Cayman Islands Vacation Packages

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Photo by Cayman Islands Department of Tourism
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Your Cayman Islands Vacation

Book a vacation 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 vacation into reality.

Top vacation destinations in Cayman Islands

Top Cayman Islands Vacation Deals

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

The Annual Vacation Sale

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

Cayman Islands Vacation

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 Vacation Package with Expedia. With hotels starting at CA $950 a night, and an impressive 1,545 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 Vacation 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 vacation?

Things to do in Cayman Islands

The Cayman Islands is perfect for a beach getaway or family adventure, offering a variety of activities. Explore popular attractions like Stingray City, indulge in ocean adventures, and enjoy relaxing beach vacations. Don't miss the vibrant Pirate Week and exciting excursions that showcase the islands' unique charm. With resorts and shopping areas to suit every taste, the Cayman Islands promises an unforgettable experience for every visitor.

Shopping

Experience the vibrant shopping scene in the Cayman Islands at Governors Square, The Strand Shopping Center, and Galleria Plaza. Each offers a blend of entertainment and family-friendly vibes, perfect for finding unique gifts and souvenirs to take home.

Recreation

At Britannia Golf Course, enjoy a round of golf amidst lush landscapes and refreshing sea breezes, perfect for outdoor enthusiasts. North Sound Golf Course offers a similar experience, ideal for sports lovers looking to relax and unwind in a serene environment. For family fun, try Cayman Crazy Golfing Mini Golf, where adventure awaits.

Adventure

Experience the thrill of swimming with gentle stingrays at Stingray City, where adventure meets the ocean's wonders. Explore the Kittiwake Shipwreck and Artificial Reef, teeming with marine life. For a scenic hike, trek along the Mastic Trail North Trailhead, surrounded by lush greenery and breathtaking views.

Nightlife

The nightlife in the Cayman Islands is vibrant, with Grand Cayman's Seven Mile Beach area featuring lively beach bars, upscale lounges, and nightclubs. Explore George Town for local pubs and live music venues, while the East End offers a more laid-back atmosphere for a relaxed evening out.

*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 an ideal vacation for families and outdoor enthusiasts alike, featuring stunning beaches, captivating history museums, and natural wonders like blowholes. Explore the elegant Grand Cayman and immerse yourself in the local culture while enjoying various attractions that cater to all types of travellers. Whether you're seeking relaxation or adventure, the islands promise a memorable getaway filled with beautiful scenery and enriching experiences.

  • Seven Mile Beach: Renowned for its stunning beauty, Seven Mile Beach offers a perfect blend of soft white sands and crystal-clear waters. Ideal for sunbathing, swimming, and water sports, this beach is a must-visit for relaxation and beach vibes.
  • Camana Bay: A vibrant hub for families, Camana Bay features an outdoor shopping and dining experience. Enjoy lovely waterfront views, diverse restaurants, and fun activities, making it a great spot for leisurely strolls and family outings.
  • Queen Elizabeth II Botanic Park: This enchanting botanical garden showcases the lush flora of the Cayman Islands. Perfect for romantic walks and family explorations, the park offers serene pathways and vibrant gardens, making it a delightful outdoor escape.

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 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.

Cayman Islands Hotel Deals

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 CA $678 per night from Mar 28 to Mar 29
CA $678
CA $950 total
Mar 28 - Mar 29
includes taxes & fees
9.8/10 Exceptional! (528 reviews)
perfect

Reviewed on Feb 24, 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 CA $940 per night from Mar 25 to Mar 26
CA $940
CA $1,264 total
Mar 25 - Mar 26
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 Feb 25, 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 CA $1,506 per night from Mar 4 to Mar 5
CA $1,506
CA $2,003 total
Mar 4 - Mar 5
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
Super clean, great Ritz location. Very family friendly.

Reviewed on Feb 24, 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 vacation package cost?
The most affordable Cayman Islands vacation package is CA $2,109, so your dream vacation 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 vacation 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 travelers.
How far in advance should I book my Cayman Islands vacation?
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 vacation rentals like oceanfront condos and spacious residences. You've got choices galore!
Can I choose my airline with a Cayman Islands Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Simply choose your favorite carrier and craft the perfect Cayman Islands escape.
If I'm not able to travel, can I cancel my Cayman Islands vacation 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.