Vacations to Cayman Islands

Choose two or more items and save on your trip:
Choose two or more items and save on your trip:

Top destinations in Cayman Islands

Top Cayman Islands Flight + Hotel Deals

The Ritz-Carlton, Grand Cayman
Sunshine Suites Resort
Black Urchin
Morritts Tortuga Club
Club Se7en at The Beachcomber

Top Hotels in Cayman Islands

The Locale Hotel Grand Cayman
The Locale Hotel Grand Cayman
3.5 out of 5
455 West Bay Road, Seven Mile Beach, Grand Cayman, KY1-1209
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Aug 28 to Aug 29
4.7/5 Exceptional! (210 reviews)
"I really liked the layout of the family suite. The location was great and the included breakfast was always a good start to the day. The staff was friendly, resourceful and very knowledgeable about the area. A lot of good dining options nearby."

Reviewed on Aug. 5, 2022

The Locale Hotel Grand Cayman
Grand Cayman Marriott Beach Resort
Grand Cayman Marriott Beach 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 $329 per night from Sep 4 to Sep 5
4.5/5 Wonderful! (1,000 reviews)
"The hotel staff was friendly and welcoming the second we arrived. The grounds were beautiful and well maintained. We didn't want to leave!"

Reviewed on Aug. 1, 2022

Grand Cayman Marriott Beach Resort
Kimpton Seafire Resort + Spa, an IHG Hotel
Kimpton Seafire Resort + Spa, an IHG Hotel
5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman, KY1-1303
Fully refundable
The price is CA $643 per night from Aug 15 to Aug 16
4.9/5 Exceptional! (551 reviews)
"The property was beautiful. The hotel was super clean. The staff was amazing. Excellent service. I Highly recommend this hotel. I will definitely be going back soon."

Reviewed on Aug. 8, 2022

Kimpton Seafire Resort + Spa, an IHG Hotel
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 $192 a night, and an impressive 1117 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

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.

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