James O Leary
My expertise
I'm based in
London
Award Winning Tailormade Travel
Amazing travel experiences, crafted with care in London and Surrey.
Part of the award-winning team at Travel Counsellors, I am London and Surrey-based, with over 20 years of experience designing tailor-made holidays, luxury escapes and complex itineraries. From your first idea to your safe return home, I plan your travel full-time, so you do not have to.
Why work with a personal Travel Counsellor?
Travel is one of the most powerful ways to learn, reconnect and reset, but planning it properly can be confusing, stressful and time-consuming.
Working with a dedicated, human travel expert means you enjoy all the benefits of travel without the overwhelm.
Booking with me is not like using an anonymous online travel site or a high-street shop. Think of me as your personal travel advisor, helping you invest wisely in your holidays, so you enjoy exceptional value, memorable experiences and complete peace of mind. You always speak to a real person: no call centres, no automated phone lines, just direct contact with our dedicated support teams and me.
As a Travel Counsellor, I offer:
• Personal, one-to-one travel planning tailored around you
• 100% financial protection and 24/7 support while you are away
• Access to a global community of travel specialists and trusted partners
• Thoughtful, joined-up itineraries that maximise your precious time away
I specialise in:
• Tailor-made, multi-centre holidays, honeymoons, and complex itineraries
• Safaris, including for first-timer families
• Group celebrations such as milestone birthdays and retirements
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Frequently Asked Questions
What does a Travel Counsellor do?
As a Travel Counsellor, I offer a fully personalised travel planning service. I design tailor-made holidays, luxury escapes and multi-centre itineraries based on your preferences, then manage every detail from initial ideas and quotes to booking, travel documents and support while you are away.
Why should I use a personal travel advisor instead of booking online?
Booking online can be time-consuming and confusing, especially for complex or luxury trips. Working with a personal travel advisor means you get expert guidance, trusted recommendations, financial protection and a single point of contact who knows you and your travel plans inside out. When trip plans go wrong, having someone like me in your corner to fix problems is invaluable.
Do you only work with clients in London and Surrey?
No. I am based between London and Surrey now, but I work with clients across the UK and beyond, including Singapore, Mexico, Australia, Canada and the USA. We can chat by phone, video call, email or WhatsApp so you can benefit from a tailor-made travel service wherever you live.
What types of holidays do you specialise in?
I specialise in tailor-made and multi-centre holidays, luxury honeymoons, romantic getaways, trips with friends, milestone celebrations and around-the-world adventures. Popular destinations include Australia, New Zealand, Southeast Asia, Japan, Sri Lanka, the Caribbean, Mexico, the Indian Ocean, Africa, Italy and Greece.
How does your travel planning process work?
We start with a conversation about your ideal holiday: dates, budget, destinations, pace and any must-haves. I then research and design a bespoke itinerary, refine it with your feedback, confirm your bookings and provide all documentation and support right up until you return home.
Do you charge a fee for your tailor-made travel service?
In many cases, my earnings are built into the travel arrangements I book for you. If a planning fee is needed for a particularly complex itinerary, I will always explain this clearly in advance so you can decide how you wish to proceed.
Is my money protected when I book with you?
Yes. Bookings made through me come with full financial protection and round-the-clock support while you are travelling, giving you peace of mind from the moment you confirm your trip until you arrive back home.
Travel guides
Explore my guides and blogs
Why Parents Must Book UK School Holiday Trips Early: The Real Cost of Leaving It Late
If you are a parent, you already know that travelling in the UK school holidays can feel like a strategic mission. You are trying to keep the children happy, secure the right destination, fit in with work commitments, and protect your budget at the same time. Yet every year, many families wait too long to book their school holiday trip, only to discover that the best options have sold out or the
18 May 2026 5 min read
Why I’m Proud to Be Part of an Award-Winning Travel Company
When it comes to delivering exceptional travel experiences, few companies can match the consistency and credibility of Travel Counsellors. Over the years, the business has earned an impressive collection of awards across customer service, innovation, workplace culture, and industry leadership—cementing its reputation as one of the UK’s most respected travel brands. In this blog, we take a closer
14 May 2026 5 min read
Choosing the Best Safari for You: A Travel Counsellor’s Guide
Planning a safari is one of those “pinch me” trips: sunrise over the savannah, lions padding silently through the grass, the sound of hippos grumbling at dusk. But with so many options and destinations, it can quickly feel overwhelming for clients trying to choose the “right” safari.
13 May 2026 5 min read
Springtime in Palma de Mallorca and Port Soller
If you would like me to design a trip just like this for you - drop me a line and let's see where the journey takes us! What reason for the Trip? It was my other half's birthday present Why Palma? It’s one of our favourite places to visit and we had not been for some time. The city is one of the most beautiful places to spend time in the Mediterranean, with excellent food and a great vibe. It’s
22 May 2023 5 min read
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Why use a Travel Counsellor
Let's plan your dream trip together
Tailor-made for you
Your holiday isn’t just a trip away. It’s a longed-for escape, time to reconnect with loved ones, or a dream adventure you never thought possible. That’s why I take the time to truly get to know you and understand your hopes and expectations, then use my experience, connections and passion for the destination to create a trip that makes those dreams a reality.
Personalised service. Always
When you plan a holiday with me, you’ll be given my personal mobile number from the very first call. I’ll listen to your thoughts and ideas like I would a friend and arrange accommodation, activities, and flights that are all personalised to you. And I’ll share my personal tips and recommendations, so you can experience the true beauty of each destination.
Stress-free travel, and more time for what matters most
I believe your time away should be stress-free, easy, and seamless from start to finish. So, I take care of all the details for you - from ATOL protection, insurance, and flexible payments to access to the myTC app, which keeps everything in one place.
Support when it matters most
If the unexpected happens, you can rest easy, knowing that I’ll handle any last-minute changes, flight cancellations, or disruptions before you even pick up the phone. So you always feel happy, carefree, and ready to make the most of every moment.
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