Cayman Islands Holidays All Inclusive

Choose two or more items and save on your trip:
Choose two or more items and save on your trip:

ATOL protected Holidays & FREE cancellation on select hotels! Bundle your flight + hotel & save up to 100% off your flight  ✅ 

Top flight + All inclusive hotel deals in Cayman Islands

Grand Cayman Marriott Beach Resort
Don't see what you're looking for?
See all available trips from London to Cayman Islands
View all trips

All-inclusive Cayman Islands holidays: everything you need to know

Can I book Cayman Islands all-inclusive holidays with airfare and meals?

Use the all-inclusive filter to find amazing all-inclusive package holidays to Cayman Islands, then just add on your flights with a few simple clicks. With everything from cocktails to car hire booked in one go, all you need to decide is whether you’ll be sipping a mojito or a margarita at sunset.

Why should I book a Cayman Islands adults-only all-inclusive holiday?

If screaming kids is your holiday nightmare, book a peaceful adults-only all-inclusive holiday to Cayman Islands and you’re pretty much guaranteed a dreamy retreat. With those thoughtful grownup touches – beachside massage beds and live after-dinner music – an adults-only hotel levels up the sophistication on your holiday.

Can I book last minute all-inclusive holidays to Cayman Islands?

Last-minute breaks are a great way to find very cheap all-inclusive holidays to Cayman Islands. If you can be flexible with your holiday dates, browse our best Cayman Islands deals and use the all-inclusive filter to add everything that makes your hols perfect.

Can I book a cheap all-inclusive Cayman Islands trip?

There are some nifty little tricks to find pocket-friendly all-inclusive breaks in Cayman Islands. Try hunting around for cheaper deals in the off season by playing with your dates. Or you could also choose an all-inclusive hotel or resort a little off the beaten track. We have some top value deals starting at – and they’re easy to find if you sort your results by price. Prices and availability are subject to change. Additional terms may apply.

What should I look for when booking a 5-star all-inclusive holiday to Cayman Islands?

All-inclusive holidays are such a treat, but a 5-star all-inclusive is a whole other level of luxury. Think butlers waiting on your every whim, infinity pools with epic ocean views and unlimited spa-ing for holiday heaven on cloud nine.

What should I consider when booking a Cayman Islands all-inclusive family holiday?

If you’re holidaying with tots in tow, book an all-inclusive Cayman Islands package with all the kid-friendly amenities. The action-packed kids’ clubs, the slide-tastic water parks, the fussy-eater-friendly restaurants: we have a stack of deals specifically designed with kids in mind.

How can I find the best deals on all-inclusive holidays to Cayman Islands in 2022?

There are great all-inclusive deals galore in Cayman Islands. Sort by price to see the cheapest places to stay, and consider travelling during the less popular months of when there’s often more availability and better prices.

Can I book an all-inclusive Cayman Islands package with free cancellation and/or flexible dates?

Flexibility is key to a stress-free holiday. Look for properties with free cancellation or book now, pay later options. Then, if your plans change, just login to make changes in a few clicks.

Why should I book an all-inclusive Cayman Islands package holiday with Expedia?

With a huge range of all-inclusive Cayman Islands trips on offer, Expedia is your go-to place to find and book your trip. It’s super easy … and it’s all here.

Top All inclusive Cayman Islands Hotels

Le Soleil d'Or
Le Soleil d'Or
5 out of 5
2147 South Side Road, West End, Cayman Brac, KY2-2001
  • 3 hours drive from Port of Georgetown
Stay at this 5-star luxury hotel in West End. Enjoy free WiFi, private pools and a private beach. Our guests praise the helpful staff in their reviews. Popular ...
5/5 Exceptional! (7 reviews)
Fantastic Property
"Staff were unreal and the cottage was amazing"

Reviewed on 24 Jul 2019

Le Soleil d'Or
Wyndham Reef Resort - All Inclusive
Wyndham Reef Resort - All Inclusive
3.5 out of 5
2221 Queens Highway Colliers Bay, East End, Grand Cayman, KY1-1204
  • 44 min drive from Port of Georgetown
Stay at this 3.5-star beach resort in East End. Enjoy free WiFi, free parking and 3 outdoor pools. Our guests praise the restaurant and the bar in their reviews. ...
4.3/5 Excellent! (76 reviews)
"Food was amazing, the best i've had at a resort. Service was great as well. Didn't like the seaweed but it wasn't awful like others have said and resort did a good job keeping it off the beach. Some additional entertainment options in the evenings would be nice. The optional sales presentation for ..."

Reviewed on 8 Aug 2022

Wyndham Reef Resort - All Inclusive
Wyndham Reef Resort Grand Cayman
Wyndham Reef Resort Grand Cayman
3.5 out of 5
2221 Queens Highway, Collier's Bay, East End, Grand Cayman
  • 44 min drive from Port of Georgetown
Stay at this 3.5-star beach resort in East End. Enjoy free WiFi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the spacious rooms in their ...
4.1/5 Very Good! (1,000 reviews)
"Absolutely fantastic experience for the whole family! Rooms were spacious, comfortable & clean. We played hours of volleyball in the pool & on the sand court. Buffet was tasty w options that made everyone happy. Concierge was super helpful with activities, restaurants, reccommendations & reservations. ..."

Reviewed on 7 Aug 2022

Wyndham Reef Resort Grand Cayman
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.