Cayman Islands Vacation Packages

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Top destinations in Cayman Islands

Top Cayman Islands Flight + Hotel Deals

Club Suites at Rum Point
ONE Canal Point
Morritts Tortuga Club
Ocean Paradise
Cayman Luxury Rentals at The Grove

Top Hotels in Cayman Islands

Grand Cayman Marriott Resort
Grand Cayman Marriott Resort
4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
Fully refundableReserve now, pay when you stay
The price is CA $450 per night from Jun. 17 to Jun. 18
CA $450
per night
Jun. 17 - Jun. 18
9/10 Wonderful! (1,003 reviews)
"Excellent property right on beach!! Loved this resort!!"

Reviewed on Jun. 2, 2023

Grand Cayman Marriott Resort
The Ritz-Carlton, Grand Cayman
The Ritz-Carlton, Grand Cayman
5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman, 00000
Fully refundableReserve now, pay when you stay
The price is CA $1,059 per night from Jun. 27 to Jun. 28
CA $1,059
per night
Jun. 27 - Jun. 28
9.4/10 Exceptional! (798 reviews)
"We loved being on 7 mile beach the water is so beautiful ! Staff and room were all great ."

Reviewed on May 11, 2023

The Ritz-Carlton, Grand Cayman
The Westin Grand Cayman Seven Mile Beach Resort & Spa
The Westin Grand Cayman Seven Mile Beach Resort & Spa
4.5 out of 5
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
The price is CA $777 per night from Jun. 29 to Jun. 30
CA $777
per night
Jun. 29 - Jun. 30
8.4/10 Very Good! (1,000 reviews)
"Excellent staff!"

Reviewed on May 30, 2023

The Westin Grand Cayman Seven Mile Beach Resort & Spa
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.

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 $450 a night, and an impressive 1,319 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?

Frequently asked questions

How much does a Cayman Islands vacation package cost?
Live it up in Cayman Islands from as low as CA $1,448. Choose from a wonderful selection of flights, rental cars and hotels to suit every budget. You can score even better deals when you add a couple of tours or experiences to your package.
If I'm not able to travel, can I cancel my Cayman Islands vacation package?
Yes, you can. We get that things don’t always go to plan, so we’re happy to help if you need to make changes to your Cayman Islands vacation package. It may be possible to amend or cancel your itinerary at no cost if you’ve booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Cayman Islands?
Search for flights that fit your schedule, add a hotel room to your booking and watch how much you save with a Cayman Islands vacation package. It’s that easy! From flights and hotels to rental cars and activities, Expedia is where your cheap vacation begins. And with over 550 partner airlines and 1,000,000 properties throughout the world to select from, you’ll never be short of choice.
Where should I stay in Cayman Islands?
There aren’t many better places to kick-start your Cayman Islands getaway than in West Bay. Boatswains Beach is worthy of a spot at the top of your itinerary here.
What are the top hotels in Cayman Islands?
Compass Point Dive Resort and The Grandview Condos On Seven Mile Beach know how to make their guests feel welcome in Seven Mile Beach. If your itinerary also includes West Bay, take a look at Compass Point Dive Resort and The Grandview Condos On Seven Mile Beach. Both are top picks with travelers.
How far in advance should I book my Cayman Islands vacation?
It depends on the airline, but you can generally look up international flights on Expedia nearly a year in advance. While it’s advisable to book ahead of time, lucky travelers will sometimes score a cheaper flight just weeks prior to departure dates.

Your guide to Cayman Islands Vacations

The Cayman Islands are an exclusive destination nestled at the midway point between Central America and the Greater Antilles chain. Three unique landmasses compose the Caymans. They are Grand Cayman, Cayman Brac, and Little Cayman. Each one has an amazing array of natural wonders. Incredible deals on Cayman Islands vacation packages are available year round.

On his last trip to the New World, Christopher Columbus landed at these islands and named them “Las Tortugas." Sea turtles and other strange and wonderful flora and fauna are only the beginning of what this area of the world has to offer.

Whether you visit the Caymans for a romantic honeymoon escape, or a Cayman Islands family vacation, each day will be filled with excitement and beauty. There is a sparse and friendly population of 60,000, so privacy is guaranteed. The Islands are a protectorate of the British Crown and one of the most vital financial centres in the world. A high standard of living helps make the resorts, restaurants, tours, and Cayman Islands pampering, dwell in a class alone. The islands are also tax-free zones with a strong currency and infrastructure.

Each of the three islands has its own regional airport and receives mainland tourist traffic constantly. Chartering a sea-going vessel with its sights set on the Caymans is also an option. Once settled into a choice resort on your Cayman Islands vacation, you will be within minutes of wondrous natural attractions.

These include flocks of rare blue parrots, the mysterious blue iguana, coral reefs as far as the eye can see, and the legendary Cayman Ridge. This is an ocean floor drop-off just offshore reaching to depths of over 7,000 meters. If the water is not your desire, you can just relax on the Cayman’s famous “7-Mile Beach."

Cayman Island vacations and holidays are best enjoyed when you can spend as much time there as possible. From rainforests and trophy fishing, to five-star hotels and historic landmarks, these “ocean gems" will cast a spell on you. An extended Cayman Islands family vacation is an experience filled with tropical sun, fun, relaxation, and intrigue your family will talk about for generations.