Luxury Travel Planner | Touring & Custom Itineraries (South Africa Remote)

Sienna Charles; South Africa; On-site; ZAR 900,000 - 1,300,000; Full time

Job summary

Sienna Charles, LLC seeks an experienced Luxury Travel Planner to design and manage highly customized, luxury international trips. You will craft complex itineraries across multiple destinations, coordinating hotels, flights, guides, and experiences while maintaining exceptional client service.

Join a team that delivers seamless journeys, thoughtful recommendations, and meticulous execution, with strong collaboration with destination partners and internal specialists to exceed member

Qualifications

• Experience designing luxury international travel itineraries.
• Strong attention to detail and organizational skills.
• Excellent communication with members and vendors.

Responsibilities

• Design and manage highly customized trips from planning to return.
• Build complex itineraries across multiple cities, countries, and regions.
• Research and arrange luxury accommodations, private and commercial flights, ground transportation, guides, and experiences.
• Collaborate with destination partners and local experts to tailor programs.
• Create detailed daily itineraries including timing, logistics, preferences, and contingencies.
• Research destinations and present informed recommendations on where to go and how to travel between locations.
• Communicate with hotels, destination management companies, guides, transport providers, and other partners.
• Present options, pricing and availability aligned with member expectations.
• Confirm and reconfirm every trip element before departure and adjust during travel.
• Anticipate challenges and resolve disruptions quickly and calmly.
• Maintain records of member preferences, bookings, deadlines, and vendor communications.
• Keep members and internal teams updated throughout planning.
• Collaborate with lifestyle concierge team on dining, events, and requests.

Skills

Communication

Project management

Travel industry knowledge

Supplier network

Education

No formal education requirement

Job description

We are seeking an experienced Luxury Travel Planner with a strong background in custom touring and complex, multi-country itineraries.

Our members travel throughout the world and expect each journey to be thoughtfully designed around their interests, preferences, and pace. A single trip might involve several countries, multiple hotels and villas, private flights and transfers, local guides, exclusive experiences, and detailed daily arrangements.

We are looking for someone who can see the entire journey, connect every moving part, and create an itinerary that feels effortless for the member.

What you’ll do

• Design and manage highly customized trips, from the initial planning conversation through the member’s return home.
• Build complex itineraries across multiple cities, countries, and regions, ensuring each part of the journey flows seamlessly.
• Research and arrange luxury accommodations, private and commercial flights, ground transportation, guides, touring, and experiences.
• Work closely with destination partners and local experts to develop personalized touring programs.
• Create detailed daily itineraries that account for timing, logistics, preferences, and contingencies.
• Research destinations and present thoughtful recommendations for where to go, what to experience, and how best to travel between locations.
• Communicate directly with hotels, destination management companies, guides, transportation providers, and other partners.
• Present clear options, pricing, and availability, ensuring recommendations align with the member’s expectations.
• Confirm and reconfirm every aspect of a trip before departure and coordinate changes during travel.
• Anticipate logistical challenges and resolve disruptions quickly and calmly.
• Maintain accurate records of member preferences, bookings, deadlines, and vendor communications.
• Keep members and internal teams informed throughout the planning process.
• Collaborate with our lifestyle concierge team on dining, events, and other requests that complement a trip.

What we’re looking for

• Significant experience planning luxury international travel, particularly customized touring and complex itineraries.
• Experience coordinating trips across multiple destinations and countries.
• Strong knowledge of luxury hotels, villas, private guides, destination management companies, and transportation.
• A network of trusted destination partners and travel suppliers is highly valued.
• Excellent itinerary-building skills and a strong understanding of how to coordinate timing and logistics across a trip.
• The ability to research unfamiliar destinations and develop informed, compelling recommendations.
• Exceptional attention to detail, organization, and follow-through.
• Clear, polished communication and confidence working directly with members and vendors.
• Strong judgment and the ability to manage multiple complex trips at once.
• A proactive approach to solving problems and ensuring nothing falls through the cracks.
• Comfort using digital tools to manage itineraries, requests, and communications.

What success looks like

Each itinerary is personalized, accurate, and easy for the member to follow. Every transfer, guide, hotel, and experience is coordinated and confirmed. The member feels that their journey has been thoughtfully planned around them and that the details are being managed.

The right person will bring both the creativity to design exceptional journeys and the discipline to execute them.

About Us

We are a private luxury travel and lifestyle membership serving individuals and families who expect exceptional service, access, and personalization. We work closely with our members to understand their preferences and manage the details that make their experiences seamless.