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- Destinations
- Caribbean
- Jamaica
- Luxury Hotels
- Choose to stay in a variety of cottages, bungalows and suites
- Delve into traditional Jamaican cuisine at the stunning on-site restaurant, bar and lounge
- Keep busy with the resort’s included activities
to start planning your holiday
- Guests can stay in Ian Fleming’s very own 1950’s five-bedroom cottage
- Less than a 10-minute drive from Ian Fleming International Airport
- Unique activities such as bird watching and sunset yoga
Tours Available- Located in the hub of Montego Bay on 400 acres of beachfront
- State-of the-art kids' club for endless family fun
- World-class golfing facilities including an 18-hole putting green
- Oceanfront rooms expertly designed by Ralph Lauren
- A luxurious on-site spa complete with seven treatment rooms
- Just a short 10-minute drive from Sangster International Airport
- The human touch
- Complete concierge service
- 24/7 out of hours contact
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
- 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
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our
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- The human touch
- Complete concierge service
- 24/7 out of hours contact