strong research skills to present tailored recommendations.
• Experience in hospitality, customer service, or concierge roles is a plus.
• Proficiency with online booking tools and platforms.
• Self-motivated with a client-first mindset.

Responsibilities

• Consult with clients to understand preferences, budgets, and desired experiences.
• Design customized itineraries including accommodations, activities, transportation, and special requests.
• Research destinations, resorts, cruises, and curated experiences to match client needs.
• Coordinate reservations and ensure all components of the itinerary are accurate and confirmed.
• Communicate updates, options, and recommendations clearly and promptly.
• Provide ongoing support before and during scheduled trips.
• Build strong client relationships through consistent follow-up and service excellence.

Skills

Strong communication

Highly organized

Multitasking

Research & recommendations

Client-focused service

Tech-savvy booking tools

Self-motivated

Tools

Booking platforms

Job description

We are seeking a detail-oriented and client-focused professional to design and coordinate personalized trip experiences for individuals, families, and groups. This role is centered on delivering seamless planning support, high-quality recommendations, and exceptional service from initial inquiry through final confirmation.

What You'll Do

• Consult with clients to understand preferences, budgets, and desired experiences
• Design customized itineraries including accommodations, activities, transportation, and special requests
• Research destinations, resorts, cruises, and curated experiences to match client needs
• Coordinate reservations and ensure all components of the itinerary are accurate and confirmed
• Communicate updates, options, and recommendations in a clear and timely manner
• Provide ongoing support before and during scheduled trips
• Build strong client relationships through consistent follow-up and service excellence

What We're Looking For

• Strong communication and interpersonal skills
• Highly organized with excellent attention to detail
• Comfortable managing multiple requests and timelines simultaneously
• Ability to research and present tailored recommendations
• Prior experience in hospitality, customer service, sales support, or concierge-style roles preferred
• Tech-savvy and comfortable using booking platforms and online tools
• Self-motivated with a professional and client-first mindset

What We Offer

• Structured onboarding and training resources
• Access to booking systems and supplier partnerships
• Supportive team environment with ongoing development opportunities
• Opportunity to grow within a client-focused service organization

If you enjoy creating memorable experiences, solving logistical puzzles, and working closely with people to bring their plans to life, this role may be a strong fit.