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Ultra Luxury Barbados Holidays
Plan your dream Barbados holiday with the help of our expert Personal Travel Managers. We offer Barbados holidays from £1,799pp
Plan your dream Barbados holiday with the help of our expert Personal Travel Managers. We offer Barbados holidays from £1,799pp
Plan your dream Barbados holiday with the help of our expert Personal Travel Managers. Holidays from £1,799pp
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VideoKnown as the gem of the Caribbean Sea, Barbados truly shines brighter than the rest. This small yet vibrant island provides a taste of pure paradise that will have you coming back year after year.
Perfect for couples on their honeymoon or families looking for some fun on half-term, all the resorts and hotels on the island cater for every kind of traveller. Boredom in Barbados? Never! Facilities and amenities are spilling out of cupboards that will keep you as occupied as you so choose.
Barbados promises a luxury beach holiday like no other. This island boasts jaw-dropping views that are out of this world. Feel the sand beneath your toes, the tropical breeze in your hair and the sun on your back. Paradise, right?
Enrich yourself in local culture, whether it be the heritage, the food or the entertainment. Become a true Bajan at Oistin’s Fish Fry, crank up the volume at the karaoke bars or get your explorer’s hat on at Harrison’s Cave, the underground natural wonder of Barbados.
The watersports available throughout Barbados are second to none. Dive beneath the sapphire Caribbean Sea for snorkelling or balance on the surface with paddle-boarding, water-skiing or kayaking. Motorised watersports are also offered across the island for those who fancy a faster pace and want to feel like James Bond on a jet-ski.
A natural paradise of pure bliss, Barbados is an exotic nirvana just waiting to be explored. Be sure to go on an island tour and soak up the sights. The tropical scenery is second to none and each resort is sure to have impressive and vibrant foliage that will give you green fingers with just one glance.
Join the club of regular returners to the island as after one holiday you’ll never want to leave. Friendly locals, constant sunshine and postcard views… what more could you ask for?
WINGED BOOTS WISDOM
Barbados’ Crop Over Festival is a must for anyone visiting the island between May and August. Celebrating the end of the Sugar Cane Harvest, Crop Over attracts visitors from all over the globe who want to live like the Bajan locals. Think bright feathers, sequin costumes and infectious music that will have you dancing through the streets.
Known as the gem of the Caribbean Sea, Barbados truly shines brighter than the rest. This small yet vibrant island provides a taste of pure paradise that will have you coming back year after year.
Perfect for couples on their honeymoon or families looking for some fun on half-term, all the resorts and hotels on the island cater for every kind of traveller. Boredom in Barbados? Never! Facilities and amenities are spilling out of cupboards that will keep you as occupied as you so choose.
Barbados promises a luxury beach holiday like no other. This island boasts jaw-dropping views that are out of this world. Feel the sand beneath your toes, the tropical breeze in your hair and the sun on your back. Paradise, right?
Enrich yourself in local culture, whether it be the heritage, the food or the entertainment. Become a true Bajan at Oistin’s Fish Fry, crank up the volume at the karaoke bars or get your explorer’s hat on at Harrison’s Cave, the underground natural wonder of Barbados.
The watersports available throughout Barbados are second to none. Dive beneath the sapphire Caribbean Sea for snorkelling or balance on the surface with paddle-boarding, water-skiing or kayaking. Motorised watersports are also offered across the island for those who fancy a faster pace and want to feel like James Bond on a jet-ski.
A natural paradise of pure bliss, Barbados is an exotic nirvana just waiting to be explored. Be sure to go on an island tour and soak up the sights. The tropical scenery is second to none and each resort is sure to have impressive and vibrant foliage that will give you green fingers with just one glance.
Join the club of regular returners to the island as after one holiday you’ll never want to leave. Friendly locals, constant sunshine and postcard views… what more could you ask for?
WINGED BOOTS WISDOM
Barbados’ Crop Over Festival is a must for anyone visiting the island between May and August. Celebrating the end of the Sugar Cane Harvest, Crop Over attracts visitors from all over the globe who want to live like the Bajan locals. Think bright feathers, sequin costumes and infectious music that will have you dancing through the streets.
Known as the gem of the Caribbean Sea, Barbados truly shines brighter than the rest. This small yet vibrant island provides a taste of pure paradise that will have you coming back year after year.
Perfect for couples on their honeymoon or families looking for some fun on half-term, all the resorts and hotels on the island cater for every kind of traveller. Boredom in Barbados? Never! Facilities and amenities are spilling out of cupboards that will keep you as occupied as you so choose.
Barbados promises a luxury beach holiday like no other. This island boasts jaw-dropping views that are out of this world. Feel the sand beneath your toes, the tropical breeze in your hair and the sun on your back. Paradise, right?
Enrich yourself in local culture, whether it be the heritage, the food or the entertainment. Become a true Bajan at Oistin’s Fish Fry, crank up the volume at the karaoke bars or get your explorer’s hat on at Harrison’s Cave, the underground natural wonder of Barbados.
The watersports available throughout Barbados are second to none. Dive beneath the sapphire Caribbean Sea for snorkelling or balance on the surface with paddle-boarding, water-skiing or kayaking. Motorised watersports are also offered across the island for those who fancy a faster pace and want to feel like James Bond on a jet-ski.
A natural paradise of pure bliss, Barbados is an exotic nirvana just waiting to be explored. Be sure to go on an island tour and soak up the sights. The tropical scenery is second to none and each resort is sure to have impressive and vibrant foliage that will give you green fingers with just one glance.
Join the club of regular returners to the island as after one holiday you’ll never want to leave. Friendly locals, constant sunshine and postcard views… what more could you ask for?
WINGED BOOTS WISDOM
Barbados’ Crop Over Festival is a must for anyone visiting the island between May and August. Celebrating the end of the Sugar Cane Harvest, Crop Over attracts visitors from all over the globe who want to live like the Bajan locals. Think bright feathers, sequin costumes and infectious music that will have you dancing through the streets.
Best Luxury Hotels
Best luxury
hotels in Barbados
- We've found 13 hotels in Barbados for you
- View All Luxury Hotels
- Serene tropical gardens and stunning ocean views
- Suites decorated with a blend of island charm and English country house
- Make a splash with complimentary water sports
- Serene tropical gardens and stunning ocean views
- Suites decorated with a blend of island charm and English country house
- Make a splash with complimentary water sports
Tours Available
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- Seven acres of tropical gardens amongst 96 luxury rooms and suites
- Four stunning swimming pools including a swim up pool bar
- Live entertainment and weekly theme nights
- Seven acres of tropical gardens amongst 96 luxury rooms and suites
- Four stunning swimming pools including a swim up pool bar
- Live entertainment and weekly theme nights
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- A breathtaking tropical island scenery both inside and out
- Range of luxury villas, suites and cottages
- In the heart of the bright and beautiful Holetown
- A breathtaking tropical island scenery both inside and out
- Range of luxury villas, suites and cottages
- In the heart of the bright and beautiful Holetown
- Tours Available
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
Best Luxury Tours
Best luxury
tours in Barbados
- We've found 13 tours in Barbados for you
- View All Luxury Tours
7 Nts Grenada & 7 Nts Barbados
7 Nts Grenada & 7 Nts Barbados
- International flights
- 14 Nights accommodation
- 14 x Breakfast
- Private transfers throughout
- International flights
- 14 Nights accommodation
- 14 x Breakfast
- Private transfers throughout
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- International flights
- 14 Nights accommodation
- 14 x Breakfast
- Private transfers throughout
5 Nts Barbados & 5 Nts Grenada
5 Nts Barbados & 5 Nts Grenada
- International flights
- 10 Nights accommodation
- 5 x Breakfast
- 5 x All Inclusive
- Private transfers throughout
- International flights
- 10 Nights accommodation
- 5 x Breakfast
- 5 x All Inclusive
- Private transfers throughout
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- International flights
- 10 Nights accommodation
- 5 x Breakfast
- 5 x All Inclusive
- Private transfers throughout
7 Nts Barbados & 7 Nts St. Kitts & Nevis
7 Nts Barbados & 7 Nts St. Kitts & Nevis
- International flights
- 14 Nights accommodation
- Private transfers throughout
- International flights
- 14 Nights accommodation
- Private transfers throughout
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- International flights
- 14 Nights accommodation
- Private transfers throughout
Extra Mile Guarantee
Our Extra Mile Guarantee
Our Extra Mile Guarantee
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
- 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 & ABTA
- We make it happen
Wherever, whenever, however and every time
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Barbados In A Nutshell
Soak Up The Culture
- Visit Harrison’s Cave and make sure you have your camera at the ready. This underground cavern is an excursion tour by tram so you can take the weight off while absorbing some history. Put your hood up as this natural wonder can sometimes drip water from the ceiling.
- Head to Oistin’s Fish Fry on a Friday for the highlight of your holiday. Full to the brim with smiling locals and curious visitors, Oistin’s boasts local music, food and craft stalls that guarantee a good time. But get there early as it can get very busy, very quickly.
- Animal lovers, we haven’t forgotten about you. Barbados Wildlife Reserve is a popular attraction if you fancy seeing turtles, peacocks, reptiles and many more. Cheeky monkeys are in abundance so hold on to your hats (and cameras) before they get snatched away!
- The Bajan south coast is home to the Hawksbill turtles and guests can get up close and personal on the Barbados Turtle Feed and Swim Tour. Climb aboard a boat in Bridgetown and sail to Carlisle Bay. Slip into the water with provided snorkelling gear and swim with your new friends, feeding them as you go. Light refreshments and snacks are available on the ride back.
- Plunge beneath the surface at the 2-Tank Shipwreck Dive. This three-hour excursion is an exciting exploration of the Caribbean Sea. Check in for you dive at the Hilton Hotel Complex in St Michael and discover shipwrecks, coral reefs and colourful marine life down under.
- For a taste of Asia in Barbados, Fusion Rooftop is the place to go. Situated on the roof of the Limegrove Lifestyle Complex, guests will experience the wow factor from start to finish. Sit under the stars and sample dishes such as red Thai curry, lobster and fresh sushi.
- A Caribbean culinary experience is found at Island Plates. Experience authentic Bajan delights with an extensive menu that is vegetarian-friendly as well as hosting several gluten-free options. Perfect for a causal lunch and run by a friendly team of staff, visitors can snack on dishes such as fish cakes, mahi mahi curry with rice and a light lemon cake that would make Mary Berry proud.
Good to know
- Currency: BBD/USD
- FlightTime: 9-hours from London
Best time to travel
Average Temperatures
Jan: 26°c  | Feb: 26°c | Mar: 26°c | |||
| Apr: 27°c | May: 27°c | Jun: 27°c | |||
| Jul: 27°c | Aug: 27°c | Sep: 27°c | |||
| Oct: 27°c | Nov: 27°c | Dec: 26°c |
Location map
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
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