Cayman Islands Holidays

Choose two or more items and save on your trip:

Top destinations in Cayman Islands

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 €438 a night, and an impressive 1213 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 holidays and really put your feet up this holiday?

Top hotels in Cayman Islands

Sunshine Suites Resort
Sunshine Suites Resort
3.5 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
The price is €438 per night from 27 Feb to 28 Feb
€438
per night
27 Feb - 28 Feb
4.4/5 Excellent! (1,016 reviews)
"Like this location"

Reviewed on 5 Feb 2023

Sunshine Suites Resort
Grand Cayman Marriott Resort
Grand Cayman Marriott Resort
4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
The price is €729 per night from 12 Feb to 13 Feb
€729
per night
12 Feb - 13 Feb
4.5/5 Wonderful! (1,031 reviews)
"Food was fantastic. Staff was excellent. There is no beach but the hotel has a free and quick shuttle to an amazing beach."

Reviewed on 6 Feb 2023

Grand Cayman Marriott Resort
The Westin Grand Cayman Seven Mile Beach Resort & Spa
The Westin Grand Cayman Seven Mile Beach Resort & Spa
4.5 out of 5
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
The price is €842 per night from 9 Feb to 10 Feb
€842
per night
9 Feb - 10 Feb
4.2/5 Excellent! (1,017 reviews)
A lovely, last-minute trip - we'll be going back!
"The Westin Grand Cayman is an amazing property! It's beautiful, well cared for, and convenient. The ocean is only a few steps from the lobby. The people are the best. The staff in/around the pool and beach were attentive and engaged - and, frankly, fun. In particular, be on the lookout for Reverend, ..."

Reviewed on 4 Feb 2023

The Westin Grand Cayman Seven Mile Beach Resort & Spa
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.

Frequently asked questions

Can I travel to Cayman Islands right now?
For all the details you need about getting to Cayman Islands, check out our Covid-19 Travel Advisor. Covering quarantine policies, travel restrictions and more, Expedia will help make your trip go off without a hitch.
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 . Hotel prices tend to skyrocket in . Cayman Islands can be a busy place in , so if you want to bypass the masses, travel in .
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.