Winged Boots Named UK & Ireland’s Top Luxury Leisure Agency

Winged Boots wins Top Luxury Leisure Agency (Office)

This inaugural event brought together the very best across the UK and Ireland, with more than 50 exceptional agencies shortlisted from hundreds of entries. To be recognised among them – and then crowned overall winner – was nothing short of extraordinary.

We were first awarded Top Luxury Leisure Agency (Office), a category sponsored by Silversea Cruises, placing us firmly within the top 10. As the evening drew to a close, the ultimate accolade was announced, and Winged Boots was named the number one luxury leisure agency across the UK and Ireland.

We were up against remarkable talent – agencies pushing boundaries, innovating in their own spaces and delivering outstanding service across the board. To be recognised at this level, by such a prestigious platform, is an honour we don’t take lightly.

A Transformative Year Recognised

The judges described our year as “transformative,” highlighting the strategic overhaul of our marketing, the expansion of our client events programme and our continued investment in a truly exceptional workplace culture. From the launch of our new website to the refinement of our Lifestyle Brochure and from the growth of our Concierge function to record-breaking sales, this win is the result of focused evolution and unwavering commitment to excellence:

Judges said: “It’s clear the inaugural winner of the UK & Ireland’s No.1 Luxury Travel Agency is focused on people, passion, and creating moments that last long after the journey ends. From last-minute restaurant reservations to sourcing private sunset access to Victoria Falls for a client – complete with a sommelier and professional photographer – the Winged Boots team ensures no detail is too small, and no request too ambitious. Founded in 2008 in Romford, Essex, this exceptional company has grown to a team of 27 specialists united by one purpose: to craft bespoke experiences that are as individual as the clients they serve. With record-breaking bookings, a 4.9 Trustpilot rating and an NPS of 83, the past year has been nothing short of transformative.

Winged Boots’ best year on record was achieved while also undergoing a complete rebrand and website relaunch, something that has elevated the company’s digital presence and created a cohesive and recognisable new identity. The new in-house Ocean Studio is now used to give life to original content that captures the emotion and artistry behind every journey. The human touch is constantly assessed and analysed too, including how to offer thoughtful gifting, while for a client with a specific mobility need, the entire trip was tailored to avoid internal flights. Meanwhile, all product featured on the brand’s website has been assessed to ensure it aligns with welfare and sustainability best practice.

Client loyalty is highly valued too; from golf days to private dinners, clients are encouraged to bring guests, creating convivial, high-conversion environments, with Winged Boots having organised more events than ever before during the judging period. Community, too, lies at the heart of Winged Boots, raising more than £13,000 for Haven House Children’s Hospice through its popular Annual Shoot Day at Purdey’s Royal Berkshire Shooting School.

When it comes to its own people, the CEO Surgery initiative sees directors meet individually with every team member to hear honest feedback. There are enhanced policies covering absence management, neonatal care leave and paternity leave, while Do the Right Thing volunteer days are also a crucial motivation and back the company’s values, clearly showing how Winged Boots strives to do the right thing itself in all aspects.”
 

Director David Ox and Head of Sales Samantha Seals

An Evening of Celebration

TTG’s events are known for their impeccable hosting, and this awards ceremony was no exception. With the ever-inspiring April Hutchinson at the helm, the evening celebrated not only success, but the spirit of collaboration and creativity within our industry.

The event was supported by standout sponsors including Grecotel Hotels & Resorts as headline sponsor, along with Visit Hungary, Ikos Resorts and many more. The setting was elegant, the company inspiring and the atmosphere brimming with pride and possibility.

Sustainability was also a central theme. Guests were served a vibrant vegetarian-led menu from Lujo Hotel Bodrum (with an ‘opt in’ meat option), designed to help offset the event’s carbon impact. The three-course feast was as thoughtful as it was delicious:

• Starter: Mozzarella and basil arancini with smoked aubergine, piquillo peppers, sumac and romesco purée
• Main (Vegetarian): Roasted vegetable wellington with Anna potatoes, Tenderstem broccoli and a ruby port jus
• Main (Meat Option): Apple cider–poached Gressingham duck with spiced leg croquette, butternut squash, courgette and ruby port jus
• Dessert: Flaming crème brûlée filled with spiced plum, served with vanilla shortbread
   

Looking Ahead

We are so proud of what this award represents – not just the recognition, but the reminder that relationships, innovation and integrity always shine through. Whether it’s turning around last-minute yacht charters, designing milestone celebrations across continents or helping a client feel truly seen with a surprise-and-delight gesture, we remain committed to doing things differently.

To every client who trusts us, to every supplier who partners with us and to every team member who gives their all – this is your win too. As always, we move forward with the same energy and ambition. 2026, we’re ready.