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Cayman Islands Vacations

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Top all-inclusive deals in Cayman Islands

Grand Cayman Marriott Beach Resort

Top flight + hotel deals in Cayman Islands

Sunshine Suites Resort

2021 Cayman Islands vacation deals

The Westin Grand Cayman Seven Mile Beach Resort & Spa
Grand Cayman Marriott Beach Resort
Villas of the Galleon
Regal Beach Club

Best lodging options near Cayman Islands

Grand Cayman Marriott Beach Resort
Grand Cayman Marriott Beach Resort
4 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
4.5/5Wonderful! (1,000 reviews)

"We liked it all. Staff was super friendly and hotel was nice."…"

Reviewed on Mar. 19, 2020

Grand Cayman Marriott Beach Resort
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 $527 per night from Nov 7 to Nov 8
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
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
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
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 $527 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

Q: Which airports can I fly in to for a vacation to Cayman Islands?
A: Get set to kick off your unforgettable vacation adventure when you land at George Town (GCM-Owen Roberts Intl.). Operating 519 international flights per month, this is one of the top transportation hubs in Cayman Islands.
Q: What are the most popular types of hotels for a vacation to Cayman Islands?
A: Many travelers seek out villas in Cayman Islands. That said, you’re not short on options. Condos, hotel resorts and hotels are also easy to find here.
Q: What does a Cayman Islands vacation booking with Expedia include?
A: The sky is the limit. We have what you’d expect, like Cayman Islands hotels, flights and cars. We also have plenty of experiences and attractions to have a look through. Select just one of these options or a combination of a few.
Q: What is the best way to save money on my vacation to Cayman Islands?
A: A package deal takes the hassle out of traveling, and it can save you some big bucks to boot. Hotels, Experiences, Rental Cars — Expedia has it all. Bundle the lot and start dreaming about what you’ll be able to do with all that extra spending money.