a dedicated service for executive assistants managed by former ea, claire

*** Let Diamond Skies Travel arrange unforgettable journeys for your principal, knowing every detail will be taken care of to the superior standard you - and they - expect ***

As someone who has spent two decades supporting high-profile and high-demand individuals, in both an Executive Assistant and Private PA capacity, I understand how essential it is to have a sense of absolute confidence in any service provider with whom you work - possibly never more so than when it comes to travel.

At Diamond Skies Travel we appreciate that when you recommend a travel partner to your principal you are placing your own reputation on the line and therefore need to know, without hesitation, that the team you have selected will care for them and their guests exactly as you would, with vigilance, foresight, pride and an unwavering attention to detail. This is the standard we hold ourselves to on every trip, without exception. 

Each itinerary is meticulously considered and thoughtfully designed around your principal’s preferences, priorities and pace and carefully stress-tested to identify potential pressure points before they ever become problems. Our team is proactive rather than reactive: we anticipate flight disruptions, seasonal variances, local sensitivities and logistical complexities and formulate robust Plan B and Plan C options in advance. Should the unexpected arise, we respond swiftly and calmly with solutions already in motion, managing last-minute changes with discretion and efficiency.

We also remain fully available throughout the journey to facilitate requests at short notice, whether that be securing a last table at a sought-after restaurant, arranging additional security, adjusting routes or extending a stay. The aim is simple: your principal enjoys the experience; you remain confident that everything is under control.

We are mindful that every assistant works differently. While some prefer to be closely informed throughout a trip, others would rather step back once departure has taken place. We are entirely guided by your preference: happy to liaise directly with your principal, with or without including you, or to communicate exclusively through you as the single point of contact. Our aim is to act as a natural extension of the home team, integrating seamlessly into the way you work.

We are equally aware that discretion is fundamental. Many of the individuals we assist value anonymity above all else. We operate with strict confidentiality protocols and take the protection of personal information extremely seriously. Sensitive data is handled with care, conversations remain private and visibility is managed thoughtfully at every stage of every trip.

When you entrust Diamond Skies with your principal’s travel you can do so with confidence knowing that we hold ourselves to the same exacting standards of care and diligence that you bring to your role, enabling you to focus on that long list of tasks common to every assistant which can only ever be tackled when ‘the boss’ is genuinely out of the office, while they, themselves, focus simply on enjoying an unforgettable journey.