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Middle East, Abu Dhabi, Saadiyat Island

The St. Regis Saadiyat Island Resort

Save up to 10% at The St. Regis Saadiyat Island this October half term

Bed & Breakfast

Was £0
Save £140

5 nights from
£1,399 pp
inc flights

5 nights from £1,399 pp
inc flights

View this offer

Indian Ocean, Seychelles, Praslin

Constance Lémuria

Seychelles Nov 2023: Save 30 % at Constance Lémuria

Bed & Breakfast

Was £0
Save £1,060

10 nights from
£4,239 pp
inc flights

10 nights from £4,239 pp
inc flights

View this offer

Middle East, Abu Dhabi, Saadiyat Island

Rixos Premium Saadiyat Island

September 2023: 5 Nights Rixos Premium Saadiyat Island

All Inclusive

5 nights from
£1,489 pp
inc flights

5 nights from £1,489 pp
inc flights

View this offer

Caribbean, Antigua

Carlisle Bay

Save up to 10% at Carlisle Bay this October half term

Bed & Breakfast

Was £0
Save £196

7 nights from
£1,959 pp
inc flights

7 nights from £1,959 pp
inc flights

View this offer

Indian Ocean, Seychelles, Private Islands

JA Enchanted Island Resort

Save up to 30% at JA Enchanted Island Resort this October half term

Bed & Breakfast

Was £0
Save £1,011

7 nights from
£3,369 pp
inc flights

7 nights from £3,369 pp
inc flights

View this offer

North America, California, Los Angeles

SLS Hotel, A Luxury Collection Hotel, Beverly Hills

Save up to 10% at SLS Hotel this October half term

Room Only

Was £0
Save £154

5 nights from
£1,539 pp
inc flights

5 nights from £1,539 pp
inc flights

View this offer

Middle East, Abu Dhabi, Yas Island

The WB Abu Dhabi, Curio Collection by Hilton

Save up to 15% plus Yas theme park tickets at WB Abu Dhabi

Bed & Breakfast

Was £0
Save £360

5 nights from
£2,399 pp
inc flights

5 nights from £2,399 pp
inc flights

View this offer

Indian Ocean, Seychelles, Mahé

Constance Ephelia Resort

November 2023: 7 nights at Constance Ephelia Resort

Half Board

7 nights from
£2,389 pp
inc flights

7 nights from £2,389 pp
inc flights

View this offer

North America, USA Cities, New York City

Mandarin Oriental, New York

March 2023 stays at Mandarin Oriental, New York

Room Only

3 nights from
£1,589 pp
inc flights

3 nights from £1,589 pp
inc flights

View this offer

Europe, Spain, Costa Del Sol

Kempinski Hotel Bahía

Spring 2023 escapes to Malaga

Bed & Breakfast

3 nights from
£859 pp
inc flights

3 nights from £859 pp
inc flights

View this offer

North America, USA Cities, Las Vegas

The Cosmopolitan of Las Vegas

February 2023: Las Vegas holidays at The Cosmopolitan, Las Vegas

Room Only

Was £0
Save £154

3 nights from
£1,539 pp
inc flights

3 nights from £1,539 pp
inc flights

View this offer

Oman, Jumeirah Beach

14-night UAE family holiday in Oman and Dubai

Was £1,929

Save £868

14 nights from
£1,929 pp
inc flights

14 nights from £1,929 pp
inc flights

View this Itinerary

Europe, Madeira

Reid’s Palace, A Belmond Hotel, Madeira

Meet me in Madeira in Spring 2023

Bed & Breakfast

3 nights from
£769 pp
inc flights

3 nights from £769 pp
inc flights

View this offer

North America, USA Cities, Las Vegas

The Venetian

December 2022: Three-nights in Las Vegas

Room Only

Was £0
Save £137

3 nights from
£1,369 pp
inc flights

3 nights from £1,369 pp
inc flights

View this offer

North America, USA Cities, New York City

The Mark

Spend March 2023 at The Mark, New York

Room Only

3 nights from
£2,089 pp
inc flights

3 nights from £2,089 pp
inc flights

View this offer

Europe, Italy, Milan

Four Seasons Hotel Milano

Spring 2023 breaks to Four Season Hotel, Milano

Room Only

3 nights from
£2,069 pp
inc flights

3 nights from £2,069 pp
inc flights

View this offer

Indian Ocean, Seychelles, Praslin

Raffles Seychelles

November 2023: 7 nights at Raffles Seychelles

Bed & Breakfast

7 nights from
£3,219 pp
inc flights

7 nights from £3,219 pp
inc flights

View this offer

Indian Ocean, Mauritius, South Coast

Heritage Le Telfair Golf & Wellness Resort

November 2023: 7 nights at Heritage Le Telfair Golf & Wellness Resort

Bed & Breakfast

Was £0
Save £398

7 nights from
£1,989 pp
inc flights

7 nights from £1,989 pp
inc flights

View this offer

Middle East, Ras Al Khaimah, Ras Al Khaimah Beach

DoubleTree by Hilton Resort & Spa Marjan Island

September 2023: 5 nights at DoubleTree by Hilton Resort & Spa Marjan Island

Bed & Breakfast

5 nights from
£959 pp
inc flights

5 nights from £959 pp
inc flights

View this offer

North America, USA Cities, New York City

Intercontinental New York Times Square

March 2023: Three-nights in NYC

Room Only

3 nights from
£799 pp
inc flights

3 nights from £799 pp
inc flights

View this offer

Europe, Portugal, Algarve

Anantara Vilamoura

Spring 2023: Three-nights in Portugal

Half Board

3 nights from
£639 pp
inc flights

3 nights from £639 pp
inc flights

View this offer

Indian Ocean, Mauritius, North Coast

Westin Turtle Bay Resort & Spa, Mauritius

November 2023: 7 nights at Westin Turtle Bay Resort & Spa, Mauritius

Half Board

Was £0
Save £394

7 nights from
£1,969 pp
inc flights

7 nights from £1,969 pp
inc flights

View this offer

Middle East, Ras Al Khaimah, Ras Al Khaimah Beach

Waldorf Astoria Ras Al Khaimah

September 2023: 5 nights at Waldorf Astoria Ras Al Khaimah

Bed & Breakfast

5 nights from
£1,269 pp
inc flights

5 nights from £1,269 pp
inc flights

View this offer

Europe, Italy, Rome

Rome Cavalieri, A Waldorf Astoria Hotel

Book a stay at Rome Cavalieri, A Waldorf Astoria Hotel

Room Only

3 nights from
£929 pp
inc flights

3 nights from £929 pp
inc flights

View this offer

Middle East, Dubai, The Palm

Jumeirah Zabeel Saray

September 2023: 5 nights at Jumeirah Zabeel Saray

Half Board

Was £0
Save £238

5 nights from
£1,589 pp
inc flights

5 nights from £1,589 pp
inc flights

View this offer

Europe, France, Paris

Shangri-La Hotel Paris

2023 holidays to the Shangri-La Hotel ,Paris

Room Only

3 nights from
£2,149 pp
inc flights

3 nights from £2,149 pp
inc flights

View this offer

Europe, France, Cannes

Hôtel Barriére Le Majestic

Spring 2023 stays at Hôtel Barriére, Le Majestic

Bed & Breakfast

3 nights from
£1,599 pp
inc flights

3 nights from £1,599 pp
inc flights

View this offer

Europe, France, Monaco

Hôtel de Paris Monte-Carlo

Book and save at Hôtel de Paris, Monte-Carlo

Room Only

3 nights from
£1,199 pp
inc flights

3 nights from £1,199 pp
inc flights

View this offer

Europe, Spain, Barcelona

Nobu Hotel Barcelona

Spring 2023: Spanish escapes to Nobu Hotel, Barcelona

Bed & Breakfast

3 nights from
£489 pp
inc flights

3 nights from £489 pp
inc flights

View this offer

North America, Florida, Miami

The Ritz-Carlton Key Biscayne, Miami

Spring 2023 holidays to The Ritz-Carlton Key Biscayne, Miami

Room Only

3 nights from
£1,959 pp
inc flights

3 nights from £1,959 pp
inc flights

View this offer

North America, Florida, Miami

Fontainebleau Miami Beach

May 2023 holidays to Fontainebleau, Miami Beach

Room Only

3 nights from
£1,499 pp
inc flights

3 nights from £1,499 pp
inc flights

View this offer

North America, Florida, Miami

Faena Hotel Miami Beach

May 2023 city break to Faena Hotel Miami Beach

Room Only

3 nights from
£2,209 pp
inc flights

3 nights from £2,209 pp
inc flights

View this offer

Indian Ocean, Mauritius, South Coast

Heritage Awali Golf & Spa Resort

Mauritius 2023: 10 nights at Heritage Awali Golf & Spa Resort

All Inclusive

10 nights from
£2,589 pp
inc flights

10 nights from £2,589 pp
inc flights

View this offer

Indian Ocean, Maldives, South Ari Atoll

LUX* South Ari Atoll Resort & Villas

November 2023: 7 nights at LUX* South Ari Atoll Resort & Villas

Bed & Breakfast

7 nights from
£3,259 pp
inc flights

7 nights from £3,259 pp
inc flights

View this offer

Middle East, Abu Dhabi, Saadiyat Island

The St. Regis Saadiyat Island Resort

September 2023: Enjoy half board dining in Abu Dhabi

Half Board

5 nights from
£1,709 pp
inc flights

5 nights from £1,709 pp
inc flights

View this offer

Middle East, Abu Dhabi, Abu Dhabi Grand Canal

The Ritz-Carlton Abu Dhabi, Grand Canal

September 2023: 5-nights at The Ritz-Carlton Abu Dhabi Grand Canal

Half Board

5 nights from
£1,559 pp
inc flights

5 nights from £1,559 pp
inc flights

View this offer

Indian Ocean, Seychelles, Mahé

Kempinski Seychelles Resort Baie Lazare

November 2023: 10 nights at Kempinski Seychelles Resort Baie Lazare

Half Board

10 nights from
£3,059 pp
inc flights

10 nights from £3,059 pp
inc flights

View this offer

North America, USA Cities, Las Vegas

Waldorf Astoria Las Vegas

November 2023: 3 nights at Waldorf Astoria Las Vegas

Room Only

3 nights from
£1,639 pp
inc flights

3 nights from £1,639 pp
inc flights

View this offer

Europe, Greece, Corfu

Ikos Odisia

Save up to 10% at the brand new Ikos Odisia

All Inclusive

Was £0
Save £140

5 nights from
£1,399 pp
inc flights

5 nights from £1,399 pp
inc flights

View this offer

Europe, Portugal, Algarve

W Algarve

Exclusive Offer: Save up to 20% at W Algarve

Bed & Breakfast

Was £0
Save £136

3 nights from
£679 pp
inc flights

3 nights from £679 pp
inc flights

View this offer

Europe, Finland

Kakslauttanen Arctic Resort

Stay at Kakslauttanen Arctic Resort this Christmas and save up to 10%

Room Only

Was £0
Save £246

5 nights from
£2,459 pp
inc flights

5 nights from £2,459 pp
inc flights

View this offer

North America, USA Cities, New York City

Baccarat Hotel New York

Premium economy flights and 10% savings at Baccarat Hotel New York

Room Only

Was £0
Save £355

5 nights from
£3,549 pp
inc flights

5 nights from £3,549 pp
inc flights

View this offer

Indian Ocean, Maldives, North Malé Atoll

Cinnamon Dhonveli Maldives

January 2023: Save up to 10% at Cinnamon Dhonveli

All Inclusive

Was £0
Save £242

7 nights from
£2,419 pp
inc flights

7 nights from £2,419 pp
inc flights

View this offer

Indian Ocean, Mauritius, West Coast

Sugar Beach, A Sun Resort, Mauritius

November 2023: 10 nights at Sugar Beach, A Sun Resort, Mauritius

Half Board

10 nights from
£3,079 pp
inc flights

10 nights from £3,079 pp
inc flights

View this offer

Middle East, Dubai, Jumeirah Beach

Address Beach Resort

September 2023: 5 Nights Address Beach Resort Dubai

Bed & Breakfast

5 nights from
£1,529 pp
inc flights

5 nights from £1,529 pp
inc flights

View this offer

Middle East, Ras Al Khaimah, Ras Al Khaimah Beach

InterContinental Ras al Khaimah

September 2023: 5 Nights Intercontinental Ras Al Khaimah

Half Board

5 nights from
£1,299 pp
inc flights

5 nights from £1,299 pp
inc flights

View this offer

Indian Ocean, Maldives, North Ari Atoll

Constance Halaveli

Christmas 2022: Save up to 10% at Constance Halaveli

Bed & Breakfast

Was £0
Save £746

7 nights from
£7,459 pp
inc flights

7 nights from £7,459 pp
inc flights

View this offer

Extra Mile Guarantee

Our Extra Mile Guarantee

It’s a promise from our managing director

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.

David Ox, managing director

Dedicated personal travel managers
Each with a minimum of 10-years’ experience
Covid regulations, simplified
We explain complicated travel requirements
Complimentary event invitations
Meet the team at our annual shoot day, O2 London, a private dinner and more
Transparent price
No hidden fees, quotation costs or admin charges
The human touch
Just honest conversations with real people
Out of hours contact
Via email, direct dial and even on Whats’App
Concierge service
Celebrating? Let us know and we may surprise you
Your holiday is protected
We’re licensed by ATOL and TTA
We make it happen
Wherever, whenever, however and every time

Customer Reviews

We are extremely proud of every single one of
our
independent customer reviews

Rated 4.9 stars from our genuine

independent Trustpilot reviews

Read Trustpilot Reviews

An average rating of 4.8 out of 5
from our
independent Google reviews

Read Google Reviews

Get in touch with our team of personal travel managers to start planning your trip

The human touch
Complete concierge service
24/7 out of hours contact

Call: 0203 816 0985

or

Let's Plan Your Trip