Caribbean Islands Luxury Holidays
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top flight + Luxury hotel deals in Caribbean Islands
Majestic Elegance Punta Cana - All Inclusive
Reviewed on 9 Aug 2026
Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive
Reviewed on 9 Aug 2026
5* Luxury holidays in Caribbean Islands
3 Night Luxury holidays in Caribbean Islands
Majestic Elegance Punta Cana - All Inclusive
Reviewed on 9 Aug 2026
4 Night Luxury holidays in Caribbean Islands
Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive
Reviewed on 9 Aug 2026
All you need to know about luxury holidays in Caribbean Islands
What can I expect from a luxury Caribbean Islands holiday?
Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.
How can I find all-inclusive luxury holidays in Caribbean Islands?
Tick the all-inclusive and 5-star filters to find the crème de la crème of Caribbean Islands holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.
Can I book a cheap luxury holiday to Caribbean Islands?
A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Caribbean Islands starting at £836. Prices and availability are subject to change. Additional terms may apply.
Are there luxury spa holidays in Caribbean Islands?
For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Caribbean Islands spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.
What should I look for when booking a luxury family holiday in Caribbean Islands?
Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.
Can I book luxury last-minute holidays to Caribbean Islands?
You can wangle a top-notch luxury holiday in Caribbean Islands for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!
Can I book a luxury holiday in Caribbean Islands with free cancellation and/or flexible dates?
If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.
Why should I book my luxury travel to Caribbean Islands with Expedia?
Nobody does luxury quite like Expedia. With so many gorgeous properties in Caribbean Islands to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.
Top Luxury Caribbean Islands Hotels
Condado Vanderbilt Hotel
- 7 hours drive from Oyster Bay Marina
Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive
- 32 hours drive from Oyster Bay Marina
"Excellent and welcoming staff. Property clean and nice, no issues with our room. It was great!"
Reviewed on 9 Aug 2026
Majestic Elegance Punta Cana - All Inclusive
- 13 hours drive from Oyster Bay Marina
"Room clean hood enough for 3 stars. Staff does not understand english. Swim up bar was good. I would give 4 stars The pools need to maintenance The food litle salty Tennis courts and pickleball courts. Need to play early morning or afternoon after 5pm. Because the sun. Italy, Japanese and steak house ..."
Reviewed on 9 Aug 2026
Top Luxury Holiday Destinations
- Luxury Holidays in the Canary Islands
- Luxury Holidays in Cape Verde
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- Luxury Holidays in Croatia
- Luxury Holidays in Cyprus
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- Luxury Holidays in Greece
- Luxury Holidays in Ibiza
- Luxury Holidays in Italy
- Luxury Holidays in Lanzarote
- Luxury Holidays in the Maldives
- Luxury Holidays in Mallorca
- Luxury Holidays in Sicily
- Luxury Holidays in Spain
- Luxury Holidays in Tenerife
- Luxury Holidays in Thailand
- Luxury Holidays in Turkey
- Luxury Holidays in the United Kingdom
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
