10 things we bet you didn't know about Winged Boots

1. We're multi-award-winning

Individually, we've also been recognised as UK & Ireland's No.1 Luxury Travel Agency at TTG Media's inaugural Top 20 Luxury Travel Agencies awards, celebrating our dedication to creating exceptional experiences for our clients.

Read more about our win at the TTG Luxury Travel Agencies Awards and what it meant to us.

Closer to home, we've also been recognised at the Essex Business Awards, reflecting our continued growth, innovation and commitment to community as well as global excellence. 

Our success is further strengthened by the achievements of our people. In 2026, Claire Baker was named Luxury Travel Designer of the Year (Concierge) at the TTG Luxury Travel Awards. This is a prestigious industry award and directly recognises her work leading Winged Boots' concierge service. Read on to learn more about our award-winning concierge service.

2. Winged Boots is part of a wider travel family

Winged Boots is proud to be part of the Ocean Holidays family, alongside sister brands Ocean Florida and Ocean Beds. Together, we combine specialist expertise across luxury, long-haul and tailor-made travel, giving our clients access to exceptional holidays, industry-leading partnerships and outstanding personal service.

In 2024, Winged Boots, together with our sister brands, became part of the Hays Travel group. Backed by one of the country's most trusted names in travel, we're able to provide our clients with even greater confidence and peace of mind, while continuing to deliver the personalised service, bespoke expertise and exceptional luxury experiences that define the Winged Boots experience.

3. Our sister company is the UK's largest Florida travel company

Our sister company, Ocean Florida, is Europe's largest direct-to-consumer Florida specialist and has been recognised with the Travel for All Award at the Travel Weekly Globe Awards for three consecutive years (2024–2026), reflecting its commitment to making travel more accessible.

4. We produce an award-winning lifestyle brochure

Our award-winning Lifestyle Brochure has become a destination in its own right. Blending inspiring editorial, exclusive interviews, curated hotel collections and expertly crafted itineraries, each annual edition is designed to spark ideas long before you pack your suitcase. Today, it's delivered to more than 30,000 luxury households and organisations, with a digital edition available to enjoy wherever you are.

View the online version of our latest brochure.

5. We offer an incredible concierge service

Every unforgettable holiday is shaped by the details. Led by Claire Baker, our dedicated concierge team specialises in those finishing touches that transform a great trip into an extraordinary one. Whether it's a table at the city's most sought-after restaurant, VIP airport assistance, a private yacht charter or a surprise proposal in an unforgettable setting, we'll make it happen. Discover how Winged Boots' luxury travel concierge can take your holiday to new heights or get to know the team in our interview with the award-winning Claire Baker, Head of Client Experience at Winged Boots.

6. We offer complimentary events to our customers and partners

The Extra Mile is our way of saying thank you to our clients and travel agents. More than an events programme, it's an invitation to become part of the Winged Boots community. Throughout the year, we bring clients and agents together for unforgettable experiences, from exclusive hospitality and private dinners in London's most sought-after restaurants to championship golf days, charity clay shoots, luxury motoring experiences and sporting events.

Along the way, we've partnered with some of the world's leading luxury brands, including One&Only, Atlantis, Aston Martin, Corinthia Hotels and Maddox Gallery, creating unique experiences that go far beyond travel alone.

Read more about our Winged Boots x Maddox Shoot Day 2026, where we raised an incredible £9,000 for Haven House Children's Hospice, or explore our latest The Extra Mile events.

7. We have more than 250 years of combined experience

Our team has centuries of combined luxury travel expertise. With more than 250 years of collective experience, our personal travel managers have explored the world's most sought-after destinations, built trusted relationships with leading hotels and suppliers, and crafted thousands of unforgettable itineraries. Whatever you're dreaming of, we'll bring it to life with the insight and attention to detail that only experience can provide.

8. You can visit us on the high street

While many luxury travel companies operate exclusively online, Winged Boots has a beautiful boutique in the heart of Shenfield, Essex. Designed as a welcoming space to inspire your next adventure, it's the perfect place to meet our travel specialists over a coffee, browse our latest Lifestyle Brochure and start planning your next extraordinary escape.

Read more about our Shenfield store opening in 2025.

9. Our name has a mythical origin

Winged Boots takes its name from Hermes, the Greek messenger god and patron of travellers, whose iconic winged sandals symbolised speed, guidance and seamless journeys. It's a fitting inspiration for a brand dedicated to helping clients explore the world with confidence and ease.

10. Our team has explored the world's most extraordinary destinations

From the wildlife-rich Galápagos Islands and the plains of Botswana to the temples of Cambodia and the turquoise atolls of the Maldives, our travel specialists have experienced many of the world's most iconic destinations first-hand. Antarctica is the only continent left on our collective bucket list, making it all the more exciting as we continue to expand our own travel horizons.

Wherever you're dreaming of next, chances are someone on our team has already been there and is ready to share insider recommendations, hidden gems and invaluable advice to make your journey truly unforgettable.

Frequently Asked Questions

How do I book a luxury holiday with Winged Boots?
Booking with Winged Boots couldn't be easier. Simply get in touch with one of our experienced Personal Travel Managers by phone, email or through our website, and we'll create a bespoke itinerary tailored to your preferences. Every holiday is designed around you, with expert recommendations, exclusive benefits and dedicated support from start to finish.

Can I visit Winged Boots in person?
Absolutely. If you're local to Essex, we'd love to welcome you to our luxury travel boutique on Shenfield High Street. Whether you're looking for inspiration, planning a special trip or simply want to meet your Personal Travel Manager face-to-face, our team is on hand to help.

I'm a travel agent. Can I work with Winged Boots?
Yes. We work with a network of trusted travel agents who partner with us to provide their clients with access to our luxury travel expertise, exclusive products and concierge-style service. If you're interested in becoming a trade partner, get in touch with our team to learn more.

What makes Winged Boots different from other luxury travel companies?
At Winged Boots, every holiday is tailor-made. Our award-winning team combines first-hand destination knowledge with long-standing relationships across the luxury travel industry to create exceptional, personalised experiences. From exclusive upgrades to VIP perks and round-the-clock support, we go above and beyond to make every trip truly exceptional.

Is Winged Boots part of a larger travel group?
Yes. Winged Boots is part of the Hays Travel family through Ocean Holidays, alongside sister brands Ocean Florida and Ocean Beds. This means our clients benefit from the backing, buying power and expertise of the UK's largest independent travel agency, while continuing to enjoy the personalised service and specialist luxury knowledge for which Winged Boots is known.

Behind every Winged Boots holiday is a team of passionate travel experts, trusted partnerships and a genuine love for creating unforgettable experiences. We hope you've enjoyed getting to know us a little better – now we'd love to help you discover the world. Explore our 10 reasons to book with Winged Boots, or speak to one of our travel specialists today.