Cayman Islands Vacations & Trips
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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 NT$10,644 a night, and an impressive 1,508 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 vacations and really put your feet up this vacation?
Cayman Islands Hotel Deals
Hampton by Hilton Grand Cayman Seven Mile Beach
Great value for Cayman. Super cute like a little boutique hotel. The shuttle was also very nice. They went above and beyond taking us around. Would stay again.
Reviewed on 2025/10/19
The Ritz-Carlton, Grand Cayman
Great hotel, great service, will be returning soon.
Reviewed on 2025/10/27
Kimpton Seafire Resort + Spa by IHG
We just had a wonderful stay at Kimpton Seafire. The beach is wonderful and beach service from Cocoloba restaurant allowed us to enjoy non-stop beach experience without leaving for lunch. The room was spacious with a big terrace and a great view. We will definitely return!
Reviewed on 2025/10/27
Discover the most popular places to visit in Cayman Islands
National Gallery of the Cayman Islands
You can spend time exploring the galleries in National Gallery of the Cayman Islands during your trip to Seven Mile Beach. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.
Governors Square
You can do some window-shopping at Governors Square during your visit to Seven Mile Beach. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.