Cayman Islands Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Cayman Islands Department of Tourism
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    Save up to AU$703 when you book a flight and hotel together*
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Your Cayman Islands Holiday

Book a holiday package to Cayman Islands and go wherever your adventurous soul leads you. This exciting destination has so much to offer, including its underwater activities, distilleries and craft breweries, coastal beaches, and so much more. Kick off your trip to Cayman Islands with some time exploring East End visiting popular sights like Grand Cayman Blow Holes and Barefoot Beach. West Bay is another city that lures crowds from far and wide. Seven Mile Beach and Stingray City are two of the top places to see in this destination. When it's time to stop dreaming and start travelling, Expedia will help turn your Cayman Islands holiday into reality.

Top destinations in Cayman Islands

FlightsFlightsHotelsHotels

Seven Mile Beach

Seven Mile Beach
FlightsFlightsHotelsHotels

West Bay

West Bay

When visiting the Cayman Islands, you can't miss out on the local cuisine. With a blend of Latin American and Caribbean flavors, the food here is a true delight. One highly rated and popular restaurant is Heritage Kitchen, known for its delicious Latin American and Caribbean dishes. Another option is Casa 43: Mexican Kitchen and Tequila Bar, where you can indulge in authentic Mexican cuisine. From fresh seafood to flavorful spices, the dining experience in the Cayman Islands is sure to leave you satisfied.

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 AU$380 a night, and an impressive 1,511 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 aCayman Islands All Inclusive Resortand really put your feet up this holiday?

Our pick of the best Cayman Islands Hotel Deals

Hotel Indigo Grand Cayman by IHG
Hotel Indigo Grand Cayman by IHG
4.5 out of 5
32 Seafire Way, Seven Mile Beach, West Bay
Fully refundable
The price is AU$632 per night from 13 July to 14 July
AU$632
13 July - 14 July
includes taxes & fees
9.6/10 Exceptional! (282 reviews)
"very friendly staff"

Reviewed on 28 Jun. 2025

Hotel Indigo Grand Cayman by IHG
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 AU$1,432 per night from 28 July to 29 July
AU$1,432
28 July - 29 July
includes taxes & fees
9.4/10 Exceptional! (996 reviews)
"The food and drinks were excellent at all on-site restaurants! The beach was clean and the water was perfectly turquoise. Additionally, the staff was very helpful and friendly. Overall a wonderful experience and we would gladly return."

Reviewed on 25 Jun. 2025

The Ritz-Carlton, Grand Cayman
Hampton by Hilton Grand Cayman Seven Mile Beach
Hampton by Hilton Grand Cayman Seven Mile Beach
4 out of 5
22 Piper Way, Seven Mile Beach
Fully refundableReserve now, pay when you stay
The price is AU$380 per night from 8 July to 9 July
AU$380
8 July - 9 July
includes taxes & fees
9/10 Wonderful! (555 reviews)
"Excellent Stay – Highly Recommend! I had a wonderful experience at this hotel. The location is unbeatable—right on Seven Mile, which made getting around super convenient. The free breakfast was a great bonus, with a variety of food options to choose from each morning. The rooms were very clean, and ..."

Reviewed on 29 Jun. 2025

Hampton by Hilton Grand Cayman Seven Mile Beach
See all 1,511 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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 homes 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.

Discover the most popular places to visit in Cayman Islands

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
Port of Georgetown

Port of Georgetown

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

Port of Georgetown
Starfish Beach

Starfish Beach

If a restful holiday is part of your travel plans, Starfish Beach might be the perfect place to visit during your trip to Rum Point. Wander the area's seaside or simply enjoy one of its seafood restaurants.

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