Oscar Wright

I'm based in

West Sussex

Available for new enquiries

Tailormade Travel, Expertly Crafted.

If you are someone who would attempt to make your own wedding dress, tailor your once-in-a-lifetime wedding suit, or even DIY your own surgery to fix a broken bone, click away now!

The trap I see too many people falling into nowadays is thinking that the internet and AI will give professional results whilst saving time and money. But all too often, the reality shows clear signs of missing that all-important human touch.

I invite you to think of me as your Travel Tailor. While online booking platforms offer the "off-the-rack" holidays that often don't quite fit around the shoulders, I’m here to provide the Savile Row experience. I’ve spent a fair chunk of my life behind the heavy velvet curtains of luxury hotels like The Ritz-Carlton and Sani/Ikos, so I can ensure my clients avoid the shiny polyesters, instead receiving vicuñas with hand-stitched details.

So, what do you really get?

The Human Filter: You gain an actual person who eliminates the digital fog. I’ll leverage my experience and trade tools to find the needle in the haystack, ensuring you don’t have to spend your Sunday getting internet-induced vertigo.

The Insider’s Directory: Thanks to the Travel Counsellors community, I’ve got more boots on the ground than a hiking shop. If I don't know the best table in a Roman trattoria, I know the person who does.

A Financial Safety Net: Life can occasionally throw a spanner in the works, as recent events have made us all too familiar with. With ATOL protection and the TC Trust serving as financial safeguards, your money is safer than a biscuit in a tin.

From Lapland expeditions to tropical escapes, I stand by the "Goldilocks" principle when planning every one of my clients' trips: it's only right when it's perfect.

If perfect holidays sound like your cup of tea, let's get chatting!

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Explore my guides and blogs

What my customers say

Oscar made the whole experience so easy and hopefully will be sorting out another holiday for me!

Pippa R

Haywards Heath

Additional offers

More destinations to enjoy

Let's plan your dream trip together

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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.

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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.

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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.

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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.

Find Tc Difference

Start planning with me

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Give me a call

Let’s talk through your ideas, no pressure.

+44 7438 615 799

Let’s connect

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Finding your match...

Every unforgettable journey starts with the right person by your side.