Travel Advice You Can Trust
Experienced, independent and personally invested in every trip we arrange.
Holidays to Remember was created to offer something straightforward: clear advice, thoughtful planning and personal service from people who genuinely know travel.
Between us, we’ve visited over 80 countries, lived abroad and worked across multiple areas of the travel industry. That experience shapes every recommendation we make.
When you contact us, you deal directly with one of us. No call centres. No handovers.
Meet The Founders
Toby Winn
Co-Founder
I’ve travelled to over 55 countries and lived in Hong Kong, Malaysia and Thailand. I studied Travel & Tourism at university and have worked both overseas and in the UK travel industry.
Travel has always been about more than ticking destinations off a list. It’s understanding how places actually work, knowing which resorts genuinely deliver and recognising when something looks good online but doesn’t suit a client’s needs.
My focus is simple: honest advice, careful planning and being available when it matters.
Tim Winkworth
Co-Founder
I’ve spent over 30 years in the travel industry, working across sales, sourcing and ground arrangements with some of the UK’s most established travel companies.
I’ve travelled extensively and built long-standing relationships with trusted suppliers worldwide. I’m particularly focused on getting the details right, whether that’s securing the right cabin, planning complex itineraries or ensuring logistics run smoothly.
For me, consistency matters. Every trip should feel well managed from the first enquiry to the flight home.
Why We Started Holidays to Remember
The travel industry has changed. Online comparison sites dominate, and advice often feels secondary to selling.
We built Holidays to Remember to bring the focus back to guidance.
We take time to understand what you are looking for, research properly and present options that genuinely suit you. Sometimes that means suggesting something slightly different from your starting idea.
Our role is to make planning feel clear and manageable.
Trust & Protection
Holidays to Remember is fully backed by the JLT Group, giving you:
Access to an incredibly wide network of trusted suppliers
PTS and ATOL protection on applicable bookings
Secure payment handling and your funds protected by trust
Established industry relationships
You get the flexibility of a personal adviser with the reassurance of recognised financial protection.
A Personal Approach
When you work with Holidays to Remember:
You speak directly to us
The same person manages your booking
We compare options properly
We explain what represents genuine value
We remain available before and during your trip
We are not here to upsell. We’re here to plan properly.
Why Book With Us?
If you would like to understand exactly how our service works and what makes booking with us different, you can read more here: