Cayman Islands Holidays

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Photo by Cayman Islands Department of Tourism
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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 Rp4.514.914 a night, and an impressive 1,502 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

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 Rp2.947.851 per night from 30 Oct to 31 Oct
Rp2.947.851
Rp4.514.914 total
30 Oct - 31 Oct
includes taxes & fees
9/10 Wonderful! (620 reviews)
Great value for Cayman. Super cute like a little boutique hotel. The shuttle was also very nice. They went above and beyond taking us around. Would stay again.

Reviewed on 19 Oct 2025

Hampton by Hilton Grand Cayman Seven Mile Beach
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
The price is Rp8.882.070 per night from 31 Oct to 1 Nov
Rp8.882.070
Rp12.513.757 total
31 Oct - 1 Nov
includes taxes & fees
9.8/10 Exceptional! (933 reviews)
Stunning hotel. Friendly staff and excellent service. Definitely five star!

Reviewed on 24 Oct 2025

Kimpton Seafire Resort + Spa 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
Fully refundableReserve now, pay when you stay
The price is Rp12.434.898 per night from 31 Oct to 1 Nov
Rp12.434.898
Rp16.955.125 total
31 Oct - 1 Nov
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
Beautiful property, beach views are nice. Clean rooms and friendly staff. Quiet and relaxing.

Reviewed on 21 Oct 2025

The Ritz-Carlton, 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.

Popular places to visit

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