Cayman Islands Holidays

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

Top Flight + Hotel Deals in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
Wyndham Reef Resort Grand Cayman
Club Suites at Rum Point
Hotel Indigo Grand Cayman by IHG
The Ritz-Carlton, Grand Cayman

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 €324 a night, and an impressive 1,534 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 destination for beach lovers and families seeking outdoor adventures. Enjoy a variety of activities, including resort stays, shopping excursions, and thrilling underwater sports. Don't miss out on unforgettable experiences such as day tours, inclusive holidays, scuba diving, and the chance to swim with stingrays, ensuring a memorable vacation in this tropical paradise.

Shopping

Experience the vibrant shopping scene in the Cayman Islands at Galleria Plaza, a lively shopping mall offering a mix of entertainment and family-friendly vibes. Discover unique treasures at Boddentown Art Shop and explore local crafts at the Cayman Craft Market, perfect for souvenirs and gifts.

Recreation

North Sound Golf Course offers a tranquil golfing experience amidst stunning landscapes, perfect for relaxation and outdoor enjoyment. Similarly, Britannia Golf Course provides a picturesque setting to unwind and engage in recreational activities, surrounded by lush greenery and fresh air.

Adventure

Discover the Kittiwake Shipwreck and Artificial Reef, an exhilarating underwater adventure teeming with marine life. Hike the Great Wall for breathtaking views, and immerse yourself in nature along the Mastic Trail North Trailhead, where outdoor beauty and adventure await around every corner.

Nightlife

The Cayman Islands' nightlife is vibrant and diverse, with George Town featuring lively bars and clubs along West Bay Road. Enjoy live music at local venues, sip cocktails at beach bars, or dance the night away at upscale lounges, providing an unforgettable Caribbean experience.

*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 ideal for beach, family, and outdoor vacations. Visitors can explore stunning beaches, captivating caves, and vibrant tourist precincts. Grand Cayman offers pristine beaches, while Little Cayman Island presents a tranquil escape, catering to those seeking cultural experiences and outdoor adventures. With its diverse attractions, the Cayman Islands promises a delightful getaway for every traveller.

  • Camana Bay: This vibrant tourist precinct offers a delightful mix of outdoor activities and family-friendly vibes. Stroll along the waterfront, explore boutique shops, and indulge in local cuisine at various restaurants, all while enjoying the beautiful Caribbean atmosphere.
  • Star Fish Point: A stunning beach known for its relaxed vibe, Star Fish Point is perfect for sunbathing and swimming. The shallow waters are home to friendly starfish, making it a great spot for families and nature lovers to explore the marine life.
  • Queen Elizabeth II Botanic Park: This lush botanical garden is an enchanting escape, showcasing vibrant flora and fauna. Ideal for romantic strolls or family outings, you can discover the beauty of the Cayman Islands' natural heritage amidst serene landscapes.

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

  • 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 €561 per night from 28 Jan to 29 Jan
€561
28 Jan - 29 Jan
includes taxes & fees
9.6/10 Exceptional! (489 reviews)
Very nice!

Reviewed on 21 Jan 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 €706 per night from 2 Feb to 3 Feb
€706
2 Feb - 3 Feb
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Great rooms - clean and spacious. Friendly staff and super cool amenities including a beautiful man made reef off shore for habitat restoration.

Reviewed on 22 Jan 2026

Grand Cayman Marriott Resort
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road Seven Mile Beach Grand Cayman
The price is €324 per night from 27 Jan to 28 Jan
€324
27 Jan - 28 Jan
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Great stay! Staff is very lovely and helpful!

Reviewed on 22 Jan 2026

The Locale Hotel 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 €820, 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.