Cayman Islands Holidays

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Top destinations in Cayman Islands

FlightsFlightsHotelsHotels

George Town

George Town
FlightsFlightsHotelsHotels

North Side

North Side

Top Flight + Hotel Deals in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
per person
17 Feb - 21 Feb
found 1 day ago
Return flight included
Dublin (DUB) to George Town (GCM)
9/10 Wonderful! (429 reviews)
Very clean, modern looking property. Staff are excellent and go above and beyond. Free breakfast every morning was great. Location is good, close to a lot of shops and restaurants. Beach access is minimal and very rocky, but governors beach is a few minutes down the road and is beautiful. The hotel has a shuttle, and also has beach chairs you can use to take to other beaches. Definitely would recommend this hotel.

Reviewed on 22 Dec 2024

VIDA Cayman

VIDA Cayman

4 out of 5
per person
17 Feb - 21 Feb
found 1 day ago
Return flight included
Dublin (DUB) to George Town (GCM)
10/10 Exceptional! (3 reviews)
Vida is one of the most tranquil places I've ever been. The beautiful ocean breeze, coupled with the amazing views, the lovely staff and the effort they went to for us,made it one of the best places to experience Grand Cayman. Nourish restaurant which is on site, was delightful, you get to enjoy all the local produce the island has to offer. We will be back for sure!

Reviewed on 27 Nov 2024

The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
per person
17 Feb - 21 Feb
found 1 day ago
Return flight included
Dublin (DUB) to George Town (GCM)
8.8/10 Excellent! (1,008 reviews)
Everyone and Everything was excellent

Reviewed on 23 Dec 2024

Luxury Cayman Villas

Luxury Cayman Villas

4.5 out of 5
per person
17 Feb - 21 Feb
found 1 day ago
Return flight included
Dublin (DUB) to George Town (GCM)
10/10 Exceptional! (1 review)
Very nice Villa. Clean. Spacious. Well equipped. we are a family of 5, and we spend 8 days. It is probably the best one we ever stayed at. It is right on the beach. Unfortunately, the beach is not the best for swimming as there are many sharp rocks just as you enter the water. The Expedia site has the wrong address written for the place. This caused us some confusion and frustration prior to check-in, but the pictures are genuine. Expedia shoudl publish the proper address for this place.

Reviewed on 3 Dec 2024

Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
per person
17 Feb - 21 Feb
found 1 day ago
Return flight included
Dublin (DUB) to George Town (GCM)
8.4/10 Very Good! (1,000 reviews)
Quiet East End Timeshare resort. Many older people, no entertainment . Some activities advertised like water aerobics, corn hole, yoga, bingo, but no activity staff encouraging or eliciting participation. Canceled if their quota of participants not met. Only 1 restaurant, so to offer AI is unrealistic & overly expensive at $150-200/pp. Resort not at all worth that price. Breakfast best meal-buffet expensive at $32/pp and same food each morning. Have a coffee corner with muffins & cookies but closes at 3. Small grocery store across street Ocean Frontiers onsite books great excursions. Housekeeping cleaned once in 7 days, but came promptly when called for towels & body wash

Reviewed on 21 Dec 2024

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 €729 a night, and an impressive 1,476 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 €729 per night from 5 Jan to 6 Jan
€729
includes taxes & fees
5 Jan - 6 Jan 2025
8.8/10 Excellent! (1,005 reviews)
"Loved starting here! The hotel was high end and very clean. It is located right on the water. The pool chairs overlook the pool and ocean. There is a burger/pizza type restaurant and bar that also overlooks the ocean. The hotel provides towels, sunscreen, snorkel equipment, go pro usage, bicycles, ..."

Reviewed on 22 Dec 2024

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 €867 per night from 12 Jan to 13 Jan
€867
includes taxes & fees
12 Jan - 13 Jan 2025
8.6/10 Excellent! (1,003 reviews)
"Friendly staff. Very relaxing and peaceful"

Reviewed on 22 Dec 2024

The Westin Grand Cayman Seven Mile Beach Resort & Spa
Kimpton Seafire Resort + Spa, an IHG Hotel
Kimpton Seafire Resort + Spa, an IHG Hotel
5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
The price is €921 per night from 5 Jan to 6 Jan
€921
includes taxes & fees
5 Jan - 6 Jan 2025
9.8/10 Exceptional! (770 reviews)
"Truly incredible week at this resort! One of our favorite vacations ever and absolutely hope to return!"

Reviewed on 22 Dec 2024

Kimpton Seafire Resort + Spa, an IHG Hotel
See all 1,476 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 €1,718, 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

Star Fish Point

Star Fish Point

5/5(1 review)

If a restful holiday is part of your travel plans, Star Fish Point might be the perfect place to visit during your trip to Rum Point. Amble around the area's seaside or seek out the snorkelling spots.

Star Fish Point

Camana Bay

4.5/5(3 reviews)

You can browse for the perfect souvenirs at Camana Bay during your trip to Seven Mile Beach. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

Camana Bay

Cayman Crazy Golfing Mini Golf

Enjoy a trip to Cayman Crazy Golfing Mini Golf and popular activities such as snorkelling in Seven Mile Beach. Stroll along the area's beautiful beaches or simply savour its top-notch restaurants.

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