Cayman Islands Holidays

Photo by Cayman Islands Department of Tourism
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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 S$1,040 a night, and an impressive 1,553 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?

Things to do in Cayman Islands

The Cayman Islands offer a perfect getaway for beach lovers and families, featuring stunning resorts and vibrant shopping areas. Visitors can indulge in exciting activities like scuba diving and swimming with stingrays, or enjoy inclusive holiday packages with day tours and fun outings. With its beautiful outdoor settings, the islands promise a memorable vacation experience for everyone.

Shopping

The Strand Shopping Center offers a vibrant atmosphere with various shops and entertainment options. For unique local crafts, visit the Cayman Craft Market, perfect for souvenirs. Additionally, the Boddentown Art Shop showcases local artistry, providing a taste of Cayman’s culture and creativity.

Recreation

North Sound Golf Course offers a rejuvenating outdoor experience with stunning views and well-maintained greens, perfect for both relaxation and sport. Meanwhile, Britannia Golf Course provides an inviting atmosphere for golfers to unwind while enjoying the beautiful Cayman Islands scenery amidst gentle breezes.

Adventure

At Stingray City, immerse yourself in the thrill of swimming with friendly stingrays in crystal-clear waters. Experience the Great Wall for an exhilarating climb that rewards you with stunning vistas. For nature enthusiasts, Mastic Trail North Trailhead offers a scenic hiking adventure through lush landscapes.

Nightlife

The Cayman Islands offer a vibrant nightlife with beach bars and lively clubs. Visit the famous Calico Jack's Beach Bar for a laid-back vibe and refreshing cocktails. For dancing, head to Club 360, where you can enjoy a mix of local and international music until the early hours.

*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 blend of beach, family, and outdoor experiences, making it an ideal destination for tourists. With stunning beaches, intriguing caves, and vibrant tourist precincts, visitors can immerse themselves in the Caribbean paradise. Explore Grand Cayman Island's beautiful shores, discover the charm of Little Cayman Island, and indulge in a rich cultural experience amidst breathtaking landscapes.

  • Cemetery Beach: Experience the serenity of Cemetery Beach, known for its tranquil atmosphere and stunning views. The soft sands and crystal-clear waters create a perfect spot for sunbathing and swimming, allowing you to unwind in a picturesque setting.
  • Camana Bay: This vibrant hub offers a delightful outdoor experience for families. Stroll through the charming streets lined with shops and restaurants, enjoy the lush gardens, and take part in community events, making it a lively spot for all ages.
  • Grand Cayman Blow Holes: Discover the natural beauty of the Grand Cayman Blow Holes, where waves crash dramatically against the rocks, creating spectacular geysers. This secluded location provides a relaxing atmosphere, perfect for unwinding and enjoying nature's show.

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.

Top hotels in Cayman Islands

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 S$1,040 per night from 11 Mar to 12 Mar
S$1,040
11 Mar - 12 Mar
includes taxes & fees
9.6/10 Exceptional! (505 reviews)
Everything about this resort was perfect! Clean rooms, warm and friendly staff, great amenities, and fantastic restaurants!

Reviewed on 5 Feb, 2026

Hotel Indigo Grand Cayman by IHG
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 S$1,046 per night from 12 Mar to 13 Mar
S$1,046
12 Mar - 13 Mar
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
All the staff were excellent and very helpful. The upgraded ocean front room to junior suite ocean front was a real plus. Bedding was of good quality. Very large TV was appreciated. Renovated suite was pleasant to be in. Lovely gift shop on main floor, and excellent meals.

Reviewed on 6 Feb, 2026

Grand Cayman Marriott Resort
The Grove

The Grove

5 out of 5
1350 W Bay Rd Seven Mile Beach West Bay
9.4/10 Exceptional! (91 reviews)
The apartment was very clean, and they even had 2 beach chairs, a beach umbrella, a beach cooler, and 4 beach towels! They picked us up from the airport and brought us back, which was very convenient! Overall a great stay!

Reviewed on 7 Feb, 2026

The Grove
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 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.

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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.