Cayman Islands Holidays

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Photo by Cayman Islands Department of Tourism
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Top destinations in Cayman Islands

The Annual Holiday Sale

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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 NZ$1,390 a night, and an impressive 1,529 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?

Things to do in Cayman Islands

Shopping

The Strand Shopping Center offers a vibrant mix of shops and entertainment, perfect for finding unique gifts. Galleria Plaza is another great spot, featuring a variety of retail options. Don't miss the Boddentown Art Shop for local artwork and souvenirs that capture the essence of the Cayman Islands.

Recreation

North Sound Golf Course offers a stunning setting for golf enthusiasts, surrounded by beautiful landscapes and a relaxing atmosphere. Enjoy a round of golf while soaking up the sun and fresh air. Nearby, Britannia Golf Course provides a similar outdoor experience, perfect for unwinding and connecting with nature.

Adventure

Explore the vibrant underwater world at Orange Canyon , a thrilling dive site teeming with marine life. Discover the LCM David Nicholson Shipwreck, a fascinating underwater experience that combines history and adventure. For an exhilarating challenge, tackle the Great Wall, a stunning natural activity perfect for adrenaline seekers.

Nightlife

The nightlife in the Cayman Islands is vibrant and diverse. For a lively evening, visit the popular Coconut Joe's for beachside vibes, or experience the luxurious ambience at The Brasserie. If you're after a more laid-back scene, check out the local favourite, The Fish Pot.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Cayman Islands

The Cayman Islands offer a perfect getaway for families and outdoor enthusiasts alike, boasting beautiful beaches, captivating caves, and vibrant tourist precincts. With a focus on cultural experiences and adventure, visitors can explore the best islands and attractions that cater to all interests. Whether you're lounging on the beach or discovering local treasures, the Cayman Islands promise an unforgettable holiday experience.

  • Seven Mile Beach: Renowned for its sun-kissed sands and crystal-clear waters, Seven Mile Beach is the ultimate tropical escape. With vibrant beach vibes, it's perfect for sunbathing, swimming, and water sports, offering an idyllic setting to relax and enjoy the stunning sunsets.
  • Barker's National Park: A haven for nature lovers, Barker's National Park features breathtaking scenery and thrilling outdoor adventures. Explore its diverse landscapes, from pristine beaches to lush woodlands, while enjoying activities like hiking, birdwatching, and kayaking in a serene environment.
  • Cayman Motor Museum: Dive into the rich automotive culture at the Cayman Motor Museum, where you can admire an impressive collection of classic cars. It's a fantastic family attraction that showcases the history and evolution of motor vehicles in an engaging and interactive way.

Best time to go to Cayman Islands

The best time to visit Cayman Islands is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January, February and March are its coolest month on average. At the time of February, visitor numbers are average and weather is mostly sunny.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.4°F (25.8°C)No RainMostly SunnySlightly HighSlightly High
February78.4°F (25.8°C)No RainMostly SunnyAverageSlightly High
March78.4°F (25.8°C)No RainMostly SunnySlightly HighSlightly High
April80.2°F (26.8°C)No RainMostly SunnyAverageAverage
May81.7°F (27.6°C)Light RainMostly SunnySlightly LowAverage
June82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September84.2°F (29.0°C)Light RainMostly SunnyAverageSlightly Low
October83.1°F (28.4°C)Moderate RainMostly SunnySlightly LowSlightly Low
November81.3°F (27.4°C)Light RainMostly SunnySlightly LowAverage
December79.9°F (26.6°C)No RainMostly SunnyAverageAverage

Tips to save on your trip to Cayman Islands

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Cayman Islands.
  • Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Cayman Islands.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Our pick of the best Cayman Islands Hotel Deals

Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
The price is NZ$1,504 per night from 11 Mar to 12 Mar
NZ$1,504
11 Mar - 12 Mar
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
Nice facility. Great staff. Very expensive.

Reviewed on 18 Feb 2026

Grand Cayman Marriott Resort
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
The price is NZ$1,390 per night from 20 Mar to 21 Mar
NZ$1,390
20 Mar - 21 Mar
includes taxes & fees
9.8/10 Exceptional! (522 reviews)
Beautiful property.

Reviewed on 17 Feb 2026

Hotel Indigo Grand Cayman by IHG
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
The price is NZ$2,416 per night from 4 Mar to 5 Mar
NZ$2,416
4 Mar - 5 Mar
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
Room way too far from beach, outrageously priced and they tried to upsell us to a closer room for an extra $800/night. I have stayed at a lot of 5 star hotels and that was probably the worst experience and value given amenities were minimal unless you took out the gold card ! . Every meal for 2 adults ...

Reviewed on 31 Jan 2026

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.

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

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