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Top Holidays
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Luxury
Luxury

Luxury Group Travel

Holidays with friends, multi-generational trips away, incentive travel… Group bookings can be a complex process when you consider different logistics such as number of guests, flight departures, dietary requirements, accommodation, name changes, cancellations etc. All of a sudden it can become a full-time job in itself.

Simplify the complex by using Winged Boots’ dedicated team to organise your group travel arrangements. Having in-depth experience of small to large group bookings, we can manage your entire holiday from start to finish.

We work closely with you to create a stress free and seamless experience providing you with expert knowledge and full progress updates. Preferences from every member of your party are considered to create an itinerary that everyone will enjoy.

We pride ourselves in delivering the same high level of service so everyone will feel well taken care of no matter what. Whether you’re looking to charter a private yacht, want a whole island to yourself or are looking for the best all-inclusive villas for 30 guests or more, our personal travel managers are here to guide you every step of the way with expert tips to elevate your travel experience.

Rest assured that all moving parts to your group holiday are well and truly taken care of with our flexibility booking policy, no hidden fees, tailored concierge service and 24/7 customer support from the minute you give us a call.

So, pick up the phone today and start planning a luxury group holiday filled with unique experiences and special memories to last a lifetime. 

Holidays with friends, multi-generational trips away, incentive travel… Group bookings can be a complex process when you consider different logistics such as number of guests, flight departures, dietary requirements, accommodation, name changes, cancellations etc. All of a sudden it can become a full-time job in itself.

Simplify the complex by using Winged Boots’ dedicated team to organise your group travel arrangements. Having in-depth experience of small to large group bookings, we can manage your entire holiday from start to finish.

We work closely with you to create a stress free and seamless experience providing you with expert knowledge and full progress updates. Preferences from every member of your party are considered to create an itinerary that everyone will enjoy.

We pride ourselves in delivering the same high level of service so everyone will feel well taken care of no matter what. Whether you’re looking to charter a private yacht, want a whole island to yourself or are looking for the best all-inclusive villas for 30 guests or more, our personal travel managers are here to guide you every step of the way with expert tips to elevate your travel experience.

Rest assured that all moving parts to your group holiday are well and truly taken care of with our flexibility booking policy, no hidden fees, tailored concierge service and 24/7 customer support from the minute you give us a call.

So, pick up the phone today and start planning a luxury group holiday filled with unique experiences and special memories to last a lifetime. 

Holidays with friends, multi-generational trips away, incentive travel… Group bookings can be a complex process when you consider different logistics such as number of guests, flight departures, dietary requirements, accommodation, name changes, cancellations etc. All of a sudden it can become a full-time job in itself.

Simplify the complex by using Winged Boots’ dedicated team to organise your group travel arrangements. Having in-depth experience of small to large group bookings, we can manage your entire holiday from start to finish.

We work closely with you to create a stress free and seamless experience providing you with expert knowledge and full progress updates. Preferences from every member of your party are considered to create an itinerary that everyone will enjoy.

We pride ourselves in delivering the same high level of service so everyone will feel well taken care of no matter what. Whether you’re looking to charter a private yacht, want a whole island to yourself or are looking for the best all-inclusive villas for 30 guests or more, our personal travel managers are here to guide you every step of the way with expert tips to elevate your travel experience.

Rest assured that all moving parts to your group holiday are well and truly taken care of with our flexibility booking policy, no hidden fees, tailored concierge service and 24/7 customer support from the minute you give us a call.

So, pick up the phone today and start planning a luxury group holiday filled with unique experiences and special memories to last a lifetime. 

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Personalised service levels

Relax knowing your group holiday is orchestrated by a dedicated personal travel manager who boasts a minimum of 15 years’ experience within the luxury travel industry. Utilising their first-hand knowledge and our robust relationships with the world’s best suppliers, your every whim will not only be met… but exceeded.

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Efficient and flexible

Unfortunately sometimes schedules change. From last-minute cancellations, to delayed flights and even lost passports or forgotten visa: our team of personal travel managers have seen it all. However, you’re in experienced hands. Our expert team can assist you with any time sensitive changes efficiently and discreetly.

Inspired?
Start planning your
next trip today

Our expert team of personal travel managers are ready to craft your perfect journey. From business trips to luxury leisure holidays, simply put your pin in the map, and we’ll make it happen.

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Holiday on a higher level

Group travel doesn’t mean coaches and meal plans. Winged Boots’ complimentary concierge service is available to all clients and offers you access to our team of personal experience managers who are ready to elevate your trip with private chefs, yacht charters, beach club reservations and more. They’ll plan a bespoke itinerary just for you.

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Travel for everyone

Whether it's with friends, family or work colleagues, we can plan the perfect group holiday experience for you. Motivate employees with a fun-fuelled incentive trip. Mark a milestone with a three-generational family getaway. Or, celebrate an imminent wedding with a hen or stag party they’ll never forget. We make it happen.

WHAT WE OFFER

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Concierge-style service available out of hours
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Flexible flight tickets
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Logistical advice that includes the most economical options
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Fully ATOL & ABTA Protected
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Group bookings
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Hotel bookings
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Visa bookings
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Detailed itineraries

Who We Work With

Jacksonville Jaguars
British Airways
American Airlines
Jumeirah
One & Only
Rosewood
Hilton
Shangri-la
Champney
Corinthia
Inspired?
Start planning your
next trip today

Our expert team of personal travel managers are ready to craft your perfect journey. From business trips to luxury leisure holidays, simply put your pin in the map, and we’ll make it happen.

Get in Touch

start planning your next
trip now

If you are looking for luxury group travel services, get in touch with one of our experienced personal travel managers on 0203 816 0985 or complete the enquiry form.

going the extra mile

Guaranteed

We appreciate every Winged Boots customer and to prove this we want you all to receive a very high standard of customer service when booking with us. Our Extra Mile Guarantee is just that. A promise that no matter the destination, whether it is your first or your hundredth time using Winged Boots, you will be treated like a VIP from enquiry through to departure and even when you return home. Our personalised, luxury travel concierge service ensures that every holiday is completely tailored to you: and that travel is made as easy as possible.

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David Ox Managing Director
  • Dedicated personal travel managers

    Each with a minimum of 10-years’ experience in the luxury travel industry

  • Complimentary event invitations

    Meet the team at our charity shoot day, exclusive golf day, a private dinner and more

  • The human touch

    Just honest conversations with real people who are transparent on pricing

  • Out of hours contact

    Available 365 days per year via email, direct dial and even on Whats’App

  • Luxury travel concierge service

    Our personal experience team tailor every detail to you

  • Your holiday is protected

    We’re licensed by ATOL and governed by the ABTA offering 100% financial protection

READ MORE
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David Ox Managing Director

frequently asked questions

As luxury group travel specialists, we can ensure hotel rooms, suites and villas are within close proximity to one another and guarantee this at time of booking*

We also offer a personalised itineraries and can arrange restauant reservations to cater to your group size, private entertainment and transportation to make your bepsoke itinerary seamless. We're also well versed in organisng private dining rooms and menus that cater to different dietary requirements. 

*dependent on supplier availability.
A luxury group travel management company provides high-level customer support both before and during your trip. Expect a dedicated travel specialist for itinerary customisation, assistance with booking flights, accommodations, and activities, access to a personal concierge, and 24/7 support. The goal is to provide a seamless, stress-free, and enjoyable travel experience.
We offer a wide range of high-end group travel options, such as friends and family, incentive, corporate retreats, fundraising, educational, sports team, cultural immersion, adventure, wellness retreats, and destination weddings. You name it, we'll do it. Just give us a call!
Winged Boots' group travel management service is free. Unlike many other specialist agencies, we do not charge a membership fee or annual subscription cost. Instead, you just pay for the elements of your travel.

We also do not charge any Winged Boots administration fees for amendments. We only charge unavoidable supplier fees which we outline upfront.
Winged Boots holidays are protected by ATOL and we are also governed by the TTA (Travel Trust Association) to ensure complete financial protection of your trip.
Yes, as a luxury group travel provider we always take dietary restrictions and preferences into account when planning meals. We work closely with top-rated chefs and restaurants to ensure that all participants have a delightful dining experience tailored to their specific needs.
Luxury group travel distinguishes itself through exclusive accommodations, personalised services, private transportation, gourmet dining experiences, and curated activities. The focus is on providing a higher level of comfort, convenience, and indulgence for the participants.

At Winged Boots, we work within your budget to create the most curated experience for you. 
Popular destinations for luxury group travel are extremely varied.
Stag and hen groups enjoy European retreats or party destinations such as Las Vegas, Mykonos, Miami, Ibiza or Dubai. Wedding and large family groups prefer private islands in far flung destinations, or luxury villas within resorts. While corporate incentive groups largely prefer city breaks that can mix work with play. Think Abu Dhabi, Barcelona or popular ski regions that combine sport with après.
Luxury group travel can accommodate various group sizes, ranging from small intimate groups to larger gatherings. The key is to maintain a personalised experience for each participant, ensuring that the luxury aspect is not compromised, which our specialist team at Winged Boots always put at the fore.
Privacy is a priority in luxury group travel. Winged Boots' team of personal travel managers can organise airport meet and greet and lounges to offer a more discreet airport experience - or we can charter jets if preferred. We can also organise transfers and ground transportation throughout your entire trip in private SUVs and let our accommodation providers know that your travelling party requires discretion throughout your getaway.