Cayman Islands Holidays

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Photo by Cayman Islands Department of Tourism
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Your Cayman Islands Holiday

When your wanderlust is calling, answer it with a holiday package to Cayman Islands. If you're considering a stop in George Town, get ready to revel in this city's underwater activities, distilleries and craft breweries, coastal beaches and more. With so many things to do and see on a trip to Cayman Islands, it can be hard to know where to begin. Kick off your journey in Seven Mile Beach at Stingray City and Grand Cayman Beaches — two much-loved attractions here. Another city worth adding to your itinerary is East End. Don't miss Grand Cayman Blow Holes and Barefoot Beach. Expedia is a one-stop shop when it comes to planning your Cayman Islands holiday. From flights and hotels, to activities and more, we're here to help you create a travel experience like no other.

Top destinations in Cayman Islands

Top Cayman Islands Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman
Club Suites at Rum Point
Cayman Luxury Rentals at Sunset Cove
Kimpton Seafire Resort + Spa by IHG
Ocean Paradise

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

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 £647 a night, and an impressive 1,541 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 the perfect backdrop for a beach and family holiday, featuring a variety of outdoor activities. You can indulge in a luxurious resort experience, explore vibrant shopping areas, and partake in thrilling underwater sports. Don't miss out on exciting day tours, inclusive holiday packages, or the chance to scuba dive and swim with stingrays, ensuring a memorable getaway in this tropical paradise.

Shopping

The Strand Shopping Center offers a vibrant atmosphere with various shops, perfect for gifts and souvenirs. For a unique experience, visit Boddentown Art Shop for local crafts, or explore the Cayman Craft Market, where you'll find charming handmade goods amidst a lively setting.

Recreation

At Britannia Golf Course, enjoy stunning views while perfecting your swing in a vibrant outdoor setting. Cayman Crazy Golfing Mini Golf offers a fun-filled experience for families, combining adventure with laughter. North Sound Golf Course presents a serene atmosphere, where you can relax amidst beautiful landscapes as you play.

Adventure

Swim with friendly stingrays at Stingray City, where the warm Caribbean waters provide a thrilling underwater experience. Explore Bonnie's Arch for stunning dive sites teeming with marine life. For a scenic hike, venture along the Mastic Trail North Trailhead, surrounded by lush greenery and breathtaking views.

Nightlife

The nightlife in the Cayman Islands is vibrant and exciting, with venues like The Royal Palms Beach Club offering lively music and dancing. For a more laid-back evening, visit the famous Calico Jack's, where you can enjoy beachside drinks and a relaxed atmosphere under the stars.

*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, a Caribbean paradise, is perfect for beach and family holidays, offering a wealth of outdoor activities and cultural experiences. Visitors can explore stunning Grand Cayman beaches, the intriguing history museum, and the unique blowhole, catering to diverse interests. Little Cayman Island also beckons with its serene natural beauty, making it an ideal destination for those seeking relaxation and adventure alike.

  • Seven Mile Beach: Renowned for its soft white sands and crystal-clear waters, Seven Mile Beach offers a quintessential Caribbean experience. Spend your days lounging under the sun, swimming in the warm sea, or enjoying water sports. The vibrant beach vibes create the perfect setting for relaxation and fun.
  • Grand Cayman Blow Holes: Witness nature's power at the Grand Cayman Blow Holes, where waves forcefully erupt through rocky formations. The secluded location provides a tranquil atmosphere, making it an ideal spot for relaxation and reflection, surrounded by stunning coastal scenery.
  • Camana Bay: A lively hub for families, Camana Bay combines outdoor activities with shopping and dining. Enjoy leisurely strolls along the waterfront, explore the vibrant market, or let the kids play in the parks, all amidst a charming community atmosphere.

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 to Cayman Islands during the low season (August to October) for more affordable options.
  • 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 £647 per night from 28 Mar to 29 Mar
£647
28 Mar - 29 Mar
includes taxes & fees
9.8/10 Exceptional! (528 reviews)
perfect

Reviewed on 24 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 £702 per night from 25 Mar to 26 Mar
£702
25 Mar - 26 Mar
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Staff were mostly courteous but did not seem to think ahead. For example i reported 4 mornings that my balcony door would not open. Only when i escalated it to the Manager did it get seen to. On the Sunday after brunch one of the house keepers outside the room when i mentioned to him about it he ...

Reviewed on 25 Feb 2026

Grand Cayman Marriott Resort
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 £1,083 per night from 4 Mar to 5 Mar
£1,083
4 Mar - 5 Mar
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
Super clean, great Ritz location. Very family friendly.

Reviewed on 24 Feb 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

Why should I book my Cayman Islands holiday with Expedia?
With excellent-value flights, car hire and hotel choices all in one convenient place, Expedia makes arranging your Cayman Islands holiday easy. Moreover, we can help you bundle your bookings into a package holiday so you can get even more savings. Select from wonderful stays, add flights and/or a car hire (and maybe also some fun activities!) and land incredible prices. Need to change plans? Expedia offers a flexible cancellation policy for many bookings. To learn more, check out our Customer Service Portal link.
When is the best time of year to holiday in Cayman Islands?
Cayman Islands is busy in July, August and October, so if you want to avoid the crowds, visit in November, December and January. Plan your visit to Cayman Islands according to what style of holiday you're looking for. January is the coolest time of year, when average daytime temperatures are 25ºC. In July, the warmest period, you will experience temperatures of around 29ºC during the day.
What are the top hotels for my holiday in Cayman Islands?
For properties in Seven Mile Beach with comfortable beds and friendly service, look up The Locale Hotel Grand Cayman and Grand Cayman Marriott Resort. If you're swinging by North Side as well, you'll get a relaxing night's sleep at The Westin Grand Cayman Seven Mile Beach Resort & Spa or Hampton by Hilton Grand Cayman Seven Mile Beach.
How do I get a cheap holiday to Cayman Islands?
One of the simplest ways to save pounds (and time) is to combine your bookings with Expedia. Flights, hotels, activities and hire cars — we've got them all covered. Choose the combination that suits your style and watch your savings pile up. Of course, holidays are never one-size-fits-all. That's why we offer more than 400 airlines and 321,000 properties globally, which lets you customise your Cayman Islands holiday your way. Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Cayman Islands holiday?
There are plenty of things to put on your travel itinerary during your holiday in Cayman Islands. Boatswains Beach, Stingray City, Seven Mile Beach and Governors Beach are some of the must-see attractions.
What is the best city to stay in when on holiday in Cayman Islands?
There's no better place to begin your Cayman Islands adventure than in West Bay. Boatswains Beach should be high on your must-see list here.
Do I need a visa for my Cayman Islands holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and reason for visiting, whether it be for tourism or business, will determine if you'll need a visa for Cayman Islands. Also be sure that your passport is up to date and has at least six months validity remaining beyond your return date. Do all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Cayman Islands holiday?
Though everyone's personal style differs, it can help to have some guidelines for what to wear on your holiday in Cayman Islands. We recommend searching style blogs before you head off for inspiration on local dress codes or fashion trends. The weather will determine your choice of clothing, so check the forecast for the places you'll be going to. Cayman Islands has its warmest month in July, with a daily temperature average of 29ºC. January is the coolest time of year here with the mercury averaging 25ºC during the day.
What does an Expedia Cayman Islands holiday include?
Flights, hotels and a reliable car for your road trip adventures. Simply mix and match your favourite bundle and get access to great discounts. Once you've made your booking, add on a few tours and activities and watch your savings stack up. When it comes to organising your Cayman Islands break, you're in control! Explore all kinds of styles on Expedia and find the ideal fit for you and your guests. From the most sought-after property types, like condos and private holiday homes, to many other options, there are plenty of holiday retreats in Cayman Islands to select from so you can plan your stay to suit your needs.
Does Expedia offer Book Now, Pay Later Cayman Islands holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without draining your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying across multiple transactions sounds best for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
  • No-deposit holidays: If not paying upfront for your trip makes clicking that "book now" button easier, consider a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Cayman Islands Expedia holiday?
Yes, and with more than 400 airlines to pick from throughout the world, you're spoiled for choice. Take a look at the available options and see which airline fits your needs and budget.

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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. Flight-inclusive packages are ATOL protected.