Cayman Islands Holidays

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Photo by Cayman Islands Department of Tourism
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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

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 AU$1,146 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

The Cayman Islands offer a delightful blend of beach and family-oriented activities, perfect for outdoor enthusiasts. Visitors can explore the stunning resorts, engage in thrilling underwater sports, and indulge in vibrant food tours. Don't miss the local attractions, including the lively pirate festival, which adds a unique cultural flair to your holiday. Whether shopping or relaxing by the beach, the Cayman Islands promise an unforgettable vacation experience.

Shopping

The Strand Shopping Center offers a vibrant mix of shops and entertainment, perfect for family outings. For unique souvenirs, visit the Boddentown Art Shop, showcasing local artistry. Don't miss the Cayman Craft Market, where you can find handcrafted goods in a lively, community atmosphere.

Recreation

Enjoy a round of golf at North Sound Golf Course, where lush landscapes and ocean breezes create a serene atmosphere. Alternatively, head to Britannia Golf Course for a relaxing day on the greens, surrounded by stunning scenery and invigorating outdoor vibes.

Adventure

Experience the thrill of swimming with stingrays at Stingray City, where you can interact with these gentle creatures in shallow waters. Explore the Kittiwake Shipwreck and Artificial Reef, teeming with marine life. For a unique challenge, dive the Great Wall, a stunning underwater drop-off brimming with vibrant corals.

Nightlife

The nightlife in the Cayman Islands is vibrant, with George Town offering lively bars and beach clubs. Enjoy live music at the famous Calico Jack's, or sip cocktails at The Wharf while taking in stunning ocean views. For a more relaxed vibe, visit the Sunset House for a laid-back evening by the sea.

*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 is an ideal destination for beach lovers and families seeking outdoor adventures. With a plethora of attractions, including beautiful beaches, intriguing caves, and vibrant tourist precincts, there’s something for everyone. Visitors can immerse themselves in the local culture while enjoying various outdoor activities. Whether lounging on pristine sands or exploring natural wonders, the Cayman Islands promises an unforgettable experience for all types of travellers.

  • Seven Mile Beach: Renowned for its powdery white sands and crystal-clear waters, Seven Mile Beach offers a quintessential Caribbean experience. Perfect for sunbathing, swimming, and enjoying beach vibes, this stretch is dotted with vibrant restaurants and bars, making it an ideal spot for relaxation and socialising.
  • Grand Cayman Blow Holes: A hidden gem, the Grand Cayman Blow Holes provide a stunning natural spectacle. Here, waves force water through rock formations, creating dramatic sprays. The secluded setting allows for a tranquil atmosphere, perfect for enjoying the scenic views and capturing memorable photographs.
  • North Sound: This picturesque bay is a paradise for outdoor enthusiasts. With opportunities for snorkelling, kayaking, and exploring the rich marine life, North Sound combines stunning scenery with adventure. The calm waters and beautiful surroundings make it an ideal location for a relaxing day on the water.

Best time to go to Cayman Islands

The best time to visit Cayman Islands can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Cayman Islands falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Cayman Islands falls in January, February and March. February has average visitor numbers and mostly sunny weather.

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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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 AU$1,250 per night from 23 Feb to 24 Feb
AU$1,250
23 Feb - 24 Feb
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Our stay was fantastic the room was spectacularly clean and had a wonderful view of the ocean. Since I had a birthday during my stay thee was a birthday cake treat when we arrived and a card wishing me a great birthday. That was a special and memorable touch!

Reviewed on 16 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 AU$1,146 per night from 23 Feb to 24 Feb
AU$1,146
23 Feb - 24 Feb
includes taxes & fees
9.6/10 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 AU$2,064 per night from 4 Mar to 5 Mar
AU$2,064
4 Mar - 5 Mar
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Amazing resort! Can’t wait to go back!

Reviewed on 29 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.