Cayman Islands Holidays

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to €150 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top destinations in Cayman Islands

FlightsFlightsHotelsHotels

George Town

George Town
FlightsFlightsHotelsHotels

North Side

North Side

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 €376 a night, and an impressive 1,617 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

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 €376 per night from 26 May to 27 May
€376
per night
26 May - 27 May
8.8/10 Excellent! (1,005 reviews)
"The ocean front room was very nice! The food and service were excellent! My only complaint was no beach area."

Reviewed on 27 Apr 2024

Grand Cayman Marriott Resort
The Ritz-Carlton, Grand Cayman
The Ritz-Carlton, Grand Cayman
5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
The price is €929 per night from 26 May to 27 May
€929
per night
26 May - 27 May
9.4/10 Exceptional! (848 reviews)
"Excellent place"

Reviewed on 27 Apr 2024

The Ritz-Carlton, Grand Cayman
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 €797 per night from 27 May to 28 May
€797
per night
27 May - 28 May
8.6/10 Excellent! (1,001 reviews)
A gem on the SMB of Grand Cayman Island.
"Westin is a quality-cut jewel, whose elegance is reflected in the services, staff, variety of stellar cuisine, and the perfect beach atmosphere for newlyweds and families alike. Never pretentious but always committed to willingness and warm greetings from all staff made this our ideal getaway for ..."

Reviewed on 1 May 2024

The Westin Grand Cayman Seven Mile Beach Resort & Spa
See all 1,617 properties in Cayman Islands
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

How much does a Cayman Islands holiday package cost?
The most affordable Cayman Islands holiday package is , so your dream holiday can become a reality — without the high price tag. Bundle flights, hotels and car rentals to build a package that suits your travel style.
How do I get a cheap travel package to Cayman Islands?
Combine your hotels and flights, toss in extras such as activities, and save with a Cayman Islands holiday package. You won’t just score amazing discounts on your escape — you’ll have plenty of choice at your fingertips too. When you book through Expedia, you’ll have your pick of over 550 airlines and 1,000,000 hotels around the world. Your next affordable adventure starts right here, right now!
Where should I stay in Cayman Islands?
Boatswains Beach is one of the things that lures wanderers to Cayman Islands, so it should come as no surprise that many book their hotel in West Bay.
What are the top hotels in Cayman Islands?
Grand Cayman Marriott Resort and The Locale Hotel Grand Cayman know how to make their guests feel at home in Seven Mile Beach. If your travel plans also include North Side, look up The Westin Grand Cayman Seven Mile Beach Resort & Spa and Sunshine Suites Resort. Both are top picks with travellers.
How far in advance should I book my Cayman Islands holiday?
It’s hard to pick the ideal time for airfares, but we generally suggest the earlier, the better. Most international flights on Expedia become available to compare up to 12 months in advance. If you can’t book early, don’t fret. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Cayman Islands travel package include?
Packages include rental cars, flights and hotels, but you can mix and match them to create your perfect Cayman Islands getaway. You can also add on a few tours and activities once you’ve made your booking. You’re in control! When you combine your bookings with Expedia, you’ll score discounts you won’t find elsewhere.
What should I know before booking a Cayman Islands travel package?
Locking in all the parts of your trip together is a great way to save. Bundle your car rentals, airfares and hotels into a neat package. But your options don’t end at hotels. Expedia has all types of properties, including holiday rentals like oceanfront condos and spacious residences. You’ve got choices galore!
Can I choose my airline with a Cayman Islands Expedia holiday package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Simply choose your favourite carrier and craft the perfect Cayman Islands escape.
If I'm not able to travel, can I cancel my Cayman Islands holiday package?
Because we understand life can throw you a few curveballs, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

Popular places to visit

Image for Port of Georgetown

Port of Georgetown

4.5/5(2 reviews)

Explore the waterfront of Port of Georgetown and enjoy other activities such as snorkelling in George Town. Stroll along the area's beautiful beaches or simply savour its seafood restaurants.

Port of Georgetown
Image for Seven Mile Beach

Seven Mile Beach

Why not spend a lazy afternoon at Seven Mile Beach during your trip to Seven Mile Beach? Stroll along the area's seaside or simply savour its seafood restaurants.

Seven Mile Beach
Image for Cayman Turtle Centre

Cayman Turtle Centre

5/5(1 review)

Make time in your itinerary to visit the sea life who live at Cayman Turtle Centre during your trip to West Bay. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Cayman Turtle Centre

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.