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Cayman Islands Holiday Packages

Choose two or more items and save on your trip:

Accommodation, flights, car rentals, things to do and more - for your holiday in Cayman Islands choose Expedia! Find everything you need to organise your trip to Cayman Islands in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top Hotel Deals

Kimpton Seafire Resort and Spa, an IHG Hotel
Kimpton Seafire Resort and Spa, an IHG Hotel
5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman

Nestled on the beach, this Seven Mile Beach hotel is 0.2 mi (0.4 km) from Tiki Beach and 2.5 mi (4 km) from Camana Bay. North Sound and Governors Square are ...

4.9/5Exceptional! (530 reviews)

"My go to resort while in the Caymans! Amazing staff and beautiful resort!"…"

Reviewed on 30 Jun 2020

Kimpton Seafire Resort and Spa, an IHG Hotel
Morritts Tortuga Club
Morritts Tortuga Club
3.5 out of 5
2289 Queens Highway, Grand Cayman, East End
The price is £218 per night from 6 May to 7 May

Nestled on the beach, this East End hotel is 0.9 mi (1.4 km) from Colliers Public Beach and 3.1 mi (5 km) from Barefoot Beach. Grand Cayman Blow Holes and East ...

4/5Very Good! (150 reviews)

"The availability of parking was very poor. Could not park in front of our building"…"

Reviewed on 29 Dec 2020

Morritts Tortuga Club
Grand Cayman Marriott Beach Resort
Grand Cayman Marriott Beach Resort
4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman

Located in Seven Mile Beach, this beachfront resort is in the entertainment district and within a 15-minute walk of Governor's Beach and Camana Bay. Port of ...

4.5/5Wonderful! (999 reviews)

"We liked it all. Staff was super friendly and hotel was nice."…"

Reviewed on 19 Mar 2020

Grand Cayman Marriott Beach Resort
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.

Cayman Islands Hotel + Flight

Cayman Islands Holiday

A Caribbean paradise, the Cayman Islands will captivate you from the moment you set foot on the territory’s pristine shores.

Cayman Islands Hotel + Flight

Looking for an easy way to save some money on your getaway? Build your own Cayman Islands Holiday Package with Expedia. With hotels starting at £218 a night, and an impressive 894 options to choose from, you'll get more bang for your Cayman Islands dollar than if you booked separately. We have everything you need for a fantastic Cayman Islands getaway — flights, hotels, car rental, tours and experiences.

Your Cayman Islands Holiday Itinerary

Day 1: Fly into Owen Roberts International Airport in Grand Cayman and start your adventure. For an unforgettable experience, head to Stingray City, where you can pet  and feed gentle stingrays. Don’t miss the spectacular Cayman Crystal Caves either, where stalactite and stalagmite crystal structures await.

Day 2: A full-day tour of Grand Cayman Island is the perfect way to learn more about its many treasures, including Seven Mile Beach and the Cayman Turtle Farm. As the sun begins to set, cast away on a romantic sunset cruise with a rum cocktail in hand. Spend the rest of the evening discovering the vibrant nightlife of the capital George Town.

Day 3-4: Take a quick flight to Little Cayman Island and you’ll find yourself in a remote paradise. Explore wonders like South Hole Sound Lagoon, visit Booby Pond Nature Reserve and dive at Bloody Bay Wall Marine Park.

Cayman Islands Information

Don’t miss Pirate Week, more than a week’s worth of swashbuckling fun and festivities held each November. The festival kicks off with an invasion by sea as two pirate ships converge on George Town Harbour to take the local governor captive. 

Getaways should be about rest and relaxation. Why not check in to a Cayman Islands All Inclusive Resort and really put your feet up this holiday?

Plan your Cayman Islands holiday with Expedia

  • Book your 2021 holiday package deals now! Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Cayman Islands. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
Start browsing now!

*Some hotels require you to cancel at least 24-48 hours before check-in.

Frequently asked questions

If I'm not able to travel, can I cancel my Cayman Islands holiday package?
Yes, it’s possible to cancel your Cayman Islands booking if your travel plans have been upended. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
Where should I stay in Cayman Islands?
There’s no better place to kick-start your Cayman Islands trip than in West Bay. Boatswains Beach ought to be high on your itinerary here.
What are the top hotels in Cayman Islands?
Take a look at The Ritz-Carlton, Grand Cayman and Margaritaville Beach Resort Grand Cayman. They’re top picks for many travellers headed to Seven Mile Beach. If North Side features on your itinerary, Ocean Paradise and Sea Magic by Cayman Villas are great options.
When is the best time of year to visit Cayman Islands?
There’s no good or bad time to holiday in Cayman Islands. But if you’re eager to land a good deal on your trip, consider the month of September. Hotel prices tend to skyrocket in March. Cayman Islands can be a busy place in July, June, August, so if you want to bypass the masses, travel in September, November, October.
How far in advance should I book my Cayman Islands holiday?
Savvy travellers always book early. Air carriers generally release flights nearly 12 months ahead of departure, and this is when you can score some rock-bottom prices. Boss just told you to take all your holiday days next month? No need to worry. Expedia are never short of fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What should I know before booking a Cayman Islands travel package?
So many places to go, so many things to do. With a travel package, you’ll be able to cross more of them off your list. Combine your hotels, rental cars and flights and make big savings.
Does Expedia offer Book Now, Pay Later Cayman Islands holiday packages?
Working together with online lender Affirm, Expedia offers financial flexibility with a Book Now, Pay Later option for hotel and activities packages. Get the money side of things out of the way with a single upfront payment or spread the cost of your travel over multiple installments. It’s totally up to you.