Cayman Islands may have travel restrictions in place, including self-quarantine, due to COVID-19.

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Top all-inclusive deals in Cayman Islands

Grand Cayman Marriott Beach Resort
Wyndham Reef Resort Grand Cayman

Top flight + hotel deals in Cayman Islands

Sunshine Suites Resort
The Locale Hotel Grand Cayman
Kimpton Seafire Resort and Spa

2021 Cayman Islands vacation deals

Villas of the Galleon
Sunshine Suites Resort
Grand Caymanian Resort
Compass Point Dive Resort

Best lodging options near Cayman Islands

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
The price is CA $2,645 per night from Dec 5 to Dec 6
4.7/5Exceptional! (844 reviews)

"It’s true, you get what you pay for. Excellence delivered on every point. Truly worth it"…"

Reviewed on Mar. 15, 2020

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
Get Rates
4.2/5Very Good! (1,000 reviews)

"This property is amazing. Our room was emaculate and the staff was friendly and helpful. The pool area was clean as was the beachfront area. Would definitely recommend this. Can’t wait to come back!"…"

Reviewed on Mar. 14, 2020

The Westin Grand Cayman Seven Mile Beach Resort & Spa
Morritts Tortuga Club
Morritts Tortuga Club
3.5 out of 5
2289 Queens Highway, Grand Cayman, East End
Get Rates
4/5Very Good! (149 reviews)

"Property is nice and relaxing. Staff is friendly. Bring your own shampoo, conditioner, and soap, surprisingly they do not provide that. Some hot tubs are hot, some arent. Def. Recommend renting snorkel gear from theresort and finding a nice place to snorkel. We went to two different coves. Govenors ..."…"

Reviewed on Nov. 22, 2019

Morritts Tortuga Club
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 Hotel + Flight

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 $2,645 a night, and an impressive 1082 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 a  Cayman Islands All Inclusive Resort  and really put your feet up this vacation?

Top Pre-Packaged Vacations & All Inclusive Resorts in the Cayman Islands

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 all-inclusive 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.

Frequently asked questions

How much does a Cayman Islands vacation package cost?
From as little as CA $1,904, you can create your own Cayman Islands package. Simply bundle hotels, flights and car rentals and we’ll reward you with discounts.
If I'm not able to travel, can I cancel my Cayman Islands vacation package?
Yes, it’s possible to cancel your Cayman Islands booking if your travel plans have been upended. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Cayman Islands?
Browse and lock in everything in one place with our Cayman Islands vacation packages. You’ll discover deals on flights, hotels, tours and more that’ll keep your wallet happy and your adventurousness alive. As a matter of fact, you can save up to C$590 when you combine your bookings. And, with more than 400 partner airlines and 321,000 hotel options around the world to choose from, you’ll have endless opportunities to mix and match however you please.
Where should I stay in Cayman Islands?
There’s no better place to kick-start your Cayman Islands trip than in West Bay. Boatswains Beach ought to be high on your itinerary here.
What are the top hotels in Cayman Islands?
Take a look at The Ritz-Carlton, Grand Cayman and Margaritaville Beach Resort Grand Cayman. They’re top picks for many travelers headed to Seven Mile Beach. If North Side features on your itinerary, Ocean Paradise and Sea Magic by Cayman Villas are great options.
When is the best time of year to visit Cayman Islands?
There’s no good or bad time to vacation in Cayman Islands. But if you’re eager to land a good deal on your trip, consider the month of . Hotel prices tend to skyrocket in . Cayman Islands can be a busy place in , so if you want to bypass the masses, travel in .
How far in advance should I book my Cayman Islands vacation?
Savvy travelers always book early. Air carriers generally release flights nearly 12 months ahead of departure, and this is when you can score some rock-bottom prices. Boss just told you to take all your vacation days next month? No need to worry. Expedia are never short of fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Cayman Islands travel package include?
Flights, rental cars and hotels — we’ve got them covered. With Expedia, you can shape your Cayman Islands package however you want. All you have to do is figure out what you need. Once you’ve made your booking, you can add on extras like tours and activities. The more you bundle, the more you save!
What should I know before booking a Cayman Islands travel package?
So many places to go, so many things to do. With a travel package, you’ll be able to cross more of them off your list. Combine your hotels, rental cars and flights and make big savings.
Does Expedia offer Book Now, Pay Later Cayman Islands vacation packages?
Working together with online lender Affirm, Expedia offers financial flexibility with a Book Now, Pay Later option for hotel and activities packages. Get the money side of things out of the way with a single upfront payment or spread the cost of your travel over multiple installments. It’s totally up to you.
Can I choose my airline with a Cayman Islands Expedia vacation package?
Yes, the choice is all yours. We have access to over 550 partner airlines throughout the world, so you can customize your Cayman Islands adventure according to your budget and needs.