Cayman Islands Holidays

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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 €391 a night, and an impressive 1,311 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
Fully refundableReserve now, pay when you stay
The price is €391 per night from 15 Jun to 16 Jun
per night
15 Jun - 16 Jun
9/10 Wonderful! (1,001 reviews)
"I loved the people working there. Dre at the front was great as well as check in with Ashley and Neil on the beach. Everyone was pleasant and professional. Always a smile on their face and prompt courteous service."

Reviewed on 26 May 2023

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, 00000
Fully refundableReserve now, pay when you stay
The price is €918 per night from 1 Jun to 2 Jun
per night
1 Jun - 2 Jun
9.4/10 Exceptional! (798 reviews)
"We loved being on 7 mile beach the water is so beautiful ! Staff and room were all great ."

Reviewed on 11 May 2023

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 €694 per night from 11 Jun to 12 Jun
per night
11 Jun - 12 Jun
8.4/10 Very Good! (1,001 reviews)
"Great stay! Will definitely be back"

Reviewed on 23 May 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

How much does a Cayman Islands holiday package cost?
Live it up in Cayman Islands from as low as . Choose from a wonderful selection of flights, rental cars and hotels to suit every budget. You can score even better deals when you add a couple of tours or experiences to your package.
If I'm not able to travel, can I cancel my Cayman Islands holiday package?
Yes, you can. We get that things don’t always go to plan, so we’re happy to help if you need to make changes to your Cayman Islands holiday package. It may be possible to amend or cancel your itinerary at no cost if you’ve booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Cayman Islands?
Search for flights that fit your schedule, add a hotel room to your booking and watch how much you save with a Cayman Islands holiday package. It’s that easy! From flights and hotels to rental cars and activities, Expedia is where your cheap holiday begins. And with over 550 partner airlines and 1,000,000 properties throughout the world to select from, you’ll never be short of choice.
Where should I stay in Cayman Islands?
There aren’t many better places to kick-start your Cayman Islands getaway than in West Bay. Boatswains Beach is worthy of a spot at the top of your itinerary here.
What are the top hotels in Cayman Islands?
Compass Point Dive Resort and The Grandview Condos On Seven Mile Beach know how to make their guests feel welcome in Seven Mile Beach. If your itinerary also includes West Bay, take a look at Compass Point Dive Resort and The Grandview Condos On Seven Mile Beach. Both are top picks with travellers.
How far in advance should I book my Cayman Islands holiday?
It depends on the airline, but you can generally look up international flights on Expedia nearly a year in advance. While it’s advisable to book ahead of time, lucky travellers will sometimes score a cheaper flight just weeks prior to departure dates.